MiMeDB: Showing metabocard for NAD (MMDBc0029513)

Microbial

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:25:25 UTC

Update Date

2024-04-30 19:36:44 UTC

Metabolite ID

MMDBc0029513

Metabolite Identification

Common Name

NAD

Description

NAD (or Nicotinamide adenine dinucleotide) is used extensively in glycolysis and the citric acid cycle of cellular respiration. The reducing potential stored in NADH can be converted to ATP through the electron transport chain or used for anabolic metabolism. ATP "energy" is necessary for an organism to live. Green plants obtain ATP through photosynthesis, while other organisms obtain it by cellular respiration. (wikipedia). Nicotinamide adenine dinucleotide is a A coenzyme composed of ribosylnicotinamide 5'-diphosphate coupled to adenosine 5'-phosphate by pyrophosphate linkage. It is found widely in nature and is involved in numerous enzymatic reactions in which it serves as an electron carrier by being alternately oxidized (NAD+) and reduced (NADH). (Dorland, 27th ed)

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305271900232D          

 44 48  0  0  1  0            999 V2000
    5.1419    0.5876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3621    0.8325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9347   -0.7835    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6127    1.2544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3546    1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6464    0.4144    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2567   -0.2939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6861   -1.5520    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1306    1.9060    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6388    2.0643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9269    0.8136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5937   -0.7684    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8536   -1.5520    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1720   -2.2150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9232    1.6462    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6351    2.8817    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8215   -0.5274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3828   -2.2150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1622   -0.4973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2770   -0.4934    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.1695   -0.4973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2770   -1.4503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2770    0.4219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8551   -0.4934    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7366   -0.5010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8513   -1.4089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8551    0.4257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5916   -0.4897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3563   -0.7572    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0382   -0.3051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5711   -1.5934    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6974   -0.8175    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4186   -1.6123    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0851   -2.1961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5073   -0.0263    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -4.8820   -2.2564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8782    0.4370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2908    0.4031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8745    1.2620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3021    1.1753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6090    1.6274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1926    1.7140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1926    2.4410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4580    1.3448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  1  1  1  0  0  0
  1  4  1  0  0  0  0
  2  5  2  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  4  9  2  0  0  0  0
  5 10  1  0  0  0  0
  6 11  2  0  0  0  0
  7 12  1  0  0  0  0
  8 13  1  0  0  0  0
  8 14  1  6  0  0  0
 10 15  2  0  0  0  0
 10 16  1  0  0  0  0
 12 17  1  1  0  0  0
 13 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 20 23  2  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 24 27  2  0  0  0  0
 25 28  1  0  0  0  0
 29 28  1  6  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 30 32  1  0  0  0  0
 31 33  1  0  0  0  0
 31 34  1  1  0  0  0
 32 35  1  6  0  0  0
 33 36  1  1  0  0  0
 35 37  1  0  0  0  0
 35 38  2  0  0  0  0
 37 39  2  0  0  0  0
 38 40  1  0  0  0  0
 39 41  1  0  0  0  0
 39 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  2  0  0  0  0
  5  9  1  0  0  0  0
 11 15  1  0  0  0  0
 12 13  1  0  0  0  0
 32 33  1  0  0  0  0
 40 41  2  0  0  0  0
M  CHG  1  35   1
M  END


  Mrv1652305271900232D          

 44 48  0  0  1  0            999 V2000
    5.1419    0.5876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3621    0.8325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9347   -0.7835    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6127    1.2544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3546    1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6464    0.4144    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2567   -0.2939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6861   -1.5520    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1306    1.9060    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6388    2.0643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9269    0.8136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5937   -0.7684    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8536   -1.5520    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1720   -2.2150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9232    1.6462    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6351    2.8817    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8215   -0.5274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3828   -2.2150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1622   -0.4973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2770   -0.4934    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.1695   -0.4973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2770   -1.4503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2770    0.4219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8551   -0.4934    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7366   -0.5010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8513   -1.4089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8551    0.4257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5916   -0.4897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3563   -0.7572    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0382   -0.3051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5711   -1.5934    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6974   -0.8175    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4186   -1.6123    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0851   -2.1961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5073   -0.0263    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -4.8820   -2.2564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8782    0.4370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2908    0.4031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8745    1.2620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3021    1.1753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6090    1.6274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1926    1.7140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1926    2.4410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4580    1.3448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  1  1  1  0  0  0
  1  4  1  0  0  0  0
  2  5  2  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  4  9  2  0  0  0  0
  5 10  1  0  0  0  0
  6 11  2  0  0  0  0
  7 12  1  0  0  0  0
  8 13  1  0  0  0  0
  8 14  1  6  0  0  0
 10 15  2  0  0  0  0
 10 16  1  0  0  0  0
 12 17  1  1  0  0  0
 13 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 20 23  2  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 24 27  2  0  0  0  0
 25 28  1  0  0  0  0
 29 28  1  6  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 30 32  1  0  0  0  0
 31 33  1  0  0  0  0
 31 34  1  1  0  0  0
 32 35  1  6  0  0  0
 33 36  1  1  0  0  0
 35 37  1  0  0  0  0
 35 38  2  0  0  0  0
 37 39  2  0  0  0  0
 38 40  1  0  0  0  0
 39 41  1  0  0  0  0
 39 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  2  0  0  0  0
  5  9  1  0  0  0  0
 11 15  1  0  0  0  0
 12 13  1  0  0  0  0
 32 33  1  0  0  0  0
 40 41  2  0  0  0  0
M  CHG  1  35   1
M  END
> <DATABASE_ID>
MMDBc0029513

> <DATABASE_NAME>
MIME

> <SMILES>
NC(=O)C1=C[N+](=CC=C1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C2N=CN=C3N)[C@@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C21H27N7O14P2/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(32)14(30)11(41-21)6-39-44(36,37)42-43(34,35)38-5-10-13(29)15(31)20(40-10)27-3-1-2-9(4-27)18(23)33/h1-4,7-8,10-11,13-16,20-21,29-32H,5-6H2,(H5-,22,23,24,25,33,34,35,36,37)/p+1/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1

> <INCHI_KEY>
BAWFJGJZGIEFAR-NNYOXOHSSA-O

> <FORMULA>
C21H28N7O14P2

> <MOLECULAR_WEIGHT>
664.433

> <EXACT_MASS>
664.116946663

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
55.833807292893255

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[(2R,3R,4S,5R)-5-[({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-3,4-dihydroxyoxolan-2-yl]-3-carbamoyl-1lambda5-pyridin-1-ylium

> <ALOGPS_LOGP>
-1.18

> <JCHEM_LOGP>
-9.866487273821402

> <ALOGPS_LOGS>
-2.59

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.1873599316560752

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8536300079335266

> <JCHEM_PKA_STRONGEST_BASIC>
4.009031974187107

> <JCHEM_POLAR_SURFACE_AREA>
318.2599999999999

> <JCHEM_REFRACTIVITY>
141.99689999999993

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.81e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[(2R,3R,4S,5R)-5-{[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]-3-carbamoyl-1lambda5-pyridin-1-ylium

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  N   UNK     0       9.598   1.097   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       8.143   1.554   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.211  -1.463   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.477   2.342   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.129   3.080   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       6.807   0.774   0.000  0.00  0.00           N+0
HETATM    7  O   UNK     0       7.946  -0.549   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       8.747  -2.897   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       9.577   3.558   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       6.792   3.853   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.464   1.519   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.708  -1.434   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.193  -2.897   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       9.654  -4.135   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0       5.457   3.073   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0       6.786   5.379   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       5.267  -0.984   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       6.315  -4.135   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       4.036  -0.928   0.000  0.00  0.00           O+0
HETATM   20  P   UNK     0       2.384  -0.921   0.000  0.00  0.00           P+0
HETATM   21  O   UNK     0       0.316  -0.928   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       2.384  -2.707   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       2.384   0.788   0.000  0.00  0.00           O+0
HETATM   24  P   UNK     0      -1.596  -0.921   0.000  0.00  0.00           P+0
HETATM   25  O   UNK     0      -3.242  -0.935   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -1.589  -2.630   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -1.596   0.795   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -4.838  -0.914   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -6.265  -1.413   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -7.538  -0.570   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -6.666  -2.974   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -8.768  -1.526   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -8.248  -3.010   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -5.759  -4.099   0.000  0.00  0.00           O+0
HETATM   35  N   UNK     0     -10.280  -0.049   0.000  0.00  0.00           N+1
HETATM   36  O   UNK     0      -9.113  -4.212   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -9.106   0.816   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0     -11.743   0.752   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -9.099   2.356   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0     -11.764   2.194   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -10.470   3.038   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -7.826   3.199   0.000  0.00  0.00           C+0
HETATM   43  N   UNK     0      -7.826   4.557   0.000  0.00  0.00           N+0
HETATM   44  O   UNK     0      -6.455   2.510   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7    8                                                  
CONECT    4    1    9                                                       
CONECT    5    2   10    9                                                  
CONECT    6    2   11                                                       
CONECT    7    3   12                                                       
CONECT    8    3   13   14                                                  
CONECT    9    4    5                                                       
CONECT   10    5   15   16                                                  
CONECT   11    6   15                                                       
CONECT   12    7   17   13                                                  
CONECT   13    8   18   12                                                  
CONECT   14    8                                                            
CONECT   15   10   11                                                       
CONECT   16   10                                                            
CONECT   17   12   19                                                       
CONECT   18   13                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   22   23                                             
CONECT   21   20   24                                                       
CONECT   22   20                                                            
CONECT   23   20                                                            
CONECT   24   21   25   26   27                                             
CONECT   25   24   28                                                       
CONECT   26   24                                                            
CONECT   27   24                                                            
CONECT   28   25   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29   32                                                       
CONECT   31   29   33   34                                                  
CONECT   32   30   35   33                                                  
CONECT   33   31   36   32                                                  
CONECT   34   31                                                            
CONECT   35   32   37   38                                                  
CONECT   36   33                                                            
CONECT   37   35   39                                                       
CONECT   38   35   40                                                       
CONECT   39   37   41   42                                                  
CONECT   40   38   41                                                       
CONECT   41   39   40                                                       
CONECT   42   39   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   96    0
END

Synonyms

Value	Source
beta-NAD	ChEBI
Diphosphopyridine nucleotide	ChEBI
DPN	ChEBI
NAD+	ChEBI
Nadide	ChEBI
Nicotinamide adenine dinucleotide	ChEBI
beta-NAD+	Kegg
b-NAD	Generator
Β-nad	Generator
b-NAD+	Generator
Β-nad+	Generator
3-Carbamoyl-1-beta-D-ribofuranosylpyridinium hydroxide 5'-ester with adenosine 5'-pyrophosphate inner salt	HMDB
3-Carbamoyl-1-beta-delta-ribofuranosylpyridinium hydroxide 5'-ester with adenosine 5'-pyrophosphate inner salt	HMDB
3-Carbamoyl-1-D-ribofuranosylpyridinium hydroxide 5'-ester with adenosine 5'-pyrophosphate	HMDB
3-Carbamoyl-1-delta-ribofuranosylpyridinium hydroxide 5'-ester with adenosine 5'-pyrophosphate	HMDB
Adenine-nicotinamide dinucleotide	HMDB
beta-Diphosphopyridine nucleotide	HMDB
beta-Nicotinamide adenine dinucleotide	HMDB
beta-Nicotinamide adenine dinucleotide trihydrate	HMDB
CO-I	HMDB
Codehydrase I	HMDB
Codehydrogenase I	HMDB
Coenzyme I	HMDB
Cozymase	HMDB
Cozymase I	HMDB
Diphosphopyridine nucleotide oxidized	HMDB
Endopride	HMDB
NAD trihydrate	HMDB
NAD-oxidized	HMDB
Nicotinamide adenine dinucleotide oxidized	HMDB
Nicotinamide dinucleotide	HMDB
Nicotineamide adenine dinucleotide	HMDB
Oxidized diphosphopyridine nucleotide	HMDB
Pyridine nucleotide diphosphate	HMDB
[(3S,2R,4R,5R)-5-(6-Aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl {[(3S,2R,4R,5R)-5-(3-carbamoylpyridyl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxyphosphoryl) hydrogen phosphate	HMDB
[Adenylate-32-p]-NAD	HMDB
Dihydronicotinamide adenine dinucleotide	HMDB
NADH	HMDB
Nucleotide, diphosphopyridine	HMDB
Adenine dinucleotide, dihydronicotinamide	HMDB
Dinucleotide, dihydronicotinamide adenine	HMDB
Dinucleotide, nicotinamide-adenine	HMDB
Nicotinamide-adenine dinucleotide	HMDB

Molecular Formula

C₂₁H₂₈N₇O₁₄P₂

Average Mass

664.433

Monoisotopic Mass

664.116946663

IUPAC Name

1-[(2R,3R,4S,5R)-5-[({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-3,4-dihydroxyoxolan-2-yl]-3-carbamoyl-1lambda5-pyridin-1-ylium

Traditional Name

1-[(2R,3R,4S,5R)-5-{[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]-3-carbamoyl-1lambda5-pyridin-1-ylium

CAS Registry Number

53-84-9

SMILES

NC(=O)C1=C[N+](=CC=C1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C2N=CN=C3N)[C@@H](O)[C@H]1O

InChI Identifier

InChI=1S/C21H27N7O14P2/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(32)14(30)11(41-21)6-39-44(36,37)42-43(34,35)38-5-10-13(29)15(31)20(40-10)27-3-1-2-9(4-27)18(23)33/h1-4,7-8,10-11,13-16,20-21,29-32H,5-6H2,(H5-,22,23,24,25,33,34,35,36,37)/p+1/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1

InChI Key

BAWFJGJZGIEFAR-NNYOXOHSSA-O

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as (5'->5')-dinucleotides. These are dinucleotides where the two bases are connected via a (5'->5')-phosphodiester linkage.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

(5'->5')-dinucleotides

Sub Class

Not Available

Direct Parent

(5'->5')-dinucleotides

Alternative Parents

Substituents

(5'->5')-dinucleotide
Purine nucleotide sugar
Purine ribonucleoside diphosphate
Purine ribonucleoside monophosphate
Nicotinamide-nucleotide
Pyridine nucleotide
Pentose-5-phosphate
Pentose phosphate
Glycosyl compound
N-glycosyl compound
6-aminopurine
Monosaccharide phosphate
Organic pyrophosphate
Purine
Imidazopyrimidine
Nicotinamide
Monoalkyl phosphate
Aminopyrimidine
Monosaccharide
N-substituted imidazole
Organic phosphoric acid derivative
Imidolactam
Phosphoric acid ester
Alkyl phosphate
Pyrimidine
Pyridinium
Pyridine
Tetrahydrofuran
Azole
Imidazole
Heteroaromatic compound
Secondary alcohol
Carboximidic acid derivative
Carboximidic acid
Organoheterocyclic compound
Oxacycle
Azacycle
Hydrocarbon derivative
Organopnictogen compound
Organic oxide
Primary amine
Organonitrogen compound
Amine
Organic nitrogen compound
Alcohol
Organic oxygen compound
Organooxygen compound
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

NAD(P)(+) (CHEBI:15846 )
NAD (CHEBI:15846 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	1.81 g/L	ALOGPS
logP	-1.2	ALOGPS
logP	-9.9	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	1.85	ChemAxon
pKa (Strongest Basic)	4.01	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	318.26 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	142 m³·mol⁻¹	ChemAxon
Polarizability	55.83 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-002b-4213904000-b8a6dbd0370f9d5a56be	2017-09-01	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-03di-0000029000-870aa620464a4fedbe8d	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-002r-0930610000-ccd233f26036136ba3e8	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-000i-0900000000-ec77ba41ae7dbcfd08a2	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-00dl-0219003700-2f52e3c5db41066a112c	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-0uk9-0301009000-a3d0c464e56f6e320c80	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-00dl-0000090000-c18a7719161c63a71938	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-0udi-0000009000-1dde5b221786fe375304	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-0002-0911001000-bd16ca8021ab63e9e290	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-001i-0900000000-662adda5a00fce5c5017	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-03di-0900000000-a2724dbab2ca6eb7e8da	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-00dl-0400090000-19bb49ef6fe960f224d2	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-006x-0011297400-efee4fe3a4cf024c960a	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-004i-0028900000-8ec9bcaf25513495b979	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-0a4i-0011953000-577487fb6aff29c77330	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-00di-0000009000-e1d0afb4e7926a0f845e	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-0006-0001092010-1dcbca7a5ffe61f23e50	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-004i-0028900000-764e3ecea72fe178a87e	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-004i-0018900000-3b774fba9b96129baa6c	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-0006-0000090000-d4236efb9eec36017416	2012-08-31	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0000009000-b658a57d72fd6ec693f9	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014j-0000009000-841f81c695ad2c0ec387	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0007-7920202000-c7820b4eaef53b5cdf66	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0000009000-0b37b39334338eb59ba4	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03di-1100109000-7b9f7c9d8d96bfbfe848	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-01rt-9300000000-34fd3df485912f4e75a4	2016-09-12	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)		2012-12-04	View Spectrum
1D NMR	¹H NMR Spectrum (1D, D₂O, experimental)		2016-10-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, D₂O, experimental)		2016-10-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, D₂O, experimental)		2016-10-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, D₂O, experimental)		2016-10-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-23	View Spectrum
2D NMR	[¹H, ¹H]-TOCSY 2D NMR Spectrum (experimental)		2012-12-04	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)		2012-12-05	View Spectrum

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (eluted)	2025-10-23	714.8
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	529.3
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (void)	2025-10-23	118.6
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	337.5
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	347.8
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	210.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	765.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	991.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	491.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	147.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	431.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	167.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	50.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	548.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	665.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-23	64.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	284.2
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	655.1
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	610.7

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	NAD_TMS_1	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)O[C@H]1N1C=NC2=C(N)N=CN=C21	standard non polar	2025-10-23	3458.36
Gas Chromatography	NAD_TMS_2	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard non polar	2025-10-23	2179.29
Gas Chromatography	NAD_TMS_3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[C@@H]([N+]2=CC=CC(C(N)=O)=C2)[C@@H]1O	standard non polar	2025-10-23	2857.04
Gas Chromatography	NAD_TMS_4	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[C@H]1[N+]1=CC=CC(C(N)=O)=C1	standard non polar	2025-10-23	1320.64
Gas Chromatography	NAD_TMS_5	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H]([N+]2=CC=CC(C(N)=O)=C2)[C@H](O)[C@@H]1O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O	standard non polar	2025-10-23	2109.54
Gas Chromatography	NAD_TMS_6	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O)OP(=O)(O)OC[C@H]1O[C@@H]([N+]2=CC=CC(C(N)=O)=C2)[C@H](O)[C@@H]1O	standard non polar	2025-10-23	1568.28
Gas Chromatography	NAD_TMS_7	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)=C1	standard non polar	2025-10-23	2356.92
Gas Chromatography	NAD_TMS_8	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O	standard non polar	2025-10-23	1863.75
Gas Chromatography	NAD_TMS_9	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-23	1945.36
Gas Chromatography	NAD_TMS_10	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O[Si](C)(C)C)[C@@H]2O)O[C@H]1N1C=NC2=C(N)N=CN=C21	standard non polar	2025-10-23	2111.25
Gas Chromatography	NAD_TMS_11	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)O[C@@H]([N+]2=CC=CC(C(N)=O)=C2)[C@@H]1O	standard non polar	2025-10-23	702.493
Gas Chromatography	NAD_TMS_12	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)O[C@H]1N1C=NC2=C(N)N=CN=C21	standard non polar	2025-10-23	1157.47
Gas Chromatography	NAD_TMS_13	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)OP(=O)(OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N)N=CN=C21	standard non polar	2025-10-23	1012.01
Gas Chromatography	NAD_TMS_14	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O[Si](C)(C)C)[C@@H]3O)[C@@H](O)[C@H]2O)=C1	standard non polar	2025-10-23	2653.8
Gas Chromatography	NAD_TMS_15	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-23	1919.31
Gas Chromatography	NAD_TMS_16	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O[Si](C)(C)C)[C@@H]2O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard non polar	2025-10-23	1773.18
Gas Chromatography	NAD_TMS_17	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard non polar	2025-10-23	3017.7
Gas Chromatography	NAD_TMS_18	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard non polar	2025-10-23	4264.15
Gas Chromatography	NAD_TMS_19	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard non polar	2025-10-23	3219.63
Gas Chromatography	NAD_TMS_20	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O)[C@@H]3O[Si](C)(C)C)[C@@H](O)[C@H]2O)=C1	standard non polar	2025-10-23	2788.2
Gas Chromatography	NAD_TMS_21	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)[C@@H](O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-23	3466.91
Gas Chromatography	NAD_TMS_22	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[C@@H]([N+]2=CC=CC(C(N)=O)=C2)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-23	2376.92
Gas Chromatography	NAD_TMS_23	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[C@@H]([N+]2=CC=CC(C(N)=O)=C2)[C@@H]1O	standard non polar	2025-10-23	3206.33
Gas Chromatography	NAD_TMS_24	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[Si](C)(C)C)O[C@@H]([N+]2=CC=CC(C(N)=O)=C2)[C@@H]1O	standard non polar	2025-10-23	689.155
Gas Chromatography	NAD_TMS_25	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard non polar	2025-10-23	1230.38
Gas Chromatography	NAD_TMS_26	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O)[C@@H]3O)[C@@H](O[Si](C)(C)C)[C@H]2O)=C1	standard non polar	2025-10-23	2046.77
Gas Chromatography	NAD_TMS_27	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[C@H]1[N+]1=CC=CC(C(N)=O)=C1	standard non polar	2025-10-23	2471.87
Gas Chromatography	NAD_TMS_28	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)OP(=O)(OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[Si](C)(C)C)O[C@H]1[N+]1=CC=CC(C(N)=O)=C1	standard non polar	2025-10-23	2552.12
Gas Chromatography	NAD_TMS_29	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O[Si](C)(C)C)[C@@H]2O)[C@@H](O)[C@H]1O	standard non polar	2025-10-23	2085.96
Gas Chromatography	NAD_TMS_30	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O[Si](C)(C)C)=C1	standard non polar	2025-10-23	1200.94
Gas Chromatography	NAD_TMS_31	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O)OP(=O)(OC[C@H]1O[C@@H]([N+]2=CC=CC(C(N)=O)=C2)[C@H](O)[C@@H]1O)O[Si](C)(C)C	standard non polar	2025-10-23	2351.61
Gas Chromatography	NAD_TMS_32	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)=C1	standard non polar	2025-10-23	2000.46
Gas Chromatography	NAD_TMS_33	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard non polar	2025-10-23	4600.03
Gas Chromatography	NAD_TMS_34	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O	standard non polar	2025-10-23	2907.92
Gas Chromatography	NAD_TMS_35	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O)[C@@H]3O)O[Si](C)(C)C)[C@@H](O)[C@H]2O)=C1	standard non polar	2025-10-23	2232.39
Gas Chromatography	NAD_TMS_36	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N[Si](C)(C)C)N=CN=C54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)=C1	standard non polar	2025-10-23	1446.37
Gas Chromatography	NAD_TMS_37	C[Si](C)(C)N(C(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)=C1)[Si](C)(C)C	standard non polar	2025-10-23	1243.7
Gas Chromatography	NAD_TMS_38	C[Si](C)(C)N(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O)[Si](C)(C)C	standard non polar	2025-10-23	1883.97
Gas Chromatography	NAD_TMS_39	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O[Si](C)(C)C)[C@@H]2O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-23	1861.6
Gas Chromatography	NAD_TMS_40	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O[Si](C)(C)C)O[C@@H]([N+]2=CC=CC(C(N)=O)=C2)[C@@H]1O	standard non polar	2025-10-23	2630.99
Gas Chromatography	NAD_TMS_41	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-23	2984.7
Gas Chromatography	NAD_TMS_42	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-23	1691.56
Gas Chromatography	NAD_TMS_43	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O[Si](C)(C)C)[C@@H]3O[Si](C)(C)C)[C@@H](O)[C@H]2O)=C1	standard non polar	2025-10-23	2832.65
Gas Chromatography	NAD_TMS_44	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-23	1466.75
Gas Chromatography	NAD_TMS_45	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)O[C@@H]([N+]2=CC=CC(C(N)=O)=C2)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-23	1908.4
Gas Chromatography	NAD_TMS_46	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O[Si](C)(C)C)[C@@H]2O)O[C@H]1N1C=NC2=C(N)N=CN=C21	standard non polar	2025-10-23	1020.26
Gas Chromatography	NAD_TMS_47	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)OP(=O)(OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O[Si](C)(C)C)[C@@H]2O)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N)N=CN=C21	standard non polar	2025-10-23	1317.26
Gas Chromatography	NAD_TMS_48	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O[Si](C)(C)C)[C@@H]3O)[C@@H](O)[C@H]2O[Si](C)(C)C)=C1	standard non polar	2025-10-23	1172.14
Gas Chromatography	NAD_TMS_49	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O[Si](C)(C)C)[C@@H]2O)[C@@H](O)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-23	2501.82
Gas Chromatography	NAD_TMS_50	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)O[C@@H]([N+]2=CC=CC(C(N)=O)=C2)[C@@H]1O	standard non polar	2025-10-23	3007.46
Gas Chromatography	NAD_TMS_51	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)O[Si](C)(C)C)O[C@@H]([N+]2=CC=CC(C(N)=O)=C2)[C@@H]1O	standard non polar	2025-10-23	2188.57
Gas Chromatography	NAD_TMS_52	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-23	1289.38
Gas Chromatography	NAD_TMS_53	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O[Si](C)(C)C)[C@@H]3O)[C@@H](O[Si](C)(C)C)[C@H]2O)=C1	standard non polar	2025-10-23	2050.77
Gas Chromatography	NAD_TMS_54	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N)N=CN=C21	standard non polar	2025-10-23	2049.66
Gas Chromatography	NAD_TMS_55	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O[Si](C)(C)C)[C@@H]3O)O[Si](C)(C)C)[C@@H](O)[C@H]2O)=C1	standard non polar	2025-10-23	2920.77
Gas Chromatography	NAD_TMS_56	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-23	2547.36
Gas Chromatography	NAD_TMS_57	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O[Si](C)(C)C)[C@@H]3O)[C@@H](O)[C@H]2O)=C1	standard non polar	2025-10-23	2231.52
Gas Chromatography	NAD_TMS_58	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-23	2069.38
Gas Chromatography	NAD_TMS_59	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N[Si](C)(C)C)N=CN=C54)[C@H](O[Si](C)(C)C)[C@@H]3O)[C@@H](O)[C@H]2O)=C1	standard non polar	2025-10-23	2376.69
Gas Chromatography	NAD_TMS_60	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C3)[C@H](O)[C@@H]2O)O[C@H]1N1C=NC2=C(N)N=CN=C21	standard non polar	2025-10-23	1050.16
Gas Chromatography	NAD_TMS_61	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)O[C@H]1N1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21	standard non polar	2025-10-23	2900.73
Gas Chromatography	NAD_TMS_62	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O[Si](C)(C)C)[C@@H]2O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard non polar	2025-10-23	1347.36
Gas Chromatography	NAD_TMS_63	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O[Si](C)(C)C)[C@@H]2O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard non polar	2025-10-23	3280.04
Gas Chromatography	NAD_TMS_64	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O[Si](C)(C)C)[C@@H]2O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard non polar	2025-10-23	2923.53
Gas Chromatography	NAD_TMS_65	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O)[C@@H]3O[Si](C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C)=C1	standard non polar	2025-10-23	1238.11
Gas Chromatography	NAD_TMS_66	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O[Si](C)(C)C)[C@@H]2O)[C@@H](O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-23	983.812
Gas Chromatography	NAD_TMS_67	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard non polar	2025-10-23	1516.91
Gas Chromatography	NAD_TMS_68	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard non polar	2025-10-23	2294.84
Gas Chromatography	NAD_TMS_69	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O)[C@@H]3O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O)=C1	standard non polar	2025-10-23	1946.09
Gas Chromatography	NAD_TMS_70	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-23	1260.46
Gas Chromatography	NAD_TMS_71	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard non polar	2025-10-23	942.952
Gas Chromatography	NAD_TMS_72	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O)[C@@H]3O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]2O)=C1	standard non polar	2025-10-23	514.831
Gas Chromatography	NAD_TMS_73	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)[C@@H](O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-23	1064.62
Gas Chromatography	NAD_TMS_74	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O)[C@@H]3O[Si](C)(C)C)[C@@H](O)[C@H]2O)=C1	standard non polar	2025-10-23	2207.82
Gas Chromatography	NAD_TMS_75	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-23	2032.56
Gas Chromatography	NAD_TMS_76	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N[Si](C)(C)C)N=CN=C54)[C@H](O)[C@@H]3O[Si](C)(C)C)[C@@H](O)[C@H]2O)=C1	standard non polar	2025-10-23	695.322
Gas Chromatography	NAD_TMS_77	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C3)[C@H](O)[C@@H]2O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard non polar	2025-10-23	2507.74
Gas Chromatography	NAD_TMS_78	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@@H]1O	standard non polar	2025-10-23	1594.18
Gas Chromatography	NAD_TMS_79	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[C@@H]([N+]2=CC=CC(C(N)=O)=C2)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-23	890.809
Gas Chromatography	NAD_TMS_80	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[Si](C)(C)C)O[C@@H]([N+]2=CC=CC(C(N)=O)=C2)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-23	2205.81
Gas Chromatography	NAD_TMS_81	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O[Si](C)(C)C)[C@@H]2O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard non polar	2025-10-23	2143.34
Gas Chromatography	NAD_TMS_82	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O)[C@@H]3O)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=C1	standard non polar	2025-10-23	1600.93
Gas Chromatography	NAD_TMS_83	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[Si](C)(C)C)O[C@@H]([N+]2=CC=CC(C(N)=O)=C2)[C@@H]1O	standard non polar	2025-10-23	2818.33
Gas Chromatography	NAD_TMS_84	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard non polar	2025-10-23	2259.0
Gas Chromatography	NAD_TMS_85	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O)[C@@H]3O)[C@@H](O[Si](C)(C)C)[C@H]2O)=C1	standard non polar	2025-10-23	2860.9
Gas Chromatography	NAD_TMS_86	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard non polar	2025-10-23	2308.11
Gas Chromatography	NAD_TMS_87	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O)[C@@H]3O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O)=C1	standard non polar	2025-10-23	2773.91
Gas Chromatography	NAD_TMS_88	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N[Si](C)(C)C)N=CN=C54)[C@H](O)[C@@H]3O)[C@@H](O[Si](C)(C)C)[C@H]2O)=C1	standard non polar	2025-10-23	2279.77
Gas Chromatography	NAD_TMS_89	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H](N3C=NC4=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C43)[C@H](O)[C@@H]2O)O[C@@H]([N+]2=CC=CC(C(N)=O)=C2)[C@@H]1O	standard non polar	2025-10-23	2487.99
Gas Chromatography	NAD_TMS_90	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[C@@H]([N+]2=CC=CC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2)[C@@H]1O	standard non polar	2025-10-23	3957.33
Gas Chromatography	NAD_TMS_91	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[Si](C)(C)C)O[C@H]1[N+]1=CC=CC(C(N)=O)=C1	standard non polar	2025-10-23	2441.74
Gas Chromatography	NAD_TMS_92	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O[Si](C)(C)C)[C@@H]2O)O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard non polar	2025-10-23	1376.36
Gas Chromatography	NAD_TMS_93	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O[Si](C)(C)C)=C1	standard non polar	2025-10-23	1946.75
Gas Chromatography	NAD_TMS_94	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O[Si](C)(C)C)[C@@H]2O)[C@@H](O)[C@H]1O	standard non polar	2025-10-23	2341.55
Gas Chromatography	NAD_TMS_95	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O)[C@@H]3O)O[Si](C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C)=C1	standard non polar	2025-10-23	1101.06
Gas Chromatography	NAD_TMS_96	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N[Si](C)(C)C)N=CN=C54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O[Si](C)(C)C)=C1	standard non polar	2025-10-23	2240.44
Gas Chromatography	NAD_TMS_97	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H](N3C=NC4=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C43)[C@H](O)[C@@H]2O)O[C@H]1[N+]1=CC=CC(C(N)=O)=C1	standard non polar	2025-10-23	2223.6
Gas Chromatography	NAD_TMS_98	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[C@H]1[N+]1=CC=CC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1	standard non polar	2025-10-23	2525.05
Gas Chromatography	NAD_TMS_99	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard non polar	2025-10-23	2145.52
Gas Chromatography	NAD_TMS_100	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O)[C@@H]3O)O[Si](C)(C)C)[C@@H](O)[C@H]2O)=C1	standard non polar	2025-10-23	2122.44
Gas Chromatography	NAD_TMS_101	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N[Si](C)(C)C)N=CN=C54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)=C1	standard non polar	2025-10-23	3273.75
Gas Chromatography	NAD_TMS_102	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H]([N+]2=CC=CC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2)[C@H](O)[C@@H]1O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O	standard non polar	2025-10-23	1256.85
Gas Chromatography	NAD_TMS_103	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H]([N+]2=CC=CC(C(N)=O)=C2)[C@H](O)[C@@H]1O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O	standard non polar	2025-10-23	1600.86
Gas Chromatography	NAD_TMS_104	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(OC[C@H]3O[C@@H](N4C=NC5=C(N[Si](C)(C)C)N=CN=C54)[C@H](O)[C@@H]3O)O[Si](C)(C)C)[C@@H](O)[C@H]2O)=C1	standard non polar	2025-10-23	1178.86
Gas Chromatography	NAD_TMS_105	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O)OP(=O)(O)OC[C@H]1O[C@@H]([N+]2=CC=CC(C(N)=O)=C2)[C@H](O)[C@@H]1O	standard non polar	2025-10-23	1298.41
Gas Chromatography	NAD_TMS_106	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O)OP(=O)(O)OC[C@H]1O[C@@H]([N+]2=CC=CC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2)[C@H](O)[C@@H]1O	standard non polar	2025-10-23	2331.58
Gas Chromatography	NAD_TMS_107	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C3)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O	standard non polar	2025-10-23	1886.73
Gas Chromatography	NAD_TMS_108	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)=C1	standard non polar	2025-10-23	1610.52
Gas Chromatography	NAD_TMS_1	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)O[C@H]1N1C=NC2=C(N)N=CN=C21	standard polar	2025-10-23	2417.68
Gas Chromatography	NAD_TMS_2	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard polar	2025-10-23	2540.5
Gas Chromatography	NAD_TMS_3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[C@@H]([N+]2=CC=CC(C(N)=O)=C2)[C@@H]1O	standard polar	2025-10-23	2967.57
Gas Chromatography	NAD_TMS_4	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[C@H]1[N+]1=CC=CC(C(N)=O)=C1	standard polar	2025-10-23	1823.19
Gas Chromatography	NAD_TMS_5	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H]([N+]2=CC=CC(C(N)=O)=C2)[C@H](O)[C@@H]1O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O	standard polar	2025-10-23	2641.4
Gas Chromatography	NAD_TMS_6	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O)OP(=O)(O)OC[C@H]1O[C@@H]([N+]2=CC=CC(C(N)=O)=C2)[C@H](O)[C@@H]1O	standard polar	2025-10-23	2666.34
Gas Chromatography	NAD_TMS_7	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)=C1	standard polar	2025-10-23	181.673
Gas Chromatography	NAD_TMS_8	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O	standard polar	2025-10-23	1933.29
Gas Chromatography	NAD_TMS_9	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-23	1767.53
Gas Chromatography	NAD_TMS_10	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O[Si](C)(C)C)[C@@H]2O)O[C@H]1N1C=NC2=C(N)N=CN=C21	standard polar	2025-10-23	2049.95
Gas Chromatography	NAD_TMS_11	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)O[C@@H]([N+]2=CC=CC(C(N)=O)=C2)[C@@H]1O	standard polar	2025-10-23	1155.28
Gas Chromatography	NAD_TMS_12	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)O[C@H]1N1C=NC2=C(N)N=CN=C21	standard polar	2025-10-23	1644.67
Gas Chromatography	NAD_TMS_13	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)OP(=O)(OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N)N=CN=C21	standard polar	2025-10-23	2127.1
Gas Chromatography	NAD_TMS_14	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O[Si](C)(C)C)[C@@H]3O)[C@@H](O)[C@H]2O)=C1	standard polar	2025-10-23	2696.66
Gas Chromatography	NAD_TMS_15	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O[Si](C)(C)C	standard polar	2025-10-23	2343.13
Gas Chromatography	NAD_TMS_16	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O[Si](C)(C)C)[C@@H]2O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard polar	2025-10-23	1845.35
Gas Chromatography	NAD_TMS_17	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard polar	2025-10-23	4054.33
Gas Chromatography	NAD_TMS_18	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard polar	2025-10-23	1140.18
Gas Chromatography	NAD_TMS_19	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard polar	2025-10-23	2482.4
Gas Chromatography	NAD_TMS_20	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O)[C@@H]3O[Si](C)(C)C)[C@@H](O)[C@H]2O)=C1	standard polar	2025-10-23	442.787
Gas Chromatography	NAD_TMS_21	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)[C@@H](O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-23	1644.3
Gas Chromatography	NAD_TMS_22	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[C@@H]([N+]2=CC=CC(C(N)=O)=C2)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-23	2479.37
Gas Chromatography	NAD_TMS_23	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[C@@H]([N+]2=CC=CC(C(N)=O)=C2)[C@@H]1O	standard polar	2025-10-23	2205.74
Gas Chromatography	NAD_TMS_24	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[Si](C)(C)C)O[C@@H]([N+]2=CC=CC(C(N)=O)=C2)[C@@H]1O	standard polar	2025-10-23	884.565
Gas Chromatography	NAD_TMS_25	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard polar	2025-10-23	3158.24
Gas Chromatography	NAD_TMS_26	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O)[C@@H]3O)[C@@H](O[Si](C)(C)C)[C@H]2O)=C1	standard polar	2025-10-23	2070.23
Gas Chromatography	NAD_TMS_27	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[C@H]1[N+]1=CC=CC(C(N)=O)=C1	standard polar	2025-10-23	1855.89
Gas Chromatography	NAD_TMS_28	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)OP(=O)(OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[Si](C)(C)C)O[C@H]1[N+]1=CC=CC(C(N)=O)=C1	standard polar	2025-10-23	3947.91
Gas Chromatography	NAD_TMS_29	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O[Si](C)(C)C)[C@@H]2O)[C@@H](O)[C@H]1O	standard polar	2025-10-23	2430.25
Gas Chromatography	NAD_TMS_30	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O[Si](C)(C)C)=C1	standard polar	2025-10-23	3104.32
Gas Chromatography	NAD_TMS_31	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O)OP(=O)(OC[C@H]1O[C@@H]([N+]2=CC=CC(C(N)=O)=C2)[C@H](O)[C@@H]1O)O[Si](C)(C)C	standard polar	2025-10-23	2889.25
Gas Chromatography	NAD_TMS_32	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)=C1	standard polar	2025-10-23	1638.02
Gas Chromatography	NAD_TMS_33	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard polar	2025-10-23	2117.88
Gas Chromatography	NAD_TMS_34	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O	standard polar	2025-10-23	1891.52
Gas Chromatography	NAD_TMS_35	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O)[C@@H]3O)O[Si](C)(C)C)[C@@H](O)[C@H]2O)=C1	standard polar	2025-10-23	2288.35
Gas Chromatography	NAD_TMS_36	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N[Si](C)(C)C)N=CN=C54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)=C1	standard polar	2025-10-23	2722.58
Gas Chromatography	NAD_TMS_37	C[Si](C)(C)N(C(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)=C1)[Si](C)(C)C	standard polar	2025-10-23	2133.27
Gas Chromatography	NAD_TMS_38	C[Si](C)(C)N(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O)[Si](C)(C)C	standard polar	2025-10-23	2659.46
Gas Chromatography	NAD_TMS_39	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O[Si](C)(C)C)[C@@H]2O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-23	651.59
Gas Chromatography	NAD_TMS_40	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O[Si](C)(C)C)O[C@@H]([N+]2=CC=CC(C(N)=O)=C2)[C@@H]1O	standard polar	2025-10-23	-529.045
Gas Chromatography	NAD_TMS_41	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-23	4026.27
Gas Chromatography	NAD_TMS_42	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-23	3417.76
Gas Chromatography	NAD_TMS_43	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O[Si](C)(C)C)[C@@H]3O[Si](C)(C)C)[C@@H](O)[C@H]2O)=C1	standard polar	2025-10-23	3502.65
Gas Chromatography	NAD_TMS_44	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard polar	2025-10-23	1943.13
Gas Chromatography	NAD_TMS_45	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)O[C@@H]([N+]2=CC=CC(C(N)=O)=C2)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-23	1801.26
Gas Chromatography	NAD_TMS_46	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O[Si](C)(C)C)[C@@H]2O)O[C@H]1N1C=NC2=C(N)N=CN=C21	standard polar	2025-10-23	2886.44
Gas Chromatography	NAD_TMS_47	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)OP(=O)(OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O[Si](C)(C)C)[C@@H]2O)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N)N=CN=C21	standard polar	2025-10-23	2135.94
Gas Chromatography	NAD_TMS_48	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O[Si](C)(C)C)[C@@H]3O)[C@@H](O)[C@H]2O[Si](C)(C)C)=C1	standard polar	2025-10-23	2044.03
Gas Chromatography	NAD_TMS_49	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O[Si](C)(C)C)[C@@H]2O)[C@@H](O)[C@H]1O[Si](C)(C)C	standard polar	2025-10-23	2378.33
Gas Chromatography	NAD_TMS_50	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)O[C@@H]([N+]2=CC=CC(C(N)=O)=C2)[C@@H]1O	standard polar	2025-10-23	2186.64
Gas Chromatography	NAD_TMS_51	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)O[Si](C)(C)C)O[C@@H]([N+]2=CC=CC(C(N)=O)=C2)[C@@H]1O	standard polar	2025-10-23	3328.12
Gas Chromatography	NAD_TMS_52	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	standard polar	2025-10-23	2670.39
Gas Chromatography	NAD_TMS_53	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O[Si](C)(C)C)[C@@H]3O)[C@@H](O[Si](C)(C)C)[C@H]2O)=C1	standard polar	2025-10-23	3037.87
Gas Chromatography	NAD_TMS_54	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N)N=CN=C21	standard polar	2025-10-23	3593.78
Gas Chromatography	NAD_TMS_55	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O[Si](C)(C)C)[C@@H]3O)O[Si](C)(C)C)[C@@H](O)[C@H]2O)=C1	standard polar	2025-10-23	1638.74
Gas Chromatography	NAD_TMS_56	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O[Si](C)(C)C	standard polar	2025-10-23	3815.51
Gas Chromatography	NAD_TMS_57	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O[Si](C)(C)C)[C@@H]3O)[C@@H](O)[C@H]2O)=C1	standard polar	2025-10-23	2068.81
Gas Chromatography	NAD_TMS_58	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	standard polar	2025-10-23	2004.23
Gas Chromatography	NAD_TMS_59	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N[Si](C)(C)C)N=CN=C54)[C@H](O[Si](C)(C)C)[C@@H]3O)[C@@H](O)[C@H]2O)=C1	standard polar	2025-10-23	3621.13
Gas Chromatography	NAD_TMS_60	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C3)[C@H](O)[C@@H]2O)O[C@H]1N1C=NC2=C(N)N=CN=C21	standard polar	2025-10-23	-10.1545
Gas Chromatography	NAD_TMS_61	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)O[C@H]1N1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21	standard polar	2025-10-23	2151.22
Gas Chromatography	NAD_TMS_62	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O[Si](C)(C)C)[C@@H]2O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard polar	2025-10-23	2269.27
Gas Chromatography	NAD_TMS_63	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O[Si](C)(C)C)[C@@H]2O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard polar	2025-10-23	1841.21
Gas Chromatography	NAD_TMS_64	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O[Si](C)(C)C)[C@@H]2O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard polar	2025-10-23	2510.57
Gas Chromatography	NAD_TMS_65	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O)[C@@H]3O[Si](C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C)=C1	standard polar	2025-10-23	2757.27
Gas Chromatography	NAD_TMS_66	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O[Si](C)(C)C)[C@@H]2O)[C@@H](O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-23	3327.17
Gas Chromatography	NAD_TMS_67	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard polar	2025-10-23	425.664
Gas Chromatography	NAD_TMS_68	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard polar	2025-10-23	1949.26
Gas Chromatography	NAD_TMS_69	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O)[C@@H]3O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O)=C1	standard polar	2025-10-23	1578.82
Gas Chromatography	NAD_TMS_70	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-23	3770.36
Gas Chromatography	NAD_TMS_71	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard polar	2025-10-23	1082.7
Gas Chromatography	NAD_TMS_72	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O)[C@@H]3O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]2O)=C1	standard polar	2025-10-23	2080.89
Gas Chromatography	NAD_TMS_73	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)[C@@H](O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-23	1128.79
Gas Chromatography	NAD_TMS_74	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O)[C@@H]3O[Si](C)(C)C)[C@@H](O)[C@H]2O)=C1	standard polar	2025-10-23	1515.34
Gas Chromatography	NAD_TMS_75	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-23	4119.66
Gas Chromatography	NAD_TMS_76	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N[Si](C)(C)C)N=CN=C54)[C@H](O)[C@@H]3O[Si](C)(C)C)[C@@H](O)[C@H]2O)=C1	standard polar	2025-10-23	1328.45
Gas Chromatography	NAD_TMS_77	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C3)[C@H](O)[C@@H]2O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard polar	2025-10-23	2485.61
Gas Chromatography	NAD_TMS_78	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@@H]1O	standard polar	2025-10-23	4196.75
Gas Chromatography	NAD_TMS_79	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[C@@H]([N+]2=CC=CC(C(N)=O)=C2)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-23	2956.1
Gas Chromatography	NAD_TMS_80	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[Si](C)(C)C)O[C@@H]([N+]2=CC=CC(C(N)=O)=C2)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-23	2061.11
Gas Chromatography	NAD_TMS_81	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O[Si](C)(C)C)[C@@H]2O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard polar	2025-10-23	1903.16
Gas Chromatography	NAD_TMS_82	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O)[C@@H]3O)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=C1	standard polar	2025-10-23	1452.5
Gas Chromatography	NAD_TMS_83	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[Si](C)(C)C)O[C@@H]([N+]2=CC=CC(C(N)=O)=C2)[C@@H]1O	standard polar	2025-10-23	1890.76
Gas Chromatography	NAD_TMS_84	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard polar	2025-10-23	2530.33
Gas Chromatography	NAD_TMS_85	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O)[C@@H]3O)[C@@H](O[Si](C)(C)C)[C@H]2O)=C1	standard polar	2025-10-23	1870.47
Gas Chromatography	NAD_TMS_86	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard polar	2025-10-23	1975.13
Gas Chromatography	NAD_TMS_87	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O)[C@@H]3O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O)=C1	standard polar	2025-10-23	2531.25
Gas Chromatography	NAD_TMS_88	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N[Si](C)(C)C)N=CN=C54)[C@H](O)[C@@H]3O)[C@@H](O[Si](C)(C)C)[C@H]2O)=C1	standard polar	2025-10-23	2703.66
Gas Chromatography	NAD_TMS_89	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H](N3C=NC4=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C43)[C@H](O)[C@@H]2O)O[C@@H]([N+]2=CC=CC(C(N)=O)=C2)[C@@H]1O	standard polar	2025-10-23	352.134
Gas Chromatography	NAD_TMS_90	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[C@@H]([N+]2=CC=CC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2)[C@@H]1O	standard polar	2025-10-23	306.048
Gas Chromatography	NAD_TMS_91	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[Si](C)(C)C)O[C@H]1[N+]1=CC=CC(C(N)=O)=C1	standard polar	2025-10-23	2052.5
Gas Chromatography	NAD_TMS_92	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O[Si](C)(C)C)[C@@H]2O)O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard polar	2025-10-23	1342.38
Gas Chromatography	NAD_TMS_93	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O[Si](C)(C)C)=C1	standard polar	2025-10-23	2249.76
Gas Chromatography	NAD_TMS_94	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O[Si](C)(C)C)[C@@H]2O)[C@@H](O)[C@H]1O	standard polar	2025-10-23	541.757
Gas Chromatography	NAD_TMS_95	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O)[C@@H]3O)O[Si](C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C)=C1	standard polar	2025-10-23	1254.97
Gas Chromatography	NAD_TMS_96	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N[Si](C)(C)C)N=CN=C54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O[Si](C)(C)C)=C1	standard polar	2025-10-23	1233.18
Gas Chromatography	NAD_TMS_97	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H](N3C=NC4=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C43)[C@H](O)[C@@H]2O)O[C@H]1[N+]1=CC=CC(C(N)=O)=C1	standard polar	2025-10-23	1287.77
Gas Chromatography	NAD_TMS_98	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[C@H]1[N+]1=CC=CC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1	standard polar	2025-10-23	1257.99
Gas Chromatography	NAD_TMS_99	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(OC[C@H]2O[C@@H]([N+]3=CC=CC(C(N)=O)=C3)[C@H](O)[C@@H]2O)O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard polar	2025-10-23	1610.36
Gas Chromatography	NAD_TMS_100	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O)[C@@H]3O)O[Si](C)(C)C)[C@@H](O)[C@H]2O)=C1	standard polar	2025-10-23	3355.16
Gas Chromatography	NAD_TMS_101	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N[Si](C)(C)C)N=CN=C54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)=C1	standard polar	2025-10-23	1286.1
Gas Chromatography	NAD_TMS_102	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H]([N+]2=CC=CC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2)[C@H](O)[C@@H]1O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O	standard polar	2025-10-23	2553.65
Gas Chromatography	NAD_TMS_103	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H]([N+]2=CC=CC(C(N)=O)=C2)[C@H](O)[C@@H]1O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O	standard polar	2025-10-23	3080.05
Gas Chromatography	NAD_TMS_104	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(OC[C@H]3O[C@@H](N4C=NC5=C(N[Si](C)(C)C)N=CN=C54)[C@H](O)[C@@H]3O)O[Si](C)(C)C)[C@@H](O)[C@H]2O)=C1	standard polar	2025-10-23	2882.88
Gas Chromatography	NAD_TMS_105	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O)OP(=O)(O)OC[C@H]1O[C@@H]([N+]2=CC=CC(C(N)=O)=C2)[C@H](O)[C@@H]1O	standard polar	2025-10-23	1671.97
Gas Chromatography	NAD_TMS_106	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O)OP(=O)(O)OC[C@H]1O[C@@H]([N+]2=CC=CC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2)[C@H](O)[C@@H]1O	standard polar	2025-10-23	4217.73
Gas Chromatography	NAD_TMS_107	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H]([N+]3=CC=CC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C3)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O	standard polar	2025-10-23	1442.51
Gas Chromatography	NAD_TMS_108	C[Si](C)(C)NC(=O)C1=CC=C[N+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)=C1	standard polar	2025-10-23	1455.96

Biological Properties

Cellular Locations

Endoplasmic reticulum
Extracellular
Mitochondria
Nucleus
Peroxisome

Biospecimen Locations

Adrenal Gland
Blood
Brain
Cellular Cytoplasm
Epidermis
Feces
Fibroblasts
Liver
Placenta
Platelet
Prostate
Skeletal Muscle

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

This table shows at most 5 pathways. For the full list of associated pathways:

See All Associated Bacterial Pathways

Name	SMPDB/PathBank	Species
1-Acyl-sn-glycero-3-phosphoethanolamine (N-C12:0) metabolism		Escherichia coli Pseudomonas aeruginosa Escherichia coli SMS-3-5 Escherichia coli UTI89 Escherichia coli 55989 Escherichia coli SE11 Mycobacterium marinum M Pseudomonas aeruginosa PA7 Actinobacillus succinogenes 130Z Escherichia coli CFT073 Myxococcus xanthus DK 1622 Pseudomonas stutzeri Klebsiella pneumoniae Pseudomonas fluorescens Pf-5 Clostridium saccharoperbutylacetonicum N1-4(HMT) Salmonella enterica Clostridium acetobutylicum ATCC 824 Helicobacter pylori Haemophilus influenzae Haemophilus influenzae Rd KW20 Clostridium perfringens Rhodospirillum rubrum ATCC 11170 Streptomyces avermitilis MA-4680 Shewanella denitrificans OS217 Acinetobacter baumannii Arcobacter butzleri RM4018 Brevibacillus brevis NBRC 100599 Campylobacter fetus subsp. fetus 82-40 Campylobacter hominis ATCC BAA-381 Clostridium perfringens ATCC 13124 Clostridium saccharolyticum Clostridium sticklandii Fusobacterium nucleatum subsp. nucleatum ATCC 25586 Geobacter metallireducens Haemophilus parainfluenzae T3T1 Methylobacterium nodulans Roseburia hominis A2-183 Pelobacter carbinolicus Campylobacter curvus Campylobacter rectus Campylobacter showae Comamonas testosteroni Burkholderia cepacia Pseudomonas fluorescens Pseudomonas mendocina Pseudomonas putida Pseudomonas syringae Xanthomonas campestris Bradyrhizobium japonicum Moraxella catarrhalis Chromobacterium violaceum Citrobacter koseri Proteus mirabilis Shigella boydii Shigella dysenteriae Shigella flexneri Shigella sonnei Aeromonas hydrophila Vibrio vulnificus Campylobacter gracilis Fusobacterium periodonticum Desulfovibrio piger Cytophaga hutchinsonii Streptococcus sanguinis Priestia megaterium Clostridium kluyveri Desulfobacterium autotrophicum Campylobacter upsaliensis Pelobacter propionicus Helicobacter pullorum Helicobacter bilis Sulfurimonas denitrificans Stenotrophomonas maltophilia Leptotrichia buccalis Desulfotomaculum reducens Burkholderia vietnamiensis Sodalis glossinidius Enterobacter cancerogenus Achromobacter xylosoxidans Burkholderia multivorans Burkholderia cenocepacia Methylibium petroleiphilum Citrobacter youngae Burkholderia ambifaria Marvinbryantia formatexigens Alicycliphilus denitrificans Shewanella denitrificans Methylocella silvestris Escherichia albertii Geobacter bemidjiensis Geobacter lovleyi Campylobacter coli Campylobacter hominis Campylobacter jejuni Fusobacterium nucleatum Haemophilus parainfluenzae Klebsiella variicola Achromobacter xylosoxidans A8 Acinetobacter baumannii SDF Acinetobacter baumannii ACICU Acinetobacter baumannii AB0057 Acinetobacter baumannii AB307-0294 Actinobacillus pleuropneumoniae serovar 5b str. L20 Actinobacillus pleuropneumoniae serovar 3 str. JL03 Actinobacillus pleuropneumoniae serovar 7 str. AP76 Aeromonas hydrophila subsp. hydrophila ATCC 7966 Bacillus cereus ATCC 10987 Bacillus megaterium QM B1551 Priestia megaterium DSM 319 Bradyrhizobium japonicum USDA 110 Campylobacter jejuni subsp. jejuni 81-176 Campylobacter curvus 525.92 Citrobacter koseri ATCC BAA-895 Clostridium perfringens str. 13 Clostridium sticklandii DSM 519 Cronobacter sakazakii ATCC BAA-894 Delftia acidovorans SPH-1 Enterobacter cloacae subsp. cloacae ATCC 13047 Escherichia coli APEC O1 Escherichia coli E24377A Escherichia coli O127:H6 str. E2348/69 Escherichia coli UMN026 Escherichia fergusonii ATCC 35469 Escherichia coli ED1a Escherichia coli IAI39 Haemophilus influenzae 86-028NP Helicobacter pylori J99 Helicobacter pylori P12 Klebsiella pneumoniae subsp. pneumoniae MGH 78578 Leptotrichia buccalis C-1013-b Lysinibacillus sphaericus C3-41 Methylobacterium radiotolerans JCM 2831 Methylobacterium populi BJ001 Escherichia coli 042 Acinetobacter calcoaceticus PHEA-2 Edwardsiella tarda FL6-60 Proteus mirabilis HI4320 Pseudomonas putida KT2440 Pseudomonas fluorescens Pf0-1 Pseudomonas stutzeri A1501 Pseudomonas fluorescens SBW25 Pseudomonas putida GB-1 Rhizobium leguminosarum bv. viciae 3841 Rhodococcus erythropolis PR4 Salmonella enterica subsp. enterica serovar Typhimurium str. LT2 Salmonella enterica subsp. enterica serovar Newport str. SL254 Salmonella enterica subsp. enterica serovar Heidelberg str. SL476 Salmonella enterica subsp. enterica serovar Agona str. SL483 Salmonella enterica subsp. enterica serovar Dublin str. CT02021853 Shigella sonnei Ss046 Shigella dysenteriae Sd197 Shigella flexneri 5 str. 8401 Spirosoma linguale DSM 74 Stenotrophomonas maltophilia K279a Stenotrophomonas maltophilia R551-3 Streptococcus sanguinis SK36 Vibrio parahaemolyticus RIMD 2210633 Wolinella succinogenes DSM 1740 Yersinia enterocolitica subsp. enterocolitica 8081 Yersinia pseudotuberculosis IP 31758 Spirosoma linguale Cetobacterium somerae ATCC BAA-474 Fusobacterium nucleatum subsp. animalis 4_8 Fusobacterium nucleatum subsp. animalis 7_1 Fusobacterium nucleatum subsp. animalis D11 Fusobacterium nucleatum subsp. vincentii 4_1_13 Beijerinckia indica Bradyrhizobium elkanii Methylobacterium mesophilicum Methylobacterium mesophilicum SR1.6/6 Azorhizobium caulinodans Xanthobacter autotrophicus Alcaligenes faecalis Burkholderia cepacia GG4 Lautropia mirabilis Lautropia mirabilis ATCC 51599 Kingella oralis Kingella oralis ATCC 51147 Neisseria elongata Neisseria elongata subsp. glycolytica ATCC 29315 Methyloversatilis universalis Methyloversatilis universalis FAM5 Bilophila wadsworthia 3_1_6 Desulfovibrio piger ATCC 29098 Arcobacter butzleri Campylobacter gracilis RM3268 Campylobacter hyointestinalis Campylobacter rectus RM3267 Campylobacter showae CSUNSWCD Campylobacter upsaliensis JV21 Helicobacter bilis ATCC 43879 Helicobacter pullorum MIT 98-5489 Aeromonas caviae Aeromonas media Aeromonas veronii Succinatimonas hippei Succinatimonas hippei YIT 12066 Cedecea davisae Cedecea davisae DSM 4568 Citrobacter amalonaticus Citrobacter amalonaticus Y19 Citrobacter freundii Citrobacter youngae ATCC 29220 Enterobacter hormaechei Escherichia albertii TW07627 Klebsiella aerogenes Salmonella Salmonella enterica subsp. enterica serovar Typhimurium Trabulsiella guamensis Trabulsiella guamensis ATCC 49490 Tatumella ptyseos Tatumella ptyseos ATCC 33301 Edwardsiella tarda Edwardsiella tarda ATCC 23685 Hafnia alvei Hafnia alvei ATCC 51873 Morganella morganii Morganella morganii subsp. morganii KT Providencia rustigianii DSM 4541 Providencia stuartii ATCC 25827 Serratia marcescens subsp. marcescens Db11 Yersinia enterocolitica Yersinia pestis Yersinia pseudotuberculosis Plesiomonas shigelloides 302-73 Actinobacillus pleuropneumoniae Aggregatibacter aphrophilus Haemophilus haemolyticus Haemophilus sputorum Acinetobacter pittii Acinetobacter haemolyticus Acinetobacter johnsonii Acinetobacter johnsonii SH046 Acinetobacter junii SH205 Grimontia hollisae CIP 101886 Vibrio fluvialis Vibrio fluvialis PG41 Vibrio parahaemolyticus Vibrio mimicus Gordonia terrae C-6 Rhodococcus erythropolis Streptomyces avermitilis Lysinibacillus sphaericus Aneurinibacillus aneurinilyticus Aneurinibacillus aneurinilyticus ATCC 12856 Exiguobacterium aurantiacum Streptococcus australis ATCC 700641 Butyricicoccus pullicaecorum Butyricicoccus pullicaecorum 1.2 Clostridium celatum DSM 1785 Pseudoramibacter alactolyticus ATCC 23263 Clostridium asparagiforme DSM 15981 Clostridium citroniae WAL-17108 [Clostridium] hylemonae DSM 15053 [Clostridium] symbiosum WAL-14163 Flavonifractor plautii ATCC 29863 Pseudoflavonifractor capillosus ATCC 29799 Bordetella pertussis Tohama I Bordetella parapertussis 12822 Ralstonia eutropha H16 Xanthomonas campestris pv. campestris str. ATCC 33913 Xanthomonas campestris pv. campestris str. B100 Xanthomonas campestris pv. campestris str. 8004 Vibrio cholerae M66-2 Vibrio cholerae O1 biovar El Tor str. N16961 Shewanella frigidimarina NCIMB 400 Bacillus cytotoxicus NVH 391-98 Lachnoclostridium phytofermentans ISDg Alicyclobacillus acidocaldarius subsp. acidocaldarius DSM 446 Alkaliphilus metalliredigens QYMF Alkaliphilus oremlandii OhILAs Clostridium tetani E88 Desulfotomaculum reducens MI-1 Exiguobacterium sp. AT1b Frankia alni ACN14a Frankia sp. EuI1c Gordonia bronchialis DSM 43247 Mycobacterium ulcerans Agy99 Mycobacterium vanbaalenii PYR-1 Mycobacterium abscessus ATCC 19977 Nakamurella multipartita DSM 44233 Nocardia farcinica IFM 10152 Nocardioides sp. JS614 Bacillus tusciae DSM 2912 Rhodococcus opacus B4 Rhodococcus jostii RHA1 Rhodococcus equi 103S Tsukamurella paurometabola DSM 20162 Aspergillus phoenicis Aspergillus niger ATCC 1015 Aspergillus tubingensis Paraburkholderia graminis C4D1M Mycolicibacterium fortuitum subsp. fortuitum DSM 46621 = ATCC 6841 Rhodococcus hoagii ATCC 33707 Anaerobutyricum hallii DSM 3353 Klebsiella aerogenes KCTC 2190 Halanaerobium hydrogeniformans Acidovorax citrulli AAC00-1 Acidovorax sp. JS42 Acidovorax ebreus TPSY Aeromonas salmonicida subsp. salmonicida A449 Agrobacterium vitis S4 Agrobacterium radiobacter K84 Rhodoferax ferrireducens T118 Alcanivorax borkumensis SK2 Alicycliphilus denitrificans K601 Vibrio fischeri MJ11 Aliivibrio salmonicida LFI1238 Alkalilimnicola ehrlichii MLHE-1 Arcobacter nitrofigilis DSM 7299 Azorhizobium caulinodans ORS 571 Azotobacter vinelandii DJ
1-Acyl-sn-glycero-3-phosphoethanolamine (N-C14:0) metabolism		Escherichia coli Pseudomonas aeruginosa Escherichia coli SMS-3-5 Escherichia coli UTI89 Escherichia coli 55989 Escherichia coli SE11 Mycobacterium marinum M Pseudomonas aeruginosa PA7 Actinobacillus succinogenes 130Z Escherichia coli CFT073 Myxococcus xanthus DK 1622 Pseudomonas stutzeri Klebsiella pneumoniae Pseudomonas fluorescens Pf-5 Clostridium saccharoperbutylacetonicum N1-4(HMT) Salmonella enterica Clostridium acetobutylicum ATCC 824 Helicobacter pylori Haemophilus influenzae Haemophilus influenzae Rd KW20 Clostridium perfringens Rhodospirillum rubrum ATCC 11170 Streptomyces avermitilis MA-4680 Shewanella denitrificans OS217 Acinetobacter baumannii Arcobacter butzleri RM4018 Brevibacillus brevis NBRC 100599 Campylobacter fetus subsp. fetus 82-40 Campylobacter hominis ATCC BAA-381 Clostridium perfringens ATCC 13124 Clostridium saccharolyticum Clostridium sticklandii Fusobacterium nucleatum subsp. nucleatum ATCC 25586 Geobacter metallireducens Haemophilus parainfluenzae T3T1 Methylobacterium nodulans Roseburia hominis A2-183 Pelobacter carbinolicus Campylobacter curvus Campylobacter rectus Campylobacter showae Comamonas testosteroni Burkholderia cepacia Pseudomonas fluorescens Pseudomonas mendocina Pseudomonas putida Pseudomonas syringae Xanthomonas campestris Bradyrhizobium japonicum Moraxella catarrhalis Chromobacterium violaceum Citrobacter koseri Proteus mirabilis Shigella boydii Shigella dysenteriae Shigella flexneri Shigella sonnei Aeromonas hydrophila Vibrio vulnificus Campylobacter gracilis Fusobacterium periodonticum Desulfovibrio piger Cytophaga hutchinsonii Streptococcus sanguinis Priestia megaterium Clostridium kluyveri Desulfobacterium autotrophicum Campylobacter upsaliensis Pelobacter propionicus Helicobacter pullorum Helicobacter bilis Sulfurimonas denitrificans Stenotrophomonas maltophilia Leptotrichia buccalis Desulfotomaculum reducens Burkholderia vietnamiensis Sodalis glossinidius Enterobacter cancerogenus Achromobacter xylosoxidans Burkholderia multivorans Burkholderia cenocepacia Methylibium petroleiphilum Citrobacter youngae Burkholderia ambifaria Marvinbryantia formatexigens Alicycliphilus denitrificans Shewanella denitrificans Methylocella silvestris Escherichia albertii Geobacter bemidjiensis Geobacter lovleyi Campylobacter coli Campylobacter hominis Campylobacter jejuni Fusobacterium nucleatum Haemophilus parainfluenzae Klebsiella variicola Achromobacter xylosoxidans A8 Acinetobacter baumannii SDF Acinetobacter baumannii ACICU Acinetobacter baumannii AB0057 Acinetobacter baumannii AB307-0294 Actinobacillus pleuropneumoniae serovar 5b str. L20 Actinobacillus pleuropneumoniae serovar 3 str. JL03 Actinobacillus pleuropneumoniae serovar 7 str. AP76 Aeromonas hydrophila subsp. hydrophila ATCC 7966 Bacillus cereus ATCC 10987 Bacillus megaterium QM B1551 Priestia megaterium DSM 319 Bradyrhizobium japonicum USDA 110 Campylobacter jejuni subsp. jejuni 81-176 Campylobacter curvus 525.92 Citrobacter koseri ATCC BAA-895 Clostridium perfringens str. 13 Clostridium sticklandii DSM 519 Cronobacter sakazakii ATCC BAA-894 Delftia acidovorans SPH-1 Enterobacter cloacae subsp. cloacae ATCC 13047 Escherichia coli APEC O1 Escherichia coli E24377A Escherichia coli O127:H6 str. E2348/69 Escherichia coli UMN026 Escherichia fergusonii ATCC 35469 Escherichia coli ED1a Escherichia coli IAI39 Haemophilus influenzae 86-028NP Helicobacter pylori J99 Helicobacter pylori P12 Klebsiella pneumoniae subsp. pneumoniae MGH 78578 Leptotrichia buccalis C-1013-b Lysinibacillus sphaericus C3-41 Methylobacterium radiotolerans JCM 2831 Methylobacterium populi BJ001 Escherichia coli 042 Acinetobacter calcoaceticus PHEA-2 Edwardsiella tarda FL6-60 Proteus mirabilis HI4320 Pseudomonas putida KT2440 Pseudomonas fluorescens Pf0-1 Pseudomonas stutzeri A1501 Pseudomonas fluorescens SBW25 Pseudomonas putida GB-1 Rhizobium leguminosarum bv. viciae 3841 Rhodococcus erythropolis PR4 Salmonella enterica subsp. enterica serovar Typhimurium str. LT2 Salmonella enterica subsp. enterica serovar Newport str. SL254 Salmonella enterica subsp. enterica serovar Heidelberg str. SL476 Salmonella enterica subsp. enterica serovar Agona str. SL483 Salmonella enterica subsp. enterica serovar Dublin str. CT02021853 Shigella sonnei Ss046 Shigella dysenteriae Sd197 Shigella flexneri 5 str. 8401 Spirosoma linguale DSM 74 Stenotrophomonas maltophilia K279a Stenotrophomonas maltophilia R551-3 Streptococcus sanguinis SK36 Vibrio parahaemolyticus RIMD 2210633 Wolinella succinogenes DSM 1740 Yersinia enterocolitica subsp. enterocolitica 8081 Yersinia pseudotuberculosis IP 31758 Spirosoma linguale Cetobacterium somerae ATCC BAA-474 Fusobacterium nucleatum subsp. animalis 4_8 Fusobacterium nucleatum subsp. animalis 7_1 Fusobacterium nucleatum subsp. animalis D11 Fusobacterium nucleatum subsp. vincentii 4_1_13 Beijerinckia indica Bradyrhizobium elkanii Methylobacterium mesophilicum Methylobacterium mesophilicum SR1.6/6 Azorhizobium caulinodans Xanthobacter autotrophicus Alcaligenes faecalis Burkholderia cepacia GG4 Lautropia mirabilis Lautropia mirabilis ATCC 51599 Kingella oralis Kingella oralis ATCC 51147 Neisseria elongata Neisseria elongata subsp. glycolytica ATCC 29315 Methyloversatilis universalis Methyloversatilis universalis FAM5 Bilophila wadsworthia 3_1_6 Desulfovibrio piger ATCC 29098 Arcobacter butzleri Campylobacter gracilis RM3268 Campylobacter hyointestinalis Campylobacter rectus RM3267 Campylobacter showae CSUNSWCD Campylobacter upsaliensis JV21 Helicobacter bilis ATCC 43879 Helicobacter pullorum MIT 98-5489 Aeromonas caviae Aeromonas media Aeromonas veronii Succinatimonas hippei Succinatimonas hippei YIT 12066 Cedecea davisae Cedecea davisae DSM 4568 Citrobacter amalonaticus Citrobacter amalonaticus Y19 Citrobacter freundii Citrobacter youngae ATCC 29220 Enterobacter hormaechei Escherichia albertii TW07627 Klebsiella aerogenes Salmonella Salmonella enterica subsp. enterica serovar Typhimurium Trabulsiella guamensis Trabulsiella guamensis ATCC 49490 Tatumella ptyseos Tatumella ptyseos ATCC 33301 Edwardsiella tarda Edwardsiella tarda ATCC 23685 Hafnia alvei Hafnia alvei ATCC 51873 Morganella morganii Morganella morganii subsp. morganii KT Providencia rustigianii DSM 4541 Providencia stuartii ATCC 25827 Serratia marcescens subsp. marcescens Db11 Yersinia enterocolitica Yersinia pestis Yersinia pseudotuberculosis Plesiomonas shigelloides 302-73 Actinobacillus pleuropneumoniae Aggregatibacter aphrophilus Haemophilus haemolyticus Haemophilus sputorum Acinetobacter pittii Acinetobacter haemolyticus Acinetobacter johnsonii Acinetobacter johnsonii SH046 Acinetobacter junii SH205 Grimontia hollisae CIP 101886 Vibrio fluvialis Vibrio fluvialis PG41 Vibrio parahaemolyticus Vibrio mimicus Gordonia terrae C-6 Rhodococcus erythropolis Streptomyces avermitilis Lysinibacillus sphaericus Aneurinibacillus aneurinilyticus Aneurinibacillus aneurinilyticus ATCC 12856 Exiguobacterium aurantiacum Streptococcus australis ATCC 700641 Butyricicoccus pullicaecorum Butyricicoccus pullicaecorum 1.2 Clostridium celatum DSM 1785 Pseudoramibacter alactolyticus ATCC 23263 Clostridium asparagiforme DSM 15981 Clostridium citroniae WAL-17108 [Clostridium] hylemonae DSM 15053 [Clostridium] symbiosum WAL-14163 Flavonifractor plautii ATCC 29863 Pseudoflavonifractor capillosus ATCC 29799 Bordetella pertussis Tohama I Bordetella parapertussis 12822 Ralstonia eutropha H16 Xanthomonas campestris pv. campestris str. ATCC 33913 Xanthomonas campestris pv. campestris str. B100 Xanthomonas campestris pv. campestris str. 8004 Vibrio cholerae M66-2 Vibrio cholerae O1 biovar El Tor str. N16961 Shewanella frigidimarina NCIMB 400 Bacillus cytotoxicus NVH 391-98 Lachnoclostridium phytofermentans ISDg Alicyclobacillus acidocaldarius subsp. acidocaldarius DSM 446 Alkaliphilus metalliredigens QYMF Alkaliphilus oremlandii OhILAs Clostridium tetani E88 Desulfotomaculum reducens MI-1 Exiguobacterium sp. AT1b Frankia alni ACN14a Frankia sp. EuI1c Gordonia bronchialis DSM 43247 Mycobacterium ulcerans Agy99 Mycobacterium vanbaalenii PYR-1 Mycobacterium abscessus ATCC 19977 Nakamurella multipartita DSM 44233 Nocardia farcinica IFM 10152 Nocardioides sp. JS614 Bacillus tusciae DSM 2912 Rhodococcus opacus B4 Rhodococcus jostii RHA1 Rhodococcus equi 103S Tsukamurella paurometabola DSM 20162 Aspergillus phoenicis Aspergillus niger ATCC 1015 Aspergillus tubingensis Paraburkholderia graminis C4D1M Mycolicibacterium fortuitum subsp. fortuitum DSM 46621 = ATCC 6841 Rhodococcus hoagii ATCC 33707 Anaerobutyricum hallii DSM 3353 Klebsiella aerogenes KCTC 2190 Halanaerobium hydrogeniformans Acidovorax citrulli AAC00-1 Acidovorax sp. JS42 Acidovorax ebreus TPSY Aeromonas salmonicida subsp. salmonicida A449 Agrobacterium vitis S4 Agrobacterium radiobacter K84 Rhodoferax ferrireducens T118 Alcanivorax borkumensis SK2 Alicycliphilus denitrificans K601 Vibrio fischeri MJ11 Aliivibrio salmonicida LFI1238 Alkalilimnicola ehrlichii MLHE-1 Arcobacter nitrofigilis DSM 7299 Azorhizobium caulinodans ORS 571 Azotobacter vinelandii DJ
1-Acyl-sn-glycero-3-phosphoethanolamine (N-C16:0) metabolism		Escherichia coli Pseudomonas aeruginosa Escherichia coli SMS-3-5 Escherichia coli UTI89 Escherichia coli 55989 Escherichia coli SE11 Mycobacterium marinum M Pseudomonas aeruginosa PA7 Actinobacillus succinogenes 130Z Escherichia coli CFT073 Myxococcus xanthus DK 1622 Pseudomonas stutzeri Klebsiella pneumoniae Pseudomonas fluorescens Pf-5 Clostridium saccharoperbutylacetonicum N1-4(HMT) Salmonella enterica Clostridium acetobutylicum ATCC 824 Helicobacter pylori Haemophilus influenzae Haemophilus influenzae Rd KW20 Clostridium perfringens Rhodospirillum rubrum ATCC 11170 Streptomyces avermitilis MA-4680 Shewanella denitrificans OS217 Acinetobacter baumannii Arcobacter butzleri RM4018 Brevibacillus brevis NBRC 100599 Campylobacter fetus subsp. fetus 82-40 Campylobacter hominis ATCC BAA-381 Clostridium perfringens ATCC 13124 Clostridium saccharolyticum Clostridium sticklandii Fusobacterium nucleatum subsp. nucleatum ATCC 25586 Geobacter metallireducens Haemophilus parainfluenzae T3T1 Methylobacterium nodulans Roseburia hominis A2-183 Pelobacter carbinolicus Campylobacter curvus Campylobacter rectus Campylobacter showae Comamonas testosteroni Burkholderia cepacia Pseudomonas fluorescens Pseudomonas mendocina Pseudomonas putida Pseudomonas syringae Xanthomonas campestris Bradyrhizobium japonicum Moraxella catarrhalis Chromobacterium violaceum Citrobacter koseri Proteus mirabilis Shigella boydii Shigella dysenteriae Shigella flexneri Shigella sonnei Aeromonas hydrophila Vibrio vulnificus Campylobacter gracilis Fusobacterium periodonticum Desulfovibrio piger Cytophaga hutchinsonii Streptococcus sanguinis Priestia megaterium Clostridium kluyveri Desulfobacterium autotrophicum Campylobacter upsaliensis Pelobacter propionicus Helicobacter pullorum Helicobacter bilis Sulfurimonas denitrificans Stenotrophomonas maltophilia Leptotrichia buccalis Desulfotomaculum reducens Burkholderia vietnamiensis Sodalis glossinidius Enterobacter cancerogenus Achromobacter xylosoxidans Burkholderia multivorans Burkholderia cenocepacia Methylibium petroleiphilum Citrobacter youngae Burkholderia ambifaria Marvinbryantia formatexigens Alicycliphilus denitrificans Shewanella denitrificans Methylocella silvestris Escherichia albertii Geobacter bemidjiensis Geobacter lovleyi Campylobacter coli Campylobacter hominis Campylobacter jejuni Fusobacterium nucleatum Haemophilus parainfluenzae Klebsiella variicola Achromobacter xylosoxidans A8 Acinetobacter baumannii SDF Acinetobacter baumannii ACICU Acinetobacter baumannii AB0057 Acinetobacter baumannii AB307-0294 Actinobacillus pleuropneumoniae serovar 5b str. L20 Actinobacillus pleuropneumoniae serovar 3 str. JL03 Actinobacillus pleuropneumoniae serovar 7 str. AP76 Aeromonas hydrophila subsp. hydrophila ATCC 7966 Bacillus cereus ATCC 10987 Bacillus megaterium QM B1551 Priestia megaterium DSM 319 Bradyrhizobium japonicum USDA 110 Campylobacter jejuni subsp. jejuni 81-176 Campylobacter curvus 525.92 Citrobacter koseri ATCC BAA-895 Clostridium perfringens str. 13 Clostridium sticklandii DSM 519 Cronobacter sakazakii ATCC BAA-894 Delftia acidovorans SPH-1 Enterobacter cloacae subsp. cloacae ATCC 13047 Escherichia coli APEC O1 Escherichia coli E24377A Escherichia coli O127:H6 str. E2348/69 Escherichia coli UMN026 Escherichia fergusonii ATCC 35469 Escherichia coli ED1a Escherichia coli IAI39 Haemophilus influenzae 86-028NP Helicobacter pylori J99 Helicobacter pylori P12 Klebsiella pneumoniae subsp. pneumoniae MGH 78578 Leptotrichia buccalis C-1013-b Lysinibacillus sphaericus C3-41 Methylobacterium radiotolerans JCM 2831 Methylobacterium populi BJ001 Escherichia coli 042 Acinetobacter calcoaceticus PHEA-2 Edwardsiella tarda FL6-60 Proteus mirabilis HI4320 Pseudomonas putida KT2440 Pseudomonas fluorescens Pf0-1 Pseudomonas stutzeri A1501 Pseudomonas fluorescens SBW25 Pseudomonas putida GB-1 Rhizobium leguminosarum bv. viciae 3841 Rhodococcus erythropolis PR4 Salmonella enterica subsp. enterica serovar Typhimurium str. LT2 Salmonella enterica subsp. enterica serovar Newport str. SL254 Salmonella enterica subsp. enterica serovar Heidelberg str. SL476 Salmonella enterica subsp. enterica serovar Agona str. SL483 Salmonella enterica subsp. enterica serovar Dublin str. CT02021853 Shigella sonnei Ss046 Shigella dysenteriae Sd197 Shigella flexneri 5 str. 8401 Spirosoma linguale DSM 74 Stenotrophomonas maltophilia K279a Stenotrophomonas maltophilia R551-3 Streptococcus sanguinis SK36 Vibrio parahaemolyticus RIMD 2210633 Wolinella succinogenes DSM 1740 Yersinia enterocolitica subsp. enterocolitica 8081 Yersinia pseudotuberculosis IP 31758 Spirosoma linguale Cetobacterium somerae ATCC BAA-474 Fusobacterium nucleatum subsp. animalis 4_8 Fusobacterium nucleatum subsp. animalis 7_1 Fusobacterium nucleatum subsp. animalis D11 Fusobacterium nucleatum subsp. vincentii 4_1_13 Beijerinckia indica Bradyrhizobium elkanii Methylobacterium mesophilicum Methylobacterium mesophilicum SR1.6/6 Azorhizobium caulinodans Xanthobacter autotrophicus Alcaligenes faecalis Burkholderia cepacia GG4 Lautropia mirabilis Lautropia mirabilis ATCC 51599 Kingella oralis Kingella oralis ATCC 51147 Neisseria elongata Neisseria elongata subsp. glycolytica ATCC 29315 Methyloversatilis universalis Methyloversatilis universalis FAM5 Bilophila wadsworthia 3_1_6 Desulfovibrio piger ATCC 29098 Arcobacter butzleri Campylobacter gracilis RM3268 Campylobacter hyointestinalis Campylobacter rectus RM3267 Campylobacter showae CSUNSWCD Campylobacter upsaliensis JV21 Helicobacter bilis ATCC 43879 Helicobacter pullorum MIT 98-5489 Aeromonas caviae Aeromonas media Aeromonas veronii Succinatimonas hippei Succinatimonas hippei YIT 12066 Cedecea davisae Cedecea davisae DSM 4568 Citrobacter amalonaticus Citrobacter amalonaticus Y19 Citrobacter freundii Citrobacter youngae ATCC 29220 Enterobacter hormaechei Escherichia albertii TW07627 Klebsiella aerogenes Salmonella Salmonella enterica subsp. enterica serovar Typhimurium Trabulsiella guamensis Trabulsiella guamensis ATCC 49490 Tatumella ptyseos Tatumella ptyseos ATCC 33301 Edwardsiella tarda Edwardsiella tarda ATCC 23685 Hafnia alvei Hafnia alvei ATCC 51873 Morganella morganii Morganella morganii subsp. morganii KT Providencia rustigianii DSM 4541 Providencia stuartii ATCC 25827 Serratia marcescens subsp. marcescens Db11 Yersinia enterocolitica Yersinia pestis Yersinia pseudotuberculosis Plesiomonas shigelloides 302-73 Actinobacillus pleuropneumoniae Aggregatibacter aphrophilus Haemophilus haemolyticus Haemophilus sputorum Acinetobacter pittii Acinetobacter haemolyticus Acinetobacter johnsonii Acinetobacter johnsonii SH046 Acinetobacter junii SH205 Grimontia hollisae CIP 101886 Vibrio fluvialis Vibrio fluvialis PG41 Vibrio parahaemolyticus Vibrio mimicus Gordonia terrae C-6 Rhodococcus erythropolis Streptomyces avermitilis Lysinibacillus sphaericus Aneurinibacillus aneurinilyticus Aneurinibacillus aneurinilyticus ATCC 12856 Exiguobacterium aurantiacum Streptococcus australis ATCC 700641 Butyricicoccus pullicaecorum Butyricicoccus pullicaecorum 1.2 Clostridium celatum DSM 1785 Pseudoramibacter alactolyticus ATCC 23263 Clostridium asparagiforme DSM 15981 Clostridium citroniae WAL-17108 [Clostridium] hylemonae DSM 15053 [Clostridium] symbiosum WAL-14163 Flavonifractor plautii ATCC 29863 Pseudoflavonifractor capillosus ATCC 29799 Bordetella pertussis Tohama I Bordetella parapertussis 12822 Ralstonia eutropha H16 Xanthomonas campestris pv. campestris str. ATCC 33913 Xanthomonas campestris pv. campestris str. B100 Xanthomonas campestris pv. campestris str. 8004 Vibrio cholerae M66-2 Vibrio cholerae O1 biovar El Tor str. N16961 Shewanella frigidimarina NCIMB 400 Bacillus cytotoxicus NVH 391-98 Lachnoclostridium phytofermentans ISDg Alicyclobacillus acidocaldarius subsp. acidocaldarius DSM 446 Alkaliphilus metalliredigens QYMF Alkaliphilus oremlandii OhILAs Clostridium tetani E88 Desulfotomaculum reducens MI-1 Exiguobacterium sp. AT1b Frankia alni ACN14a Frankia sp. EuI1c Gordonia bronchialis DSM 43247 Mycobacterium ulcerans Agy99 Mycobacterium vanbaalenii PYR-1 Mycobacterium abscessus ATCC 19977 Nakamurella multipartita DSM 44233 Nocardia farcinica IFM 10152 Nocardioides sp. JS614 Bacillus tusciae DSM 2912 Rhodococcus opacus B4 Rhodococcus jostii RHA1 Rhodococcus equi 103S Tsukamurella paurometabola DSM 20162 Aspergillus phoenicis Aspergillus niger ATCC 1015 Aspergillus tubingensis Paraburkholderia graminis C4D1M Mycolicibacterium fortuitum subsp. fortuitum DSM 46621 = ATCC 6841 Rhodococcus hoagii ATCC 33707 Anaerobutyricum hallii DSM 3353 Klebsiella aerogenes KCTC 2190 Halanaerobium hydrogeniformans Acidovorax citrulli AAC00-1 Acidovorax sp. JS42 Acidovorax ebreus TPSY Aeromonas salmonicida subsp. salmonicida A449 Agrobacterium vitis S4 Agrobacterium radiobacter K84 Rhodoferax ferrireducens T118 Alcanivorax borkumensis SK2 Alicycliphilus denitrificans K601 Vibrio fischeri MJ11 Aliivibrio salmonicida LFI1238 Alkalilimnicola ehrlichii MLHE-1 Arcobacter nitrofigilis DSM 7299 Azorhizobium caulinodans ORS 571 Azotobacter vinelandii DJ
1-Acyl-sn-glycero-3-phosphoethanolamine (N-C18:0) metabolism		Escherichia coli Pseudomonas aeruginosa Escherichia coli SMS-3-5 Escherichia coli UTI89 Escherichia coli 55989 Escherichia coli SE11 Mycobacterium marinum M Pseudomonas aeruginosa PA7 Actinobacillus succinogenes 130Z Escherichia coli CFT073 Myxococcus xanthus DK 1622 Pseudomonas stutzeri Klebsiella pneumoniae Pseudomonas fluorescens Pf-5 Clostridium saccharoperbutylacetonicum N1-4(HMT) Salmonella enterica Clostridium acetobutylicum ATCC 824 Helicobacter pylori Haemophilus influenzae Haemophilus influenzae Rd KW20 Clostridium perfringens Rhodospirillum rubrum ATCC 11170 Streptomyces avermitilis MA-4680 Shewanella denitrificans OS217 Acinetobacter baumannii Arcobacter butzleri RM4018 Brevibacillus brevis NBRC 100599 Campylobacter fetus subsp. fetus 82-40 Campylobacter hominis ATCC BAA-381 Clostridium perfringens ATCC 13124 Clostridium saccharolyticum Clostridium sticklandii Fusobacterium nucleatum subsp. nucleatum ATCC 25586 Geobacter metallireducens Haemophilus parainfluenzae T3T1 Methylobacterium nodulans Roseburia hominis A2-183 Pelobacter carbinolicus Campylobacter curvus Campylobacter rectus Campylobacter showae Comamonas testosteroni Burkholderia cepacia Pseudomonas fluorescens Pseudomonas mendocina Pseudomonas putida Pseudomonas syringae Xanthomonas campestris Bradyrhizobium japonicum Moraxella catarrhalis Chromobacterium violaceum Citrobacter koseri Proteus mirabilis Shigella boydii Shigella dysenteriae Shigella flexneri Shigella sonnei Aeromonas hydrophila Vibrio vulnificus Campylobacter gracilis Fusobacterium periodonticum Desulfovibrio piger Cytophaga hutchinsonii Streptococcus sanguinis Priestia megaterium Clostridium kluyveri Desulfobacterium autotrophicum Campylobacter upsaliensis Pelobacter propionicus Helicobacter pullorum Helicobacter bilis Sulfurimonas denitrificans Stenotrophomonas maltophilia Leptotrichia buccalis Desulfotomaculum reducens Burkholderia vietnamiensis Sodalis glossinidius Enterobacter cancerogenus Achromobacter xylosoxidans Burkholderia multivorans Burkholderia cenocepacia Methylibium petroleiphilum Citrobacter youngae Burkholderia ambifaria Marvinbryantia formatexigens Alicycliphilus denitrificans Shewanella denitrificans Methylocella silvestris Escherichia albertii Geobacter bemidjiensis Geobacter lovleyi Campylobacter coli Campylobacter hominis Campylobacter jejuni Fusobacterium nucleatum Haemophilus parainfluenzae Klebsiella variicola Achromobacter xylosoxidans A8 Acinetobacter baumannii SDF Acinetobacter baumannii ACICU Acinetobacter baumannii AB0057 Acinetobacter baumannii AB307-0294 Actinobacillus pleuropneumoniae serovar 5b str. L20 Actinobacillus pleuropneumoniae serovar 3 str. JL03 Actinobacillus pleuropneumoniae serovar 7 str. AP76 Aeromonas hydrophila subsp. hydrophila ATCC 7966 Bacillus cereus ATCC 10987 Bacillus megaterium QM B1551 Priestia megaterium DSM 319 Bradyrhizobium japonicum USDA 110 Campylobacter jejuni subsp. jejuni 81-176 Campylobacter curvus 525.92 Citrobacter koseri ATCC BAA-895 Clostridium perfringens str. 13 Clostridium sticklandii DSM 519 Cronobacter sakazakii ATCC BAA-894 Delftia acidovorans SPH-1 Enterobacter cloacae subsp. cloacae ATCC 13047 Escherichia coli APEC O1 Escherichia coli E24377A Escherichia coli O127:H6 str. E2348/69 Escherichia coli UMN026 Escherichia fergusonii ATCC 35469 Escherichia coli ED1a Escherichia coli IAI39 Haemophilus influenzae 86-028NP Helicobacter pylori J99 Helicobacter pylori P12 Klebsiella pneumoniae subsp. pneumoniae MGH 78578 Leptotrichia buccalis C-1013-b Lysinibacillus sphaericus C3-41 Methylobacterium radiotolerans JCM 2831 Methylobacterium populi BJ001 Escherichia coli 042 Acinetobacter calcoaceticus PHEA-2 Edwardsiella tarda FL6-60 Proteus mirabilis HI4320 Pseudomonas putida KT2440 Pseudomonas fluorescens Pf0-1 Pseudomonas stutzeri A1501 Pseudomonas fluorescens SBW25 Pseudomonas putida GB-1 Rhizobium leguminosarum bv. viciae 3841 Rhodococcus erythropolis PR4 Salmonella enterica subsp. enterica serovar Typhimurium str. LT2 Salmonella enterica subsp. enterica serovar Newport str. SL254 Salmonella enterica subsp. enterica serovar Heidelberg str. SL476 Salmonella enterica subsp. enterica serovar Agona str. SL483 Salmonella enterica subsp. enterica serovar Dublin str. CT02021853 Shigella sonnei Ss046 Shigella dysenteriae Sd197 Shigella flexneri 5 str. 8401 Spirosoma linguale DSM 74 Stenotrophomonas maltophilia K279a Stenotrophomonas maltophilia R551-3 Streptococcus sanguinis SK36 Vibrio parahaemolyticus RIMD 2210633 Wolinella succinogenes DSM 1740 Yersinia enterocolitica subsp. enterocolitica 8081 Yersinia pseudotuberculosis IP 31758 Spirosoma linguale Cetobacterium somerae ATCC BAA-474 Fusobacterium nucleatum subsp. animalis 4_8 Fusobacterium nucleatum subsp. animalis 7_1 Fusobacterium nucleatum subsp. animalis D11 Fusobacterium nucleatum subsp. vincentii 4_1_13 Beijerinckia indica Bradyrhizobium elkanii Methylobacterium mesophilicum Methylobacterium mesophilicum SR1.6/6 Azorhizobium caulinodans Xanthobacter autotrophicus Alcaligenes faecalis Burkholderia cepacia GG4 Lautropia mirabilis Lautropia mirabilis ATCC 51599 Kingella oralis Kingella oralis ATCC 51147 Neisseria elongata Neisseria elongata subsp. glycolytica ATCC 29315 Methyloversatilis universalis Methyloversatilis universalis FAM5 Bilophila wadsworthia 3_1_6 Desulfovibrio piger ATCC 29098 Arcobacter butzleri Campylobacter gracilis RM3268 Campylobacter hyointestinalis Campylobacter rectus RM3267 Campylobacter showae CSUNSWCD Campylobacter upsaliensis JV21 Helicobacter bilis ATCC 43879 Helicobacter pullorum MIT 98-5489 Aeromonas caviae Aeromonas media Aeromonas veronii Succinatimonas hippei Succinatimonas hippei YIT 12066 Cedecea davisae Cedecea davisae DSM 4568 Citrobacter amalonaticus Citrobacter amalonaticus Y19 Citrobacter freundii Citrobacter youngae ATCC 29220 Enterobacter hormaechei Escherichia albertii TW07627 Klebsiella aerogenes Salmonella Salmonella enterica subsp. enterica serovar Typhimurium Trabulsiella guamensis Trabulsiella guamensis ATCC 49490 Tatumella ptyseos Tatumella ptyseos ATCC 33301 Edwardsiella tarda Edwardsiella tarda ATCC 23685 Hafnia alvei Hafnia alvei ATCC 51873 Morganella morganii Morganella morganii subsp. morganii KT Providencia rustigianii DSM 4541 Providencia stuartii ATCC 25827 Serratia marcescens subsp. marcescens Db11 Yersinia enterocolitica Yersinia pestis Yersinia pseudotuberculosis Plesiomonas shigelloides 302-73 Actinobacillus pleuropneumoniae Aggregatibacter aphrophilus Haemophilus haemolyticus Haemophilus sputorum Acinetobacter pittii Acinetobacter haemolyticus Acinetobacter johnsonii Acinetobacter johnsonii SH046 Acinetobacter junii SH205 Grimontia hollisae CIP 101886 Vibrio fluvialis Vibrio fluvialis PG41 Vibrio parahaemolyticus Vibrio mimicus Gordonia terrae C-6 Rhodococcus erythropolis Streptomyces avermitilis Lysinibacillus sphaericus Aneurinibacillus aneurinilyticus Aneurinibacillus aneurinilyticus ATCC 12856 Exiguobacterium aurantiacum Streptococcus australis ATCC 700641 Butyricicoccus pullicaecorum Butyricicoccus pullicaecorum 1.2 Clostridium celatum DSM 1785 Pseudoramibacter alactolyticus ATCC 23263 Clostridium asparagiforme DSM 15981 Clostridium citroniae WAL-17108 [Clostridium] hylemonae DSM 15053 [Clostridium] symbiosum WAL-14163 Flavonifractor plautii ATCC 29863 Pseudoflavonifractor capillosus ATCC 29799 Bordetella pertussis Tohama I Bordetella parapertussis 12822 Ralstonia eutropha H16 Xanthomonas campestris pv. campestris str. ATCC 33913 Xanthomonas campestris pv. campestris str. B100 Xanthomonas campestris pv. campestris str. 8004 Vibrio cholerae M66-2 Vibrio cholerae O1 biovar El Tor str. N16961 Shewanella frigidimarina NCIMB 400 Bacillus cytotoxicus NVH 391-98 Lachnoclostridium phytofermentans ISDg Alicyclobacillus acidocaldarius subsp. acidocaldarius DSM 446 Alkaliphilus metalliredigens QYMF Alkaliphilus oremlandii OhILAs Clostridium tetani E88 Desulfotomaculum reducens MI-1 Exiguobacterium sp. AT1b Frankia alni ACN14a Frankia sp. EuI1c Gordonia bronchialis DSM 43247 Mycobacterium ulcerans Agy99 Mycobacterium vanbaalenii PYR-1 Mycobacterium abscessus ATCC 19977 Nakamurella multipartita DSM 44233 Nocardia farcinica IFM 10152 Nocardioides sp. JS614 Bacillus tusciae DSM 2912 Rhodococcus opacus B4 Rhodococcus jostii RHA1 Rhodococcus equi 103S Tsukamurella paurometabola DSM 20162 Aspergillus phoenicis Aspergillus niger ATCC 1015 Aspergillus tubingensis Paraburkholderia graminis C4D1M Mycolicibacterium fortuitum subsp. fortuitum DSM 46621 = ATCC 6841 Rhodococcus hoagii ATCC 33707 Anaerobutyricum hallii DSM 3353 Klebsiella aerogenes KCTC 2190 Halanaerobium hydrogeniformans Acidovorax citrulli AAC00-1 Acidovorax sp. JS42 Acidovorax ebreus TPSY Aeromonas salmonicida subsp. salmonicida A449 Agrobacterium vitis S4 Agrobacterium radiobacter K84 Rhodoferax ferrireducens T118 Alcanivorax borkumensis SK2 Alicycliphilus denitrificans K601 Vibrio fischeri MJ11 Aliivibrio salmonicida LFI1238 Alkalilimnicola ehrlichii MLHE-1 Arcobacter nitrofigilis DSM 7299 Azorhizobium caulinodans ORS 571 Azotobacter vinelandii DJ
1-Acyl-sn-glycero-3-phosphoglycerol (N-C12:0) metabolism		Escherichia coli Pseudomonas aeruginosa Escherichia coli SMS-3-5 Escherichia coli UTI89 Escherichia coli 55989 Escherichia coli SE11 Mycobacterium marinum M Pseudomonas aeruginosa PA7 Actinobacillus succinogenes 130Z Escherichia coli CFT073 Myxococcus xanthus DK 1622 Pseudomonas stutzeri Klebsiella pneumoniae Pseudomonas fluorescens Pf-5 Clostridium saccharoperbutylacetonicum N1-4(HMT) Salmonella enterica Clostridium acetobutylicum ATCC 824 Helicobacter pylori Haemophilus influenzae Haemophilus influenzae Rd KW20 Clostridium perfringens Rhodospirillum rubrum ATCC 11170 Streptomyces avermitilis MA-4680 Shewanella denitrificans OS217 Acinetobacter baumannii Arcobacter butzleri RM4018 Brevibacillus brevis NBRC 100599 Campylobacter fetus subsp. fetus 82-40 Campylobacter hominis ATCC BAA-381 Clostridium perfringens ATCC 13124 Clostridium saccharolyticum Clostridium sticklandii Fusobacterium nucleatum subsp. nucleatum ATCC 25586 Geobacter metallireducens Haemophilus parainfluenzae T3T1 Methylobacterium nodulans Roseburia hominis A2-183 Pelobacter carbinolicus Campylobacter curvus Campylobacter rectus Campylobacter showae Comamonas testosteroni Burkholderia cepacia Pseudomonas fluorescens Pseudomonas mendocina Pseudomonas putida Pseudomonas syringae Xanthomonas campestris Bradyrhizobium japonicum Moraxella catarrhalis Chromobacterium violaceum Citrobacter koseri Proteus mirabilis Shigella boydii Shigella dysenteriae Shigella flexneri Shigella sonnei Aeromonas hydrophila Vibrio vulnificus Campylobacter gracilis Fusobacterium periodonticum Desulfovibrio piger Cytophaga hutchinsonii Streptococcus sanguinis Priestia megaterium Clostridium kluyveri Desulfobacterium autotrophicum Campylobacter upsaliensis Pelobacter propionicus Helicobacter pullorum Helicobacter bilis Sulfurimonas denitrificans Stenotrophomonas maltophilia Leptotrichia buccalis Desulfotomaculum reducens Burkholderia vietnamiensis Sodalis glossinidius Enterobacter cancerogenus Achromobacter xylosoxidans Burkholderia multivorans Burkholderia cenocepacia Methylibium petroleiphilum Citrobacter youngae Burkholderia ambifaria Marvinbryantia formatexigens Alicycliphilus denitrificans Shewanella denitrificans Methylocella silvestris Escherichia albertii Geobacter bemidjiensis Geobacter lovleyi Campylobacter coli Campylobacter hominis Campylobacter jejuni Fusobacterium nucleatum Haemophilus parainfluenzae Klebsiella variicola Achromobacter xylosoxidans A8 Acinetobacter baumannii SDF Acinetobacter baumannii ACICU Acinetobacter baumannii AB0057 Acinetobacter baumannii AB307-0294 Actinobacillus pleuropneumoniae serovar 5b str. L20 Actinobacillus pleuropneumoniae serovar 3 str. JL03 Actinobacillus pleuropneumoniae serovar 7 str. AP76 Aeromonas hydrophila subsp. hydrophila ATCC 7966 Bacillus cereus ATCC 10987 Bacillus megaterium QM B1551 Priestia megaterium DSM 319 Bradyrhizobium japonicum USDA 110 Campylobacter jejuni subsp. jejuni 81-176 Campylobacter curvus 525.92 Citrobacter koseri ATCC BAA-895 Clostridium perfringens str. 13 Clostridium sticklandii DSM 519 Cronobacter sakazakii ATCC BAA-894 Delftia acidovorans SPH-1 Enterobacter cloacae subsp. cloacae ATCC 13047 Escherichia coli APEC O1 Escherichia coli E24377A Escherichia coli O127:H6 str. E2348/69 Escherichia coli UMN026 Escherichia fergusonii ATCC 35469 Escherichia coli ED1a Escherichia coli IAI39 Haemophilus influenzae 86-028NP Helicobacter pylori J99 Helicobacter pylori P12 Klebsiella pneumoniae subsp. pneumoniae MGH 78578 Leptotrichia buccalis C-1013-b Lysinibacillus sphaericus C3-41 Methylobacterium radiotolerans JCM 2831 Methylobacterium populi BJ001 Escherichia coli 042 Acinetobacter calcoaceticus PHEA-2 Edwardsiella tarda FL6-60 Proteus mirabilis HI4320 Pseudomonas putida KT2440 Pseudomonas fluorescens Pf0-1 Pseudomonas stutzeri A1501 Pseudomonas fluorescens SBW25 Pseudomonas putida GB-1 Rhizobium leguminosarum bv. viciae 3841 Rhodococcus erythropolis PR4 Salmonella enterica subsp. enterica serovar Typhimurium str. LT2 Salmonella enterica subsp. enterica serovar Newport str. SL254 Salmonella enterica subsp. enterica serovar Heidelberg str. SL476 Salmonella enterica subsp. enterica serovar Agona str. SL483 Salmonella enterica subsp. enterica serovar Dublin str. CT02021853 Shigella sonnei Ss046 Shigella dysenteriae Sd197 Shigella flexneri 5 str. 8401 Spirosoma linguale DSM 74 Stenotrophomonas maltophilia K279a Stenotrophomonas maltophilia R551-3 Streptococcus sanguinis SK36 Vibrio parahaemolyticus RIMD 2210633 Wolinella succinogenes DSM 1740 Yersinia enterocolitica subsp. enterocolitica 8081 Yersinia pseudotuberculosis IP 31758 Spirosoma linguale Cetobacterium somerae ATCC BAA-474 Fusobacterium nucleatum subsp. animalis 4_8 Fusobacterium nucleatum subsp. animalis 7_1 Fusobacterium nucleatum subsp. animalis D11 Fusobacterium nucleatum subsp. vincentii 4_1_13 Beijerinckia indica Bradyrhizobium elkanii Methylobacterium mesophilicum Methylobacterium mesophilicum SR1.6/6 Azorhizobium caulinodans Xanthobacter autotrophicus Alcaligenes faecalis Burkholderia cepacia GG4 Lautropia mirabilis Lautropia mirabilis ATCC 51599 Kingella oralis Kingella oralis ATCC 51147 Neisseria elongata Neisseria elongata subsp. glycolytica ATCC 29315 Methyloversatilis universalis Methyloversatilis universalis FAM5 Bilophila wadsworthia 3_1_6 Desulfovibrio piger ATCC 29098 Arcobacter butzleri Campylobacter gracilis RM3268 Campylobacter hyointestinalis Campylobacter rectus RM3267 Campylobacter showae CSUNSWCD Campylobacter upsaliensis JV21 Helicobacter bilis ATCC 43879 Helicobacter pullorum MIT 98-5489 Aeromonas caviae Aeromonas media Aeromonas veronii Succinatimonas hippei Succinatimonas hippei YIT 12066 Cedecea davisae Cedecea davisae DSM 4568 Citrobacter amalonaticus Citrobacter amalonaticus Y19 Citrobacter freundii Citrobacter youngae ATCC 29220 Enterobacter hormaechei Escherichia albertii TW07627 Klebsiella aerogenes Salmonella Salmonella enterica subsp. enterica serovar Typhimurium Trabulsiella guamensis Trabulsiella guamensis ATCC 49490 Tatumella ptyseos Tatumella ptyseos ATCC 33301 Edwardsiella tarda Edwardsiella tarda ATCC 23685 Hafnia alvei Hafnia alvei ATCC 51873 Morganella morganii Morganella morganii subsp. morganii KT Providencia rustigianii DSM 4541 Providencia stuartii ATCC 25827 Serratia marcescens subsp. marcescens Db11 Yersinia enterocolitica Yersinia pestis Yersinia pseudotuberculosis Plesiomonas shigelloides 302-73 Actinobacillus pleuropneumoniae Aggregatibacter aphrophilus Haemophilus haemolyticus Haemophilus sputorum Acinetobacter pittii Acinetobacter haemolyticus Acinetobacter johnsonii Acinetobacter johnsonii SH046 Acinetobacter junii SH205 Grimontia hollisae CIP 101886 Vibrio fluvialis Vibrio fluvialis PG41 Vibrio parahaemolyticus Vibrio mimicus Gordonia terrae C-6 Rhodococcus erythropolis Streptomyces avermitilis Lysinibacillus sphaericus Aneurinibacillus aneurinilyticus Aneurinibacillus aneurinilyticus ATCC 12856 Exiguobacterium aurantiacum Streptococcus australis ATCC 700641 Butyricicoccus pullicaecorum Butyricicoccus pullicaecorum 1.2 Clostridium celatum DSM 1785 Pseudoramibacter alactolyticus ATCC 23263 Clostridium asparagiforme DSM 15981 Clostridium citroniae WAL-17108 [Clostridium] hylemonae DSM 15053 [Clostridium] symbiosum WAL-14163 Flavonifractor plautii ATCC 29863 Pseudoflavonifractor capillosus ATCC 29799 Bordetella pertussis Tohama I Bordetella parapertussis 12822 Ralstonia eutropha H16 Xanthomonas campestris pv. campestris str. ATCC 33913 Xanthomonas campestris pv. campestris str. B100 Xanthomonas campestris pv. campestris str. 8004 Vibrio cholerae M66-2 Vibrio cholerae O1 biovar El Tor str. N16961 Shewanella frigidimarina NCIMB 400 Bacillus cytotoxicus NVH 391-98 Lachnoclostridium phytofermentans ISDg Alicyclobacillus acidocaldarius subsp. acidocaldarius DSM 446 Alkaliphilus metalliredigens QYMF Alkaliphilus oremlandii OhILAs Clostridium tetani E88 Desulfotomaculum reducens MI-1 Exiguobacterium sp. AT1b Frankia alni ACN14a Frankia sp. EuI1c Gordonia bronchialis DSM 43247 Mycobacterium ulcerans Agy99 Mycobacterium vanbaalenii PYR-1 Mycobacterium abscessus ATCC 19977 Nakamurella multipartita DSM 44233 Nocardia farcinica IFM 10152 Nocardioides sp. JS614 Bacillus tusciae DSM 2912 Rhodococcus opacus B4 Rhodococcus jostii RHA1 Rhodococcus equi 103S Tsukamurella paurometabola DSM 20162 Aspergillus phoenicis Aspergillus niger ATCC 1015 Aspergillus tubingensis Paraburkholderia graminis C4D1M Mycolicibacterium fortuitum subsp. fortuitum DSM 46621 = ATCC 6841 Rhodococcus hoagii ATCC 33707 Anaerobutyricum hallii DSM 3353 Klebsiella aerogenes KCTC 2190 Halanaerobium hydrogeniformans Acidovorax citrulli AAC00-1 Acidovorax sp. JS42 Acidovorax ebreus TPSY Aeromonas salmonicida subsp. salmonicida A449 Agrobacterium vitis S4 Agrobacterium radiobacter K84 Rhodoferax ferrireducens T118 Alcanivorax borkumensis SK2 Alicycliphilus denitrificans K601 Vibrio fischeri MJ11 Aliivibrio salmonicida LFI1238 Alkalilimnicola ehrlichii MLHE-1 Arcobacter nitrofigilis DSM 7299 Azorhizobium caulinodans ORS 571 Azotobacter vinelandii DJ

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0018028	Nitrite	Ammonia	Nitrite reductase (NADH) large subunit	Reduction	PathBank	31602464
MMDBr0018082	Pyruvic acid	Carbon dioxide	Unknown Protein		PathBank	31602464
MMDBr0018168	Hydrogen Ion	NAD	Enoyl-[acyl-carrier-protein] reductase [NADH] FabI	Reduction	PathBank	31602464
MMDBr0018212	Hydrogen Ion	NAD	3-oxoacyl-[acyl-carrier-protein] synthase 1	Synthesis	PathBank	31602464
MMDBr0018288	NAD	Hydrogen Ion	2,3-dehydroadipyl-CoA hydratase	Hydration/dehydration of C-O bond	PathBank	31602464
MMDBr0018368	Nicotinic acid adenine dinucleotide	Hydrogen Ion	NH(3)-dependent NAD(+) synthetase	Synthesis	PathBank	31602464
MMDBr0018374	NMN	NAD	Trifunctional NAD biosynthesis/regulator protein NadR	Synthesis	PathBank	31602464
MMDBr0018420	Pyruvic acid	Carbon dioxide	Pyruvate dehydrogenase complex protein X component, mitochondrial	Dehydrogenation	PathBank	31602464
MMDBr0019325	Adenosine triphosphate	Hydrogen Ion	NAD kinase	Phosphorylation	PathBank	31602464
MMDBr0019326	NADP	NAD	Alkaline phosphatase	Dephosphorylation	PathBank	31602464

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Pellagra	Slight Increase	Association	Human Blood	HMDB	17709435

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	85	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human stool; Human feces; pleural fluid plaque; bal; Human supragingival plaque; Goat feces; Sheep feces; Human subgingival plaque; Human saliva; River trout ; Cattle ; Rat ; Turkey ; Sheep ; Dog ; Lion ; Chicken ; American dog tick ; Human mucosa	Unknown; Metabolic reconstruction
Bacteria/Eubacteria	Firmicutes	537	Human feces; Human pleural fluid plaque; Pig ; Human sputum; Human ; Human subgingival plaque; Human saliva; Human urine; Human mucosa; Human supragingival plaque; Cattle ; Human stool; Catfish ; Goat feces; Sheep feces	Metabolic reconstruction
Bacteria/Eubacteria	Proteobacteria	657	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human stool; Human feces; pleural fluid plaque; bal; Human supragingival plaque; Goat feces; Sheep feces; Human subgingival plaque; Human saliva; River trout ; Cattle ; Rat ; Turkey ; Sheep ; Dog ; Lion ; Chicken ; American dog tick ; Human mucosa	Unknown; Metabolic reconstruction
Bacteria/Eubacteria	Actinobacteria	193	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human ; Human supragingival plaque; Human mucosa; Human subgingival plaque; Human saliva; Cattle	Metabolic reconstruction
Bacteria/Eubacteria	Verrucomicrobia	2	Human ; Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Bacteroidetes	139	Human feces; Human appendix biopsy; Human ; Human stool; Human saliva; Human supragingival plaque; Human subgingival plaque; Human gastric fluid; Human urine	Metabolic reconstruction
Bacteria/Eubacteria	Synergistetes	3	Human feces	Metabolic reconstruction
Bacteria	Firmicutes	28	Human feces; Human pleural fluid plaque; Pig ; Human sputum; Human ; Human subgingival plaque; Human saliva; Human urine; Human mucosa; Human supragingival plaque; Cattle ; Human stool; Catfish ; Goat feces; Sheep feces	Metabolic reconstruction
Bacteria/Eubacteria	Spirochaetes	17	Human feces; Human ; Pig ; Relapsing fever tick	Metabolic reconstruction
Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria/Eubacteria	Fusobacteria	20	Human feces; Human	Metabolic reconstruction
Archaea	Euryarchaeota	12	Human feces; Human	Metabolic reconstruction
Bacteria/Eubacteria	Candidatus melainabacteria	1	Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Tenericutes	24	Human feces; Human ; Goat ; Pig	Metabolic reconstruction
Bacteria/Eubacteria	Planctomycetes	2	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	2	Human feces	Metabolic reconstruction
Bacteria	Synergistetes	1	Human feces	Metabolic reconstruction
Bacteria	Actinobacteria	42	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human ; Human supragingival plaque; Human mucosa; Human subgingival plaque; Human saliva; Cattle	Metabolic reconstruction
Eukaryota/Fungi	Ascomycota	120	Human feces; Human saliva; Human supragingival plaque	Unknown
Archaea/Archaea	Crenarchaeota	22	Human feces	Metabolic reconstruction
Eukaryota/Fungi	Basidiomycota	19	Human feces
Bacteria/Eubacteria	Aquificae	5
Archaea/Archaea	Euryarchaeota	44	Human feces; Human	Metabolic reconstruction
Bacteria	Spirochaetes	2	Human feces; Human ; Pig ; Relapsing fever tick	Metabolic reconstruction
Bacteria/Eubacteria	Chlamydiae	10	Human ; Sheep ; Cat
Archaea/Archaea	nah	11
Eukaryota/Fungi	Mucoromycota	4
Bacteria/Eubacteria	Deinococcus-thermus	7
Bacteria/Eubacteria	Thermotogae	10
Bacteria/Eubacteria	Cyanobacteria	24
Bacteria	nah	4	Human
Bacteria/Eubacteria	Acidobacteria	3
Bacteria/Eubacteria	Chlorobi	12
Bacteria/Eubacteria	Chloroflexi	9
Bacteria/Eubacteria	Dictyoglomi	2
Bacteria	Tenericutes	1	Human feces; Human ; Goat ; Pig	Metabolic reconstruction
Archaea/Archaea	Korarchaeota	1
Archaea/Archaea	Thaumarchaeota	2		Metabolic reconstruction
Bacteria/Eubacteria	Elusimicrobia	1
Bacteria/Eubacteria	Nitrospirae	1
Archaea	nah	2
Bacteria/Eubacteria	Gemmatimonadetes	1
Bacteria	Deinococcus-thermus	1
Bacteria/Eubacteria	nah	1	Human

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified								HMDB
Human Blood	Detected and Quantified	0.0036			uM	Infant (0-1 year old)	Female	Nicotinamide Adenine Dinucleotide Deficiency	HMDB	28792876
Human Blood	Detected and Quantified	29.1	25.0	33.2	uM	Adult (>18 years old)	Both	Pellagra	HMDB	17709435
Human Cellular cytoplasm	Detected and Quantified	88.7			uM	Adult (>18 years old)	Both	Normal	HMDB	15882454
Human Blood	Detected and Quantified	24.3	23.0	25.6	uM	Adult (>18 years old)	Both	Normal	HMDB	17709435
Human Adrenal gland	Detected but not Quantified					Not Specified	Not Specified	Normal	HMDB	34986597
Human Brain	Detected but not Quantified					Not Specified	Not Specified	Normal	HMDB	34986597
Human Epidermis	Detected but not Quantified					Not Specified	Not Specified	Normal	HMDB	34986597
Human Fibroblasts	Detected but not Quantified					Not Specified	Not Specified	Normal	HMDB	34986597
Human Liver	Detected but not Quantified					Not Specified	Not Specified	Normal	HMDB	34986597
Human Placenta	Detected but not Quantified					Not Specified	Not Specified	Normal	HMDB	34986597
Human Platelet	Detected but not Quantified					Not Specified	Not Specified	Normal	HMDB	34986597
Human Prostate	Detected but not Quantified					Not Specified	Not Specified	Normal	HMDB	34986597
Human Skeletal muscle	Detected but not Quantified					Not Specified	Not Specified	Normal	HMDB	34986597

External Links

HMDB ID

HMDB0000902

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

15846

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Kunsman GW, Manno JE, Cockerham KR, Manno BR: A modification and validation of two urine ethanol procedures for use with the Monarch 2000 Chemistry System. J Anal Toxicol. 1991 May-Jun;15(3):130-5. doi: 10.1093/jat/15.3.130. [PubMed:1943056 ]
Krotz F, Sohn HY, Gloe T, Zahler S, Riexinger T, Schiele TM, Becker BF, Theisen K, Klauss V, Pohl U: NAD(P)H oxidase-dependent platelet superoxide anion release increases platelet recruitment. Blood. 2002 Aug 1;100(3):917-24. doi: 10.1182/blood.v100.3.917. [PubMed:12130503 ]
Nakayama Y, Kinoshita A, Tomita M: Dynamic simulation of red blood cell metabolism and its application to the analysis of a pathological condition. Theor Biol Med Model. 2005 May 9;2:18. doi: 10.1186/1742-4682-2-18. [PubMed:15882454 ]
Hamza A, Cho H, Tai HH, Zhan CG: Understanding human 15-hydroxyprostaglandin dehydrogenase binding with NAD+ and PGE2 by homology modeling, docking and molecular dynamics simulation. Bioorg Med Chem. 2005 Jul 15;13(14):4544-51. doi: 10.1016/j.bmc.2005.04.053. [PubMed:15908215 ]
Brautigam CA, Chuang JL, Tomchick DR, Machius M, Chuang DT: Crystal structure of human dihydrolipoamide dehydrogenase: NAD+/NADH binding and the structural basis of disease-causing mutations. J Mol Biol. 2005 Jul 15;350(3):543-52. doi: 10.1016/j.jmb.2005.05.014. [PubMed:15946682 ]
Begonja AJ, Gambaryan S, Geiger J, Aktas B, Pozgajova M, Nieswandt B, Walter U: Platelet NAD(P)H-oxidase-generated ROS production regulates alphaIIbbeta3-integrin activation independent of the NO/cGMP pathway. Blood. 2005 Oct 15;106(8):2757-60. doi: 10.1182/blood-2005-03-1047. Epub 2005 Jun 23. [PubMed:15976180 ]
Orczyk J, Morre DM, Morre DJ: Periodic fluctuations in oxygen consumption comparing HeLa (cancer) and CHO (non-cancer) cells and response to external NAD(P)+/NAD(P)H. Mol Cell Biochem. 2005 May;273(1-2):161-7. doi: 10.1007/s11010-005-0326-2. [PubMed:16013451 ]
Kim MY, Zhang T, Kraus WL: Poly(ADP-ribosyl)ation by PARP-1: 'PAR-laying' NAD+ into a nuclear signal. Genes Dev. 2005 Sep 1;19(17):1951-67. doi: 10.1101/gad.1331805. [PubMed:16140981 ]
Bruzzone S, Moreschi I, Guida L, Usai C, Zocchi E, De Flora A: Extracellular NAD+ regulates intracellular calcium levels and induces activation of human granulocytes. Biochem J. 2006 Feb 1;393(Pt 3):697-704. doi: 10.1042/BJ20051302. [PubMed:16225456 ]
Ying W: NAD+ and NADH in cellular functions and cell death. Front Biosci. 2006 Sep 1;11:3129-48. doi: 10.2741/2038. [PubMed:16720381 ]
Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Showing metabocard for NAD (MMDBc0029513)

MOL for #<Metabolite:0x00007fadd4534d58>

3D MOL for #<Metabolite:0x00007fadd4534d58>

3D SDF for #<Metabolite:0x00007fadd4534d58>

3D-SDF for #<Metabolite:0x00007fadd4534d58>

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Structure for #<Metabolite:0x00007fadd4534d58>

3D Structure for #<Metabolite:0x00007fadd4534d58>