MiMeDB: Showing metabocard for S-Adenosyl-4-methylthio-2-oxobutanoate (MMDBc0031634)

Microbial

Plant

Animal

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 01:42:17 UTC

Update Date

2022-08-31 18:22:42 UTC

Metabolite ID

MMDBc0031634

Metabolite Identification

Common Name

S-Adenosyl-4-methylthio-2-oxobutanoate

Description

S-adenosyl-4-methylthio-2-oxobutanoate is a member of the chemical class known as Purine Nucleosides and Analogues. These are compounds comprising a purine base attached to a sugar.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 02241222112D          

 27 29  0  0  1  0            999 V2000
    2.5290    0.3793    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7386    0.6357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8616   -0.8676    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0102    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7386    1.4612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0186    0.2142    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1942   -0.3934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6087   -1.6579    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5290    1.7211    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0186    1.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3056    0.6357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5338   -0.8676    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7798   -1.6579    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1461   -2.2584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3056    1.4612    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0152    2.6976    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2493   -0.6111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2951   -2.3218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8571   -0.0737    0.0000 S   0  3  0  0  0  0  0  0  0  0  0  0
   -1.5701   -0.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8571    0.7446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2830   -0.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9961   -0.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7091   -0.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9961   -1.3101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4186   -0.4882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7055    0.7446    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
 19 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 24 26  1  0  0  0  0
 24 27  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
M  CHG  1  19   1
M  END

HMDB0304475
     RDKit          3D
S-adenosyl-4-methylthio-2-oxobutanoate
 47 49  0  0  0  0  0  0  0  0999 V2000
   -2.4534   -2.2991    0.8737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5941   -0.6104    1.2679 S   0  0  0  0  0  3  0  0  0  0  0  0
   -3.7827    0.1733    0.2210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1441   -0.4648    0.3822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1365    0.1910   -0.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0943   -0.0232   -1.7275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1527    1.0743    0.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2490    1.3314    1.2735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0855    1.6870   -0.7940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1484    0.3131    1.4225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2477    0.4355    0.2444 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8741    1.2129    0.5421 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8078    0.9682   -0.4383 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1096    1.0727    0.1642 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3914    1.8000    1.2561 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7023    1.6676    1.5309 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2818    0.8615    0.6308 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5398    0.3688    0.3932 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5985    0.7428    1.2716 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8087   -0.4571   -0.6442 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8103   -0.8093   -1.4725 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5935   -0.3205   -1.2257 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2458    0.4903   -0.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5153   -0.3354   -1.0597 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0216   -0.1138   -2.3631 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3396   -0.8405   -0.2565 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5432   -1.5482   -1.0838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1665   -2.8473    1.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4728   -2.7746    1.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8418   -2.5955   -0.1281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8686    1.2376    0.5020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4769    0.1131   -0.8299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4953   -0.5053    1.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0672   -1.5339    0.0408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0611    1.6127   -0.5443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5328   -0.1191    2.2688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4198    1.3487    1.7425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7404    0.9506   -0.6194 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6526    1.7960   -1.2016 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7468    2.4169    1.8756 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4161    0.1165    1.4403 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5684    1.6456    1.7549 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9280   -1.4631   -2.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3524   -1.0555   -1.0762 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9155   -0.9752   -2.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7182   -1.4638    0.5681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1635   -2.4724   -1.1332 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  7  9  1  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 13 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 11  1  0
 23 14  1  0
 23 17  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  6
 13 39  1  6
 15 40  1  0
 19 41  1  0
 19 42  1  0
 21 43  1  0
 24 44  1  6
 25 45  1  0
 26 46  1  1
 27 47  1  0
M  CHG  1   2   1
M  END


  Mrv0541 02241222112D          

 27 29  0  0  1  0            999 V2000
    2.5290    0.3793    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7386    0.6357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8616   -0.8676    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0102    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7386    1.4612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0186    0.2142    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1942   -0.3934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6087   -1.6579    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5290    1.7211    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0186    1.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3056    0.6357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5338   -0.8676    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7798   -1.6579    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1461   -2.2584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3056    1.4612    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0152    2.6976    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2493   -0.6111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2951   -2.3218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8571   -0.0737    0.0000 S   0  3  0  0  0  0  0  0  0  0  0  0
   -1.5701   -0.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8571    0.7446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2830   -0.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9961   -0.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7091   -0.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9961   -1.3101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4186   -0.4882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7055    0.7446    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
 19 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 24 26  1  0  0  0  0
 24 27  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
M  CHG  1  19   1
M  END
> <DATABASE_ID>
MMDBc0031634

> <DATABASE_NAME>
MIME

> <SMILES>
C[S+](CCC(=O)C(O)=O)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N

> <INCHI_IDENTIFIER>
InChI=1S/C15H19N5O6S/c1-27(3-2-7(21)15(24)25)4-8-10(22)11(23)14(26-8)20-6-19-9-12(16)17-5-18-13(9)20/h5-6,8,10-11,14,22-23H,2-4H2,1H3,(H2-,16,17,18,24,25)/p+1/t8-,10-,11-,14-,27?/m1/s1

> <INCHI_KEY>
UOKVQQMBGVMXPU-CJPDYEHRSA-O

> <FORMULA>
C15H20N5O6S

> <MOLECULAR_WEIGHT>
398.414

> <EXACT_MASS>
398.113429087

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
38.62888552862654

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(3-carboxy-3-oxopropyl)methylsulfanium

> <ALOGPS_LOGP>
-0.25

> <JCHEM_LOGP>
-3.6261623286390976

> <ALOGPS_LOGS>
-2.65

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.44385672367303

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.749548360954184

> <JCHEM_PKA_STRONGEST_BASIC>
4.990943331277994

> <JCHEM_POLAR_SURFACE_AREA>
173.67999999999998

> <JCHEM_REFRACTIVITY>
93.71979999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.77e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(3-carboxy-3-oxopropyl)methylsulfanium

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304475
     RDKit          3D
S-adenosyl-4-methylthio-2-oxobutanoate
 47 49  0  0  0  0  0  0  0  0999 V2000
   -2.4534   -2.2991    0.8737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5941   -0.6104    1.2679 S   0  0  0  0  0  3  0  0  0  0  0  0
   -3.7827    0.1733    0.2210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1441   -0.4648    0.3822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1365    0.1910   -0.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0943   -0.0232   -1.7275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1527    1.0743    0.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2490    1.3314    1.2735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0855    1.6870   -0.7940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1484    0.3131    1.4225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2477    0.4355    0.2444 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8741    1.2129    0.5421 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8078    0.9682   -0.4383 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1096    1.0727    0.1642 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3914    1.8000    1.2561 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7023    1.6676    1.5309 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2818    0.8615    0.6308 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5398    0.3688    0.3932 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5985    0.7428    1.2716 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8087   -0.4571   -0.6442 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8103   -0.8093   -1.4725 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5935   -0.3205   -1.2257 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2458    0.4903   -0.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5153   -0.3354   -1.0597 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0216   -0.1138   -2.3631 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3396   -0.8405   -0.2565 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5432   -1.5482   -1.0838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1665   -2.8473    1.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4728   -2.7746    1.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8418   -2.5955   -0.1281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8686    1.2376    0.5020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4769    0.1131   -0.8299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4953   -0.5053    1.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0672   -1.5339    0.0408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0611    1.6127   -0.5443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5328   -0.1191    2.2688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4198    1.3487    1.7425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7404    0.9506   -0.6194 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6526    1.7960   -1.2016 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7468    2.4169    1.8756 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4161    0.1165    1.4403 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5684    1.6456    1.7549 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9280   -1.4631   -2.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3524   -1.0555   -1.0762 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9155   -0.9752   -2.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7182   -1.4638    0.5681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1635   -2.4724   -1.1332 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  7  9  1  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 13 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 11  1  0
 23 14  1  0
 23 17  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  6
 13 39  1  6
 15 40  1  0
 19 41  1  0
 19 42  1  0
 21 43  1  0
 24 44  1  6
 25 45  1  0
 26 46  1  1
 27 47  1  0
M  CHG  1   2   1
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  N   UNK     0       4.721   0.708   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       3.245   1.187   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.475  -1.619   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.619   1.947   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.245   2.728   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       1.901   0.400   0.000  0.00  0.00           N+0
HETATM    7  O   UNK     0       2.229  -0.734   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       3.003  -3.095   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       4.721   3.213   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       1.901   3.501   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.570   1.187   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.996  -1.619   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.456  -3.095   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.006  -4.216   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0       0.570   2.728   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0       1.895   5.035   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      -0.465  -1.141   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.551  -4.334   0.000  0.00  0.00           O+0
HETATM   19  S   UNK     0      -1.600  -0.138   0.000  0.00  0.00           S+1
HETATM   20  C   UNK     0      -2.931  -0.905   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.600   1.390   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.262  -0.138   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -5.593  -0.905   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -6.924  -0.138   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -5.593  -2.445   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -8.248  -0.911   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -6.917   1.390   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   21                                                  
CONECT   20   19   22                                                       
CONECT   21   19                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23   26   27                                                  
CONECT   25   23                                                            
CONECT   26   24                                                            
CONECT   27   24                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

COMPND    HMDB0304475
HETATM    1  C1  UNL     1      -2.453  -2.299   0.874  1.00  0.00           C  
HETATM    2  S1  UNL     1      -2.594  -0.610   1.268  1.00  0.00           S1+
HETATM    3  C2  UNL     1      -3.783   0.173   0.221  1.00  0.00           C  
HETATM    4  C3  UNL     1      -5.144  -0.465   0.382  1.00  0.00           C  
HETATM    5  C4  UNL     1      -6.136   0.191  -0.495  1.00  0.00           C  
HETATM    6  O1  UNL     1      -6.094  -0.023  -1.728  1.00  0.00           O  
HETATM    7  C5  UNL     1      -7.153   1.074   0.048  1.00  0.00           C  
HETATM    8  O2  UNL     1      -7.249   1.331   1.273  1.00  0.00           O  
HETATM    9  O3  UNL     1      -8.085   1.687  -0.794  1.00  0.00           O  
HETATM   10  C6  UNL     1      -1.148   0.313   1.423  1.00  0.00           C  
HETATM   11  C7  UNL     1      -0.248   0.435   0.244  1.00  0.00           C  
HETATM   12  O4  UNL     1       0.874   1.213   0.542  1.00  0.00           O  
HETATM   13  C8  UNL     1       1.808   0.968  -0.438  1.00  0.00           C  
HETATM   14  N1  UNL     1       3.110   1.073   0.164  1.00  0.00           N  
HETATM   15  C9  UNL     1       3.391   1.800   1.256  1.00  0.00           C  
HETATM   16  N2  UNL     1       4.702   1.668   1.531  1.00  0.00           N  
HETATM   17  C10 UNL     1       5.282   0.861   0.631  1.00  0.00           C  
HETATM   18  C11 UNL     1       6.540   0.369   0.393  1.00  0.00           C  
HETATM   19  N3  UNL     1       7.598   0.743   1.272  1.00  0.00           N  
HETATM   20  N4  UNL     1       6.809  -0.457  -0.644  1.00  0.00           N  
HETATM   21  C12 UNL     1       5.810  -0.809  -1.473  1.00  0.00           C  
HETATM   22  N5  UNL     1       4.594  -0.320  -1.226  1.00  0.00           N  
HETATM   23  C13 UNL     1       4.246   0.490  -0.237  1.00  0.00           C  
HETATM   24  C14 UNL     1       1.515  -0.335  -1.060  1.00  0.00           C  
HETATM   25  O5  UNL     1       1.022  -0.114  -2.363  1.00  0.00           O  
HETATM   26  C15 UNL     1       0.340  -0.840  -0.256  1.00  0.00           C  
HETATM   27  O6  UNL     1      -0.543  -1.548  -1.084  1.00  0.00           O  
HETATM   28  H1  UNL     1      -3.167  -2.847   1.581  1.00  0.00           H  
HETATM   29  H2  UNL     1      -1.473  -2.775   1.127  1.00  0.00           H  
HETATM   30  H3  UNL     1      -2.842  -2.596  -0.128  1.00  0.00           H  
HETATM   31  H4  UNL     1      -3.869   1.238   0.502  1.00  0.00           H  
HETATM   32  H5  UNL     1      -3.477   0.113  -0.830  1.00  0.00           H  
HETATM   33  H6  UNL     1      -5.495  -0.505   1.412  1.00  0.00           H  
HETATM   34  H7  UNL     1      -5.067  -1.534   0.041  1.00  0.00           H  
HETATM   35  H8  UNL     1      -9.061   1.613  -0.544  1.00  0.00           H  
HETATM   36  H9  UNL     1      -0.533  -0.119   2.269  1.00  0.00           H  
HETATM   37  H10 UNL     1      -1.420   1.349   1.742  1.00  0.00           H  
HETATM   38  H11 UNL     1      -0.740   0.951  -0.619  1.00  0.00           H  
HETATM   39  H12 UNL     1       1.653   1.796  -1.202  1.00  0.00           H  
HETATM   40  H13 UNL     1       2.747   2.417   1.876  1.00  0.00           H  
HETATM   41  H14 UNL     1       8.416   0.117   1.440  1.00  0.00           H  
HETATM   42  H15 UNL     1       7.568   1.646   1.755  1.00  0.00           H  
HETATM   43  H16 UNL     1       5.928  -1.463  -2.326  1.00  0.00           H  
HETATM   44  H17 UNL     1       2.352  -1.055  -1.076  1.00  0.00           H  
HETATM   45  H18 UNL     1       0.915  -0.975  -2.818  1.00  0.00           H  
HETATM   46  H19 UNL     1       0.718  -1.464   0.568  1.00  0.00           H  
HETATM   47  H20 UNL     1      -0.163  -2.472  -1.133  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3   10
CONECT    3    4   31   32
CONECT    4    5   33   34
CONECT    5    6    6    7
CONECT    7    8    8    9
CONECT    9   35
CONECT   10   11   36   37
CONECT   11   12   26   38
CONECT   12   13
CONECT   13   14   24   39
CONECT   14   15   23
CONECT   15   16   16   40
CONECT   16   17
CONECT   17   18   18   23
CONECT   18   19   20
CONECT   19   41   42
CONECT   20   21   21
CONECT   21   22   43
CONECT   22   23   23
CONECT   24   25   26   44
CONECT   25   45
CONECT   26   27   46
CONECT   27   47
END

HMDB0304475
     RDKit          3D
S-adenosyl-4-methylthio-2-oxobutanoate
 47 49  0  0  0  0  0  0  0  0999 V2000
   -2.4534   -2.2991    0.8737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5941   -0.6104    1.2679 S   0  0  0  0  0  3  0  0  0  0  0  0
   -3.7827    0.1733    0.2210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1441   -0.4648    0.3822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1365    0.1910   -0.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0943   -0.0232   -1.7275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1527    1.0743    0.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2490    1.3314    1.2735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0855    1.6870   -0.7940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1484    0.3131    1.4225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2477    0.4355    0.2444 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8741    1.2129    0.5421 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8078    0.9682   -0.4383 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1096    1.0727    0.1642 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3914    1.8000    1.2561 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7023    1.6676    1.5309 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2818    0.8615    0.6308 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5398    0.3688    0.3932 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5985    0.7428    1.2716 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8087   -0.4571   -0.6442 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8103   -0.8093   -1.4725 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5935   -0.3205   -1.2257 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2458    0.4903   -0.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5153   -0.3354   -1.0597 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0216   -0.1138   -2.3631 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3396   -0.8405   -0.2565 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5432   -1.5482   -1.0838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1665   -2.8473    1.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4728   -2.7746    1.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8418   -2.5955   -0.1281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8686    1.2376    0.5020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4769    0.1131   -0.8299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4953   -0.5053    1.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0672   -1.5339    0.0408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0611    1.6127   -0.5443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5328   -0.1191    2.2688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4198    1.3487    1.7425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7404    0.9506   -0.6194 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6526    1.7960   -1.2016 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7468    2.4169    1.8756 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4161    0.1165    1.4403 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5684    1.6456    1.7549 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9280   -1.4631   -2.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3524   -1.0555   -1.0762 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9155   -0.9752   -2.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7182   -1.4638    0.5681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1635   -2.4724   -1.1332 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  7  9  1  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 13 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 11  1  0
 23 14  1  0
 23 17  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  6
 13 39  1  6
 15 40  1  0
 19 41  1  0
 19 42  1  0
 21 43  1  0
 24 44  1  6
 25 45  1  0
 26 46  1  1
 27 47  1  0
M  CHG  1   2   1
M  END

Synonyms

Value	Source
(3-Carboxy-3-oxopropyl)(5'-deoxyadenosin-5'-yl)(methyl)sulfonium	ChEBI
S-Adenosyl-4-methylthio-2-oxobutanoate	ChEBI
{[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl}(3-carboxy-3-oxopropyl)methylsulfonium	ChEBI
S-Adenosyl-4-(methylsulfanyl)-2-oxobutanoate	Kegg
(3-Carboxy-3-oxopropyl)(5'-deoxyadenosin-5'-yl)(methyl)sulphonium	Generator
{[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl}(3-carboxy-3-oxopropyl)methylsulphonium	Generator
S-Adenosyl-4-(methylsulfanyl)-2-oxobutanoic acid	Generator
S-Adenosyl-4-(methylsulphanyl)-2-oxobutanoate	Generator
S-Adenosyl-4-(methylsulphanyl)-2-oxobutanoic acid	Generator
S-Adenosyl-4-methylthio-2-oxobutanoic acid	Generator

Molecular Formula

C₁₅H₂₀N₅O₆S

Average Mass

398.414

Monoisotopic Mass

398.113429087

IUPAC Name

{[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(3-carboxy-3-oxopropyl)methylsulfanium

Traditional Name

{[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(3-carboxy-3-oxopropyl)methylsulfanium

CAS Registry Number

Not Available

SMILES

C[S+](CCC(=O)C(O)=O)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N

InChI Identifier

InChI=1S/C15H19N5O6S/c1-27(3-2-7(21)15(24)25)4-8-10(22)11(23)14(26-8)20-6-19-9-12(16)17-5-18-13(9)20/h5-6,8,10-11,14,22-23H,2-4H2,1H3,(H2-,16,17,18,24,25)/p+1/t8-,10-,11-,14-,27?/m1/s1

InChI Key

UOKVQQMBGVMXPU-CJPDYEHRSA-O

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 5'-deoxy-5'-thionucleosides. These are 5'-deoxyribonucleosides in which the ribose is thio-substituted at the 5'position by a S-alkyl group.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

5'-deoxyribonucleosides

Sub Class

5'-deoxy-5'-thionucleosides

Direct Parent

5'-deoxy-5'-thionucleosides

Alternative Parents

Substituents

5'-deoxy-5'-thionucleoside
N-glycosyl compound
Glycosyl compound
Pentose monosaccharide
6-aminopurine
Imidazopyrimidine
Purine
Aminopyrimidine
Hydroxy fatty acid
Thia fatty acid
Alpha-keto acid
N-substituted imidazole
Keto acid
Fatty acyl
Monosaccharide
Imidolactam
Pyrimidine
Alpha-hydroxy ketone
Heteroaromatic compound
Azole
Imidazole
Tetrahydrofuran
Amino acid
Ketone
1,2-diol
Amino acid or derivatives
Secondary alcohol
Oxacycle
Azacycle
Carboxylic acid derivative
Carboxylic acid
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Organic oxide
Organopnictogen compound
Alcohol
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Primary amine
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Amine
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

organic cation (CHEBI:8944 )
sulfonium compound (CHEBI:8944 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.98 g/L	ALOGPS
logP	-0.25	ALOGPS
logP	-3.6	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	2.75	ChemAxon
pKa (Strongest Basic)	4.99	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	173.68 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	93.72 m³·mol⁻¹	ChemAxon
Polarizability	38.63 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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 LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0904000000-1854da0ef2f564469fbf	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0900000000-facbde7ab625c6a72b7a	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000i-2900000000-6e11c0cb1f77f010c2c9	2019-02-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	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	348.4
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	307.5
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	90.1
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	271.7
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	299.4
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	196.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	1253.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	781.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	486.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	128.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	451.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	146.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	66.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	205.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	480.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-23	50.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	172.3
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	858.3
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	580.1

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_1	C[S+](CCC(=O)C(=O)O[Si](C)(C)C)C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O	standard non polar	2025-10-24	1973.29
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_2	C[S+](CCC(=O)C(=O)O)C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	standard non polar	2025-10-24	1727.87
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_3	C[S+](CCC(=O)C(=O)O)C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2350.96
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_4	C[S+](CC=C(O[Si](C)(C)C)C(=O)O)C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O	standard non polar	2025-10-24	1729.19
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_5	C[S+](CCC(=O)C(=O)O)C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O	standard non polar	2025-10-24	2035.26
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_6	C[S+](CCC(=O)C(=O)O[Si](C)(C)C)C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	standard non polar	2025-10-24	1620.47
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_7	C[S+](CCC(=O)C(=O)O[Si](C)(C)C)C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2782.88
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_8	C[S+](CC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O	standard non polar	2025-10-24	2399.47
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_9	C[S+](CCC(=O)C(=O)O[Si](C)(C)C)C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O	standard non polar	2025-10-24	2122.82
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_10	C[S+](CCC(=O)C(=O)O)C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1355.5
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_11	C[S+](CC=C(O[Si](C)(C)C)C(=O)O)C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	standard non polar	2025-10-24	2175.87
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_12	C[S+](CCC(=O)C(=O)O)C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	standard non polar	2025-10-24	2835.74
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_13	C[S+](CC=C(O[Si](C)(C)C)C(=O)O)C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2931.62
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_14	C[S+](CCC(=O)C(=O)O)C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2317.51
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_15	C[S+](CC=C(O[Si](C)(C)C)C(=O)O)C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O	standard non polar	2025-10-24	2221.3
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_16	C[S+](CCC(=O)C(=O)O)C[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	2025-10-24	2938.23
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_17	C[S+](CCC(=O)C(=O)O[Si](C)(C)C)C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2027.27
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_18	C[S+](CC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	standard non polar	2025-10-24	2479.68
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_19	C[S+](CCC(=O)C(=O)O[Si](C)(C)C)C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	standard non polar	2025-10-24	2026.79
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_20	C[S+](CC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1242.95
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_21	C[S+](CCC(=O)C(=O)O[Si](C)(C)C)C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	946.105
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_22	C[S+](CC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O	standard non polar	2025-10-24	1475.2
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_23	C[S+](CCC(=O)C(=O)O[Si](C)(C)C)C[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	2025-10-24	1775.72
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_24	C[S+](CC=C(O[Si](C)(C)C)C(=O)O)C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2007.69
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_25	C[S+](CCC(=O)C(=O)O)C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1792.43
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_26	C[S+](CC=C(O[Si](C)(C)C)C(=O)O)C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	standard non polar	2025-10-24	2309.94
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_27	C[S+](CCC(=O)C(=O)O)C[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	standard non polar	2025-10-24	3031.29
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_28	C[S+](CC=C(O[Si](C)(C)C)C(=O)O)C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1354.25
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_29	C[S+](CCC(=O)C(=O)O)C[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[Si](C)(C)C	standard non polar	2025-10-24	1839.93
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_30	C[S+](CC=C(O[Si](C)(C)C)C(=O)O)C[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	2025-10-24	2504.42
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_31	C[S+](CC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2605.21
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_32	C[S+](CCC(=O)C(=O)O[Si](C)(C)C)C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1767.37
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_33	C[S+](CC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	standard non polar	2025-10-24	3202.17
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_34	C[S+](CCC(=O)C(=O)O[Si](C)(C)C)C[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	standard non polar	2025-10-24	906.289
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_35	C[S+](CC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1982.6
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_36	C[S+](CCC(=O)C(=O)O[Si](C)(C)C)C[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[Si](C)(C)C	standard non polar	2025-10-24	858.903
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_37	C[S+](CC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C[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	2025-10-24	2115.63
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_38	C[S+](CC=C(O[Si](C)(C)C)C(=O)O)C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2416.66
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_39	C[S+](CCC(=O)C(=O)O)C[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1315.95
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_40	C[S+](CC=C(O[Si](C)(C)C)C(=O)O)C[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	standard non polar	2025-10-24	2741.34
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_41	C[S+](CC=C(O[Si](C)(C)C)C(=O)O)C[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[Si](C)(C)C	standard non polar	2025-10-24	2842.51
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_42	C[S+](CC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2469.3
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_43	C[S+](CCC(=O)C(=O)O[Si](C)(C)C)C[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2722.36
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_44	C[S+](CC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	standard non polar	2025-10-24	1332.38
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_45	C[S+](CC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C[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[Si](C)(C)C	standard non polar	2025-10-24	1979.22
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_46	C[S+](CC=C(O[Si](C)(C)C)C(=O)O)C[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1433.97
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_47	C[S+](CC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2106.72
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_1	C[S+](CCC(=O)C(=O)O[Si](C)(C)C)C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O	standard polar	2025-10-24	1614.39
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_2	C[S+](CCC(=O)C(=O)O)C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	standard polar	2025-10-24	2695.01
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_3	C[S+](CCC(=O)C(=O)O)C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	2363.96
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_4	C[S+](CC=C(O[Si](C)(C)C)C(=O)O)C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O	standard polar	2025-10-24	2137.18
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_5	C[S+](CCC(=O)C(=O)O)C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O	standard polar	2025-10-24	3069.79
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_6	C[S+](CCC(=O)C(=O)O[Si](C)(C)C)C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	standard polar	2025-10-24	1937.17
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_7	C[S+](CCC(=O)C(=O)O[Si](C)(C)C)C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	1714.5
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_8	C[S+](CC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O	standard polar	2025-10-24	2146.03
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_9	C[S+](CCC(=O)C(=O)O[Si](C)(C)C)C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O	standard polar	2025-10-24	2020.93
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_10	C[S+](CCC(=O)C(=O)O)C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	2211.85
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_11	C[S+](CC=C(O[Si](C)(C)C)C(=O)O)C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	standard polar	2025-10-24	2321.78
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_12	C[S+](CCC(=O)C(=O)O)C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	standard polar	2025-10-24	2541.17
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_13	C[S+](CC=C(O[Si](C)(C)C)C(=O)O)C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	2945.92
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_14	C[S+](CCC(=O)C(=O)O)C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	1809.68
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_15	C[S+](CC=C(O[Si](C)(C)C)C(=O)O)C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O	standard polar	2025-10-24	1941.44
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_16	C[S+](CCC(=O)C(=O)O)C[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	2025-10-24	838.441
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_17	C[S+](CCC(=O)C(=O)O[Si](C)(C)C)C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	1864.03
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_18	C[S+](CC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	standard polar	2025-10-24	2326.86
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_19	C[S+](CCC(=O)C(=O)O[Si](C)(C)C)C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	standard polar	2025-10-24	1561.95
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_20	C[S+](CC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	1740.6
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_21	C[S+](CCC(=O)C(=O)O[Si](C)(C)C)C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	2085.26
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_22	C[S+](CC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O	standard polar	2025-10-24	2038.12
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_23	C[S+](CCC(=O)C(=O)O[Si](C)(C)C)C[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	2025-10-24	1880.57
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_24	C[S+](CC=C(O[Si](C)(C)C)C(=O)O)C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	1653.38
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_25	C[S+](CCC(=O)C(=O)O)C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	2143.63
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_26	C[S+](CC=C(O[Si](C)(C)C)C(=O)O)C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	standard polar	2025-10-24	1626.35
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_27	C[S+](CCC(=O)C(=O)O)C[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	standard polar	2025-10-24	1943.16
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_28	C[S+](CC=C(O[Si](C)(C)C)C(=O)O)C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	2358.23
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_29	C[S+](CCC(=O)C(=O)O)C[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[Si](C)(C)C	standard polar	2025-10-24	1299.53
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_30	C[S+](CC=C(O[Si](C)(C)C)C(=O)O)C[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	2025-10-24	1648.3
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_31	C[S+](CC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	1498.31
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_32	C[S+](CCC(=O)C(=O)O[Si](C)(C)C)C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	1694.31
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_33	C[S+](CC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	standard polar	2025-10-24	933.03
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_34	C[S+](CCC(=O)C(=O)O[Si](C)(C)C)C[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	standard polar	2025-10-24	2679.28
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_35	C[S+](CC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	1232.84
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_36	C[S+](CCC(=O)C(=O)O[Si](C)(C)C)C[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[Si](C)(C)C	standard polar	2025-10-24	2210.07
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_37	C[S+](CC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C[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	2025-10-24	2103.93
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_38	C[S+](CC=C(O[Si](C)(C)C)C(=O)O)C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	622.048
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_39	C[S+](CCC(=O)C(=O)O)C[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	2947.75
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_40	C[S+](CC=C(O[Si](C)(C)C)C(=O)O)C[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	standard polar	2025-10-24	2149.11
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_41	C[S+](CC=C(O[Si](C)(C)C)C(=O)O)C[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[Si](C)(C)C	standard polar	2025-10-24	1930.4
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_42	C[S+](CC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	1506.95
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_43	C[S+](CCC(=O)C(=O)O[Si](C)(C)C)C[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	949.717
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_44	C[S+](CC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	standard polar	2025-10-24	3114.35
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_45	C[S+](CC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C[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[Si](C)(C)C	standard polar	2025-10-24	1940.51
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_46	C[S+](CC=C(O[Si](C)(C)C)C(=O)O)C[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	2602.97
Gas Chromatography	S-Adenosyl-4-methylthio-2-oxobutanoate_TMS_47	C[S+](CC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	1811.04

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

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

Not Available

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
MMDBr0018045	S-Adenosylmethionine	7,8-Diaminononanoate	Adenosylmethionine-8-amino-7-oxononanoate aminotransferase	Amine group addition	PathBank	31602464
MMDBr0019420	Ethylene glycol	Diaminopimelic acid	Adenosylmethionine-8-amino-7-oxononanoate aminotransferase	Amine group addition	PathBank	31602464

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	1	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human feces; pleural fluid plaque; bal	Unknown; Metabolic reconstruction
Bacteria/Eubacteria	Proteobacteria	156	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human feces; pleural fluid plaque; bal	Unknown; Metabolic reconstruction
Bacteria/Eubacteria	Firmicutes	102	Pig ; Human feces; Human	Metabolic reconstruction
Bacteria/Eubacteria	Verrucomicrobia	1	Human ; Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Bacteroidetes	77	Human feces; Human ; Human saliva; Human supragingival plaque; Human subgingival plaque	Metabolic reconstruction
Bacteria	Synergistetes	1	Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Actinobacteria	31	Human feces; Human	Metabolic reconstruction
Bacteria/Eubacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria/Eubacteria	Fusobacteria	18	Human feces; Human	Metabolic reconstruction
Bacteria/Eubacteria	Synergistetes	1	Human feces	Metabolic reconstruction
Archaea	Euryarchaeota	1		Metabolic reconstruction
Bacteria/Eubacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB

External Links

HMDB ID

HMDB0304475

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB031149

KNApSAcK ID

Not Available

Chemspider ID

389303

KEGG Compound ID

C04425

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

8944

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Noronha A, Modamio J, Jarosz Y, Guerard E, Sompairac N, Preciat G, Danielsdottir AD, Krecke M, Merten D, Haraldsdottir HS, Heinken A, Heirendt L, Magnusdottir S, Ravcheev DA, Sahoo S, Gawron P, Friscioni L, Garcia B, Prendergast M, Puente A, Rodrigues M, Roy A, Rouquaya M, Wiltgen L, Zagare A, John E, Krueger M, Kuperstein I, Zinovyev A, Schneider R, Fleming RMT, Thiele I: The Virtual Metabolic Human database: integrating human and gut microbiome metabolism with nutrition and disease. Nucleic Acids Res. 2019 Jan 8;47(D1):D614-D624. doi: 10.1093/nar/gky992. [PubMed:30371894 ]
Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]

Showing metabocard for S-Adenosyl-4-methylthio-2-oxobutanoate (MMDBc0031634)

MOL for #<Metabolite:0x00007f2de4073410>

3D MOL for #<Metabolite:0x00007f2de4073410>

3D SDF for #<Metabolite:0x00007f2de4073410>

3D-SDF for #<Metabolite:0x00007f2de4073410>

PDB for #<Metabolite:0x00007f2de4073410>

3D PDB for #<Metabolite:0x00007f2de4073410>

SMILES for #<Metabolite:0x00007f2de4073410>

INCHI for #<Metabolite:0x00007f2de4073410>

Structure for #<Metabolite:0x00007f2de4073410>

3D Structure for #<Metabolite:0x00007f2de4073410>