MiMeDB: Showing metabocard for 1,4-Dihydroxy-2-naphthoyl-CoA (MMDBc0029966)

Microbial

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:48:42 UTC

Update Date

2022-08-31 17:38:05 UTC

Metabolite ID

MMDBc0029966

Metabolite Identification

Common Name

1,4-Dihydroxy-2-naphthoyl-CoA

Description

1,4-dihydroxy-2-naphthoyl-CoA is a member of the chemical class known as Coenzyme A and Derivatives. These are derivative of vitamin B5 containing a 4'-phosphopantetheine moiety attached to a diphospho-adenosine. 1,4-Dihydroxy-2-naphthoyl-CoA is involved menaquinone biosynthetic pathway. 1,4-dihydroxy-2-naphthoate (DHNA) is a branch point metabolite leading to the biosynthesis of menaquinone (vitamin K2 in bacteria) and begins with the conjugation of DHNA with the CoA moiety via 1,4-Dihydroxy-2-naphthoyl coenzyme A (DHNA-CoA) synthase. (PMID 20643650 )

Structure

MOL SDF PDB SMILES InChI

      
  Mrv1652303082006162D          

 67 71  0  0  0  0            999 V2000
    3.2960   -2.5265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6550   -2.6989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9672   -5.7841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0534   -4.9637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2135   -6.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3860   -4.4787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2804   -3.7319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4732   -4.0675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3690   -4.3662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1226   -4.0306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1250   -5.4854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1329    2.1239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3892   -1.7922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0534    4.7283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3549    5.1408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.8003    2.6088    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    6.6245    5.5533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9649   -4.3294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0698    3.0213    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5849    2.3539    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5617   -3.4332    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3389    5.9658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.5849    3.6888    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5438   -4.1800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4755   -2.6127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3389    6.7908    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7015   -3.8813    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    7.3389    4.3158    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8399    5.8083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8399    4.4734    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7062   -6.7908    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
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    6.8948    3.0213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3154   -3.7687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9805   -4.7386    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -4.6300   -3.3595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6747    1.5082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9009    0.4041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7358    0.3431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0366    0.1510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0667    1.4859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7909   -0.4006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5517    0.8185    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    2.9704   -0.4868    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7901   -4.5156    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.9294    1.7940    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.3998    3.8178    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  8  7  1  0  0  0  0
 10  9  1  0  0  0  0
 16  5  2  0  0  0  0
 17  6  2  0  0  0  0
 17 16  1  0  0  0  0
 18 11  1  0  0  0  0
 19 11  2  0  0  0  0
 19 16  1  0  0  0  0
 20 12  1  1  0  0  0
 21  7  1  0  0  0  0
 23 17  1  0  0  0  0
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 32  1  1  0  0  0  0
 32  2  1  0  0  0  0
 32 13  1  0  0  0  0
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 34  9  1  4  0  0  0
 34 21  2  0  0  0  0
 35  8  1  4  0  0  0
 35 29  2  0  0  0  0
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 39 28  1  0  0  0  0
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 40 19  1  0  0  0  0
 41 21  1  0  0  0  0
 42 23  1  0  0  0  0
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 59 47  1  0  0  0  0
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 59 49  2  0  0  0  0
 59 57  1  0  0  0  0
 60 50  1  0  0  0  0
 60 51  2  0  0  0  0
 60 54  1  0  0  0  0
 60 58  1  0  0  0  0
 61 52  1  0  0  0  0
 61 53  2  0  0  0  0
 61 55  1  0  0  0  0
 61 58  1  0  0  0  0
 62 10  1  0  0  0  0
 62 31  1  0  0  0  0
 20 63  1  6  0  0  0
 24 64  1  1  0  0  0
 25 65  1  1  0  0  0
 26 66  1  6  0  0  0
 30 67  1  6  0  0  0
M  CHG  4  40  -1  41  -1  42  -1  45  -1
M  END

      
  Mrv1652303082006162D          

 67 71  0  0  0  0            999 V2000
    3.2960   -2.5265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6550   -2.6989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9672   -5.7841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0534   -4.9637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.3860   -4.4787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.6245    4.7283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.5849    3.6888    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5438   -4.1800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4755   -2.6127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3389    6.7908    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7015   -3.8813    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    5.9009    0.4041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7358    0.3431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0366    0.1510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0667    1.4859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7909   -0.4006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1500   -0.5731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2191    1.3034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0567   -1.3073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8003    3.4338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8399    1.5693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8842    0.3336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2878    0.9562    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.5517    0.8185    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    2.9704   -0.4868    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7901   -4.5156    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.9294    1.7940    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4444    2.2862    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3300    3.1385    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8080   -3.0976    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3998    3.8178    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  8  7  1  0  0  0  0
 10  9  1  0  0  0  0
 16  5  2  0  0  0  0
 17  6  2  0  0  0  0
 17 16  1  0  0  0  0
 18 11  1  0  0  0  0
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 20 12  1  1  0  0  0
 21  7  1  0  0  0  0
 23 17  1  0  0  0  0
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 25 24  1  0  0  0  0
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 29 26  1  0  0  0  0
 30 24  1  0  0  0  0
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 32  1  1  0  0  0  0
 32  2  1  0  0  0  0
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 35  8  1  4  0  0  0
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 37 28  2  0  0  0  0
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 39 15  1  0  0  0  0
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 41 21  1  0  0  0  0
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 60 58  1  0  0  0  0
 61 52  1  0  0  0  0
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 61 55  1  0  0  0  0
 61 58  1  0  0  0  0
 62 10  1  0  0  0  0
 62 31  1  0  0  0  0
 20 63  1  6  0  0  0
 24 64  1  1  0  0  0
 25 65  1  1  0  0  0
 26 66  1  6  0  0  0
 30 67  1  6  0  0  0
M  CHG  4  40  -1  41  -1  42  -1  45  -1
M  END
> <DATABASE_ID>
MMDBc0029966

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@](O)(C([O-])=NCCC([O-])=NCCSC(=O)C1=C([O-])C2=CC=CC=C2C([O-])=C1)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C32H42N7O19P3S/c1-32(2,26(44)29(45)35-8-7-21(41)34-9-10-62-31(46)18-11-19(40)16-5-3-4-6-17(16)23(18)42)13-55-61(52,53)58-60(50,51)54-12-20-25(57-59(47,48)49)24(43)30(56-20)39-15-38-22-27(33)36-14-37-28(22)39/h3-6,11,14-15,20,24-26,30,40,42-44H,7-10,12-13H2,1-2H3,(H,34,41)(H,35,45)(H,50,51)(H,52,53)(H2,33,36,37)(H2,47,48,49)/p-4/t20-,24-,25-,26+,30-/m1/s1

> <INCHI_KEY>
PYTINLGPKDJURZ-HSJNEKGZSA-J

> <FORMULA>
C32H38N7O19P3S

> <MOLECULAR_WEIGHT>
949.67

> <EXACT_MASS>
949.117798519

> <JCHEM_ACCEPTOR_COUNT>
21

> <JCHEM_ATOM_COUNT>
100

> <JCHEM_AVERAGE_POLARIZABILITY>
86.95193784570905

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
-4

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-N-(2-{[2-(1,4-dioxidonaphthalene-2-carbonylsulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)-2-hydroxy-3,3-dimethylbutanecarboximidate

> <ALOGPS_LOGP>
0.94

> <JCHEM_LOGP>
1.1696980100000016

> <ALOGPS_LOGS>
-2.14

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.895264845563854

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8199820275854641

> <JCHEM_PKA_STRONGEST_BASIC>
-4.276562191488602

> <JCHEM_POLAR_SURFACE_AREA>
422.3900000000001

> <JCHEM_REFRACTIVITY>
256.53510000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
21

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.42e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-4-[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-N-(2-{[2-(1,4-dioxidonaphthalene-2-carbonylsulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)-2-hydroxy-3,3-dimethylbutanecarboximidate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-MAR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-MAR-20         0                                  
HETATM    1  C   UNK     0       6.153  -4.716   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.089  -5.038   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -14.872 -10.797   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -15.033  -9.266   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -13.465 -11.423   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -13.787  -8.360   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.523  -6.966   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.883  -7.593   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.422  -8.150   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.829  -7.524   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -9.567 -10.239   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.715   3.965   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.460  -3.345   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      15.033   8.826   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.996   9.596   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -12.219 -10.518   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -12.380  -8.987   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -9.728  -8.708   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -10.812 -11.145   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.961   4.870   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.769  -7.871   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.366  10.366   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -11.134  -8.082   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.330   5.640   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.425   4.394   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.782  -6.409   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      13.699  11.136   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      12.366   8.826   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.536  -7.314   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      10.425   6.886   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -8.482  -7.803   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.621  -4.877   0.000  0.00  0.00           C+0
HETATM   33  N   UNK     0      13.699  12.676   0.000  0.00  0.00           N+0
HETATM   34  N   UNK     0      -3.176  -7.245   0.000  0.00  0.00           N+0
HETATM   35  N   UNK     0       2.129  -6.687   0.000  0.00  0.00           N+0
HETATM   36  N   UNK     0      15.033  10.366   0.000  0.00  0.00           N+0
HETATM   37  N   UNK     0      13.699   8.056   0.000  0.00  0.00           N+0
HETATM   38  N   UNK     0      10.901  10.842   0.000  0.00  0.00           N+0
HETATM   39  N   UNK     0      10.901   8.350   0.000  0.00  0.00           N+0
HETATM   40  O   UNK     0     -10.652 -12.676   0.000  0.00  0.00           O-1
HETATM   41  O   UNK     0      -1.608  -9.403   0.000  0.00  0.00           O-1
HETATM   42  O   UNK     0     -11.295  -6.550   0.000  0.00  0.00           O-1
HETATM   43  O   UNK     0      12.870   5.640   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0       6.189  -7.035   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0       3.697  -8.845   0.000  0.00  0.00           O-1
HETATM   46  O   UNK     0      -8.643  -6.271   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0       8.726   2.815   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      11.015   0.754   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0       8.840   0.640   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0       7.535   0.282   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0       5.725   2.774   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0       7.076  -0.748   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0       4.013  -1.070   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0       7.876   2.433   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0       5.706  -2.440   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0       8.961   6.410   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      10.901   2.929   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0       5.384   0.623   0.000  0.00  0.00           O+0
HETATM   59  P   UNK     0       9.871   1.785   0.000  0.00  0.00           P+0
HETATM   60  P   UNK     0       6.630   1.528   0.000  0.00  0.00           P+0
HETATM   61  P   UNK     0       5.545  -0.909   0.000  0.00  0.00           P+0
HETATM   62  S   UNK     0      -7.075  -8.429   0.000  0.00  0.00           S+0
HETATM   63  H   UNK     0       9.202   3.349   0.000  0.00  0.00           H+0
HETATM   64  H   UNK     0      12.030   4.268   0.000  0.00  0.00           H+0
HETATM   65  H   UNK     0       9.949   5.859   0.000  0.00  0.00           H+0
HETATM   66  H   UNK     0       3.375  -5.782   0.000  0.00  0.00           H+0
HETATM   67  H   UNK     0      11.946   7.127   0.000  0.00  0.00           H+0
CONECT    1   32                                                            
CONECT    2   32                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3   16                                                       
CONECT    6    4   17                                                       
CONECT    7    8   21                                                       
CONECT    8    7   35                                                       
CONECT    9   10   34                                                       
CONECT   10    9   62                                                       
CONECT   11   18   19                                                       
CONECT   12   20   54                                                       
CONECT   13   32   55                                                       
CONECT   14   36   37                                                       
CONECT   15   38   39                                                       
CONECT   16    5   17   19                                                  
CONECT   17    6   16   23                                                  
CONECT   18   11   23   31                                                  
CONECT   19   11   16   40                                                  
CONECT   20   12   25   56   63                                             
CONECT   21    7   34   41                                                  
CONECT   22   27   28   38                                                  
CONECT   23   17   18   42                                                  
CONECT   24   25   30   43   64                                             
CONECT   25   20   24   57   65                                             
CONECT   26   29   32   44   66                                             
CONECT   27   22   33   36                                                  
CONECT   28   22   37   39                                                  
CONECT   29   26   35   45                                                  
CONECT   30   24   39   56   67                                             
CONECT   31   18   46   62                                                  
CONECT   32    1    2   13   26                                             
CONECT   33   27                                                            
CONECT   34    9   21                                                       
CONECT   35    8   29                                                       
CONECT   36   14   27                                                       
CONECT   37   14   28                                                       
CONECT   38   15   22                                                       
CONECT   39   15   28   30                                                  
CONECT   40   19                                                            
CONECT   41   21                                                            
CONECT   42   23                                                            
CONECT   43   24                                                            
CONECT   44   26                                                            
CONECT   45   29                                                            
CONECT   46   31                                                            
CONECT   47   59                                                            
CONECT   48   59                                                            
CONECT   49   59                                                            
CONECT   50   60                                                            
CONECT   51   60                                                            
CONECT   52   61                                                            
CONECT   53   61                                                            
CONECT   54   12   60                                                       
CONECT   55   13   61                                                       
CONECT   56   20   30                                                       
CONECT   57   25   59                                                       
CONECT   58   60   61                                                       
CONECT   59   47   48   49   57                                             
CONECT   60   50   51   54   58                                             
CONECT   61   52   53   55   58                                             
CONECT   62   10   31                                                       
CONECT   63   20                                                            
CONECT   64   24                                                            
CONECT   65   25                                                            
CONECT   66   26                                                            
CONECT   67   30                                                            
MASTER        0    0    0    0    0    0    0    0   67    0  142    0
END

Synonyms

Value	Source
1,4-Dihydroxy-2-naphthoyl-CoA tetraanion	ChEBI
1,4-Dihydroxy-2-naphthoyl-coenzyme A(4-)	ChEBI

Molecular Formula

C₃₂H₃₈N₇O₁₉P₃S

Average Mass

949.67

Monoisotopic Mass

949.117798519

IUPAC Name

(2R)-4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-N-(2-{[2-(1,4-dioxidonaphthalene-2-carbonylsulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)-2-hydroxy-3,3-dimethylbutanecarboximidate

Traditional Name

(2R)-4-[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-N-(2-{[2-(1,4-dioxidonaphthalene-2-carbonylsulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)-2-hydroxy-3,3-dimethylbutanecarboximidate

CAS Registry Number

Not Available

SMILES

[H][C@](O)(C([O-])=NCCC([O-])=NCCSC(=O)C1=C([O-])C2=CC=CC=C2C([O-])=C1)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O

InChI Identifier

InChI=1S/C32H42N7O19P3S/c1-32(2,26(44)29(45)35-8-7-21(41)34-9-10-62-31(46)18-11-19(40)16-5-3-4-6-17(16)23(18)42)13-55-61(52,53)58-60(50,51)54-12-20-25(57-59(47,48)49)24(43)30(56-20)39-15-38-22-27(33)36-14-37-28(22)39/h3-6,11,14-15,20,24-26,30,40,42-44H,7-10,12-13H2,1-2H3,(H,34,41)(H,35,45)(H,50,51)(H,52,53)(H2,33,36,37)(H2,47,48,49)/p-4/t20-,24-,25-,26+,30-/m1/s1

InChI Key

PYTINLGPKDJURZ-HSJNEKGZSA-J

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty aldehydes. These are long chain aldehydes with a chain of at least 12 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty aldehydes

Direct Parent

Fatty aldehydes

Alternative Parents

Substituents

Fatty aldehyde
Alpha-hydrogen aldehyde
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aldehyde
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	7.42 g/L	ALOGPS
logP	0.94	ALOGPS
logP	1.17	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	21	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	422.39 Å²	ChemAxon
Rotatable Bond Count	21	ChemAxon
Refractivity	256.54 m³·mol⁻¹	ChemAxon
Polarizability	86.95 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	Deposition Date	View
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 (void)	2025-10-23	619.9
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	517.6
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	466.0
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	509.1
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	434.7
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	185.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	1399.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	751.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	359.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	158.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	311.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	177.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	139.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	306.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	439.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	91.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	270.7
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	770.8
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	651.1

Retention Indices

Not Available

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

Name	SMPDB/PathBank	Species
Menaquinol Biosythesis		Escherichia coli Escherichia coli SMS-3-5 Escherichia coli UTI89 Escherichia coli 55989 Escherichia coli SE11 Mycobacterium marinum M Actinobacillus succinogenes 130Z Escherichia coli CFT073 Clostridium saccharoperbutylacetonicum N1-4(HMT) Salmonella enterica Rhodospirillum rubrum ATCC 11170 Saccharopolyspora erythraea NRRL 2338 Akkermansia muciniphila ATCC BAA-835 Arcobacter butzleri RM4018 Campylobacter fetus subsp. fetus 82-40 Clostridium beijerinckii NCIMB 8052 Eggerthella lenta DSM 2243 Geobacter metallireducens Haemophilus parainfluenzae T3T1 Parabacteroides distasonis Parabacteroides distasonis ATCC 8503 Parabacteroides goldsteinii dnLKV18 Campylobacter concisus Campylobacter curvus Campylobacter showae Bradyrhizobium japonicum Mesorhizobium loti Methylococcus capsulatus Acidiphilium cryptum Citrobacter koseri Proteus mirabilis Shigella boydii Shigella dysenteriae Shigella flexneri Shigella sonnei Aeromonas hydrophila Campylobacter gracilis Desulfovibrio salexigens Desulfovibrio piger Acidithiobacillus ferrooxidans Rhodopseudomonas palustris Chlorobium phaeobacteroides Clostridium kluyveri Corynebacterium diphtheriae Thiobacillus denitrificans Helicobacter bilis Veillonella atypica Veillonella dispar Mitsuokella multacida Burkholderia vietnamiensis Enterobacter cancerogenus Methylibium petroleiphilum Syntrophobacter fumaroxidans Citrobacter youngae Desulfovibrio magneticus Methylocella silvestris Escherichia albertii Geobacter bemidjiensis Geobacter lovleyi Syntrophus aciditrophicus Campylobacter coli Campylobacter jejuni Clostridium beijerinckii Haemophilus parainfluenzae Klebsiella variicola Parabacteroides goldsteinii Veillonella parvula Barnesiella intestinihominis Actinobacillus pleuropneumoniae serovar 5b str. L20 Actinobacillus pleuropneumoniae serovar 3 str. JL03 Actinobacillus pleuropneumoniae serovar 7 str. AP76 Aeromonas hydrophila subsp. hydrophila ATCC 7966 Bradyrhizobium japonicum USDA 110 Campylobacter jejuni subsp. doylei 269.97 Campylobacter curvus 525.92 Campylobacter concisus 13826 Citrobacter koseri ATCC BAA-895 Cronobacter sakazakii ATCC BAA-894 Cryptobacterium curtum DSM 15641 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 Klebsiella pneumoniae subsp. pneumoniae MGH 78578 Mobiluncus curtisii ATCC 43063 Mycobacterium avium 104 Escherichia coli 042 Edwardsiella tarda FL6-60 Proteus mirabilis HI4320 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 Wolinella succinogenes DSM 1740 Yersinia enterocolitica subsp. enterocolitica 8081 Aquifex aeolicus Barnesiella intestinihominis YIT 11860 Parabacteroides johnsonii DSM 18315 Parabacteroides sp. D13 Spirosoma linguale Chlorobium limicola Thermodesulfovibrio yellowstonii Beijerinckia indica Bradyrhizobium elkanii Azorhizobium caulinodans Xanthobacter autotrophicus Parasutterella excrementihominis YIT 11859 Sutterella parvirubra Sutterella parvirubra YIT 11816 Methyloversatilis universalis Methyloversatilis universalis FAM5 Bilophila wadsworthia 3_1_6 Desulfovibrio piger ATCC 29098 Arcobacter butzleri Campylobacter gracilis RM3268 Campylobacter hyointestinalis Campylobacter showae CSUNSWCD Helicobacter bilis ATCC 43879 Aeromonas media Aeromonas veronii Allochromatium vinosum 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 Edwardsiella tarda Edwardsiella tarda ATCC 23685 Hafnia alvei Hafnia alvei ATCC 51873 Morganella morganii Morganella morganii subsp. morganii KT Providencia rustigianii DSM 4541 Yersinia enterocolitica Plesiomonas shigelloides 302-73 Actinobacillus pleuropneumoniae Aggregatibacter aphrophilus Haemophilus haemolyticus Grimontia hollisae CIP 101886 Mobiluncus curtisii Corynebacterium amycolatum Corynebacterium durum Corynebacterium durum F0235 Rhodococcus erythropolis Thermomonospora curvata Cryptobacterium curtum Bacillus firmus DS1 Mitsuokella multacida DSM 20544 Veillonella atypica ACS-049-V-Sch6 Veillonella dispar ATCC 17748 Ralstonia eutropha H16 Shewanella frigidimarina NCIMB 400 Eggerthella sp. YY7918 Amycolatopsis mediterranei U32 Carboxydothermus hydrogenoformans Z-2901 Conexibacter woesei DSM 14684 Dehalococcoides ethenogenes 195 Dehalococcoides sp. CBDB1 Mycobacterium vanbaalenii PYR-1 Mycobacterium sp. JDM601 Nakamurella multipartita DSM 44233 Nocardioides sp. JS614 Corynebacterium diphtheriae NCTC 13129 Bacillus tusciae DSM 2912 Pseudonocardia dioxanivorans CB1190 Rhodococcus opacus B4 Rhodococcus jostii RHA1 Rhodococcus equi 103S Saccharomonospora viridis DSM 43017 Sphaerobacter thermophilus DSM 20745 Streptomyces scabiei 87.22 Streptosporangium roseum DSM 43021 Thermobispora bispora DSM 43833 Thermomonospora curvata DSM 43183 Rhodococcus hoagii ATCC 33707 Klebsiella aerogenes KCTC 2190 Acaryochloris marina MBIC11017 Acidiphilium cryptum JF-5 Acidiphilium multivorum AIU301 Acidithiobacillus ferrooxidans ATCC 23270 Acidobacterium capsulatum ATCC 51196 Aeromonas salmonicida subsp. salmonicida A449 Rhodoferax ferrireducens T118 Vibrio fischeri MJ11 Alkalilimnicola ehrlichii MLHE-1 Anabaena variabilis ATCC 29413 Anaeromyxobacter dehalogenans 2CP-C Aquifex aeolicus VF5 Arcobacter nitrofigilis DSM 7299 Azorhizobium caulinodans ORS 571 Azotobacter vinelandii DJ Mannheimia succiniciproducens MBEL55E Beijerinckia indica subsp. indica ATCC 9039 Bradyrhizobium sp. ORS278 Bradyrhizobium sp. BTAi1 Burkholderia vietnamiensis G4 Burkholderia phymatum STM815 Chlorobium tepidum TLS Chlorobium phaeobacteroides DSM 266 Chlorobium limicola DSM 245 Chloroflexus aurantiacus J-10-fl Chloroflexus aggregans DSM 9485 Chloroherpeton thalassium ATCC 35110 Citrobacter rodentium ICC168 Cronobacter turicensis z3032 Cupriavidus metallidurans CH34 Cyanothece sp. ATCC 51142 Cyanothece sp. PCC 8801 Cyanothece sp. PCC 7424 Dehalococcoides sp. VS Desulfitobacterium hafniense Y51 Desulfitobacterium hafniense DCB-2 Desulfomicrobium baculatum DSM 4028 Desulfotalea psychrophila LSv54 Desulfovibrio vulgaris str. Hildenborough Desulfovibrio vulgaris DP4 Desulfovibrio magneticus RS-1 Desulfovibrio salexigens DSM 2638 Dickeya dadantii Ech703 Dickeya zeae Ech1591 Dickeya dadantii Ech586 Dickeya dadantii 3937 Edwardsiella ictaluri 93-146 Enterobacter sp. 638 Enterobacter cloacae SCF1 Ferrimonas balearica DSM 9799 Geobacter metallireducens GS-15 Geobacter uraniireducens Rf4 Geobacter lovleyi SZ Geobacter bemidjiensis Bem Geobacter sp. M18 Halorhabdus utahensis DSM 12940 Heliobacterium modesticaldum Ice1 Hydrogenobacter thermophilus TK-6 Klebsiella pneumoniae 342 Lawsonia intracellularis PHE/MN1-00 Leptothrix cholodnii SP-6 Magnetospirillum magneticum AMB-1 Methylibium petroleiphilum PM1 Methylocella silvestris BL2 Microcystis aeruginosa NIES-843 Nautilia profundicola AmH Nitratiruptor sp. SB155-2 Nostoc sp. PCC 7120 Nostoc punctiforme PCC 73102 Geobacter sulfurreducens PCA Helicobacter hepaticus ATCC 51449 Sorangium cellulosum 'So ce 56' Opitutus terrae PB90-1 Thermodesulfovibrio yellowstonii DSM 11347 Deferribacter desulfuricans SSM1 Denitrovibrio acetiphilus DSM 12809 Calditerrivibrio nitroreducens DSM 19672 Rhodobacter capsulatus SB1003 Paracoccus denitrificans PD1222 Pectobacterium atrosepticum SCRI1043 Chlorobium luteolum DSM 273 Pelodictyon phaeoclathratiforme BU-1 Persephonella marina EX-H1 Photobacterium profundum SS9 Polaromonas naphthalenivorans CJ2 Prosthecochloris aestuarii DSM 271 Psychromonas ingrahamii 37 Rhodopseudomonas palustris CGA009 Rhodopseudomonas palustris BisB5 Rhodothermus marinus DSM 4252 Roseiflexus sp. RS-1 Roseiflexus castenholzii DSM 13941 Salmonella enterica subsp. enterica serovar Paratyphi A str. Shewanella oneidensis MR-1 Shewanella sp. ANA-3 Shewanella amazonensis SB2B Shewanella sp. W3-18-1 Shewanella baltica OS155 Shewanella loihica PV-4 Shewanella sediminis HAW-EB3 Shewanella pealeana ATCC 700345 Shewanella baltica OS195 Shewanella halifaxensis HAW-EB4 Shewanella woodyi ATCC 51908 Shewanella piezotolerans WP3 Shewanella violacea DSS12 Shigella flexneri 2a str. 301 Shigella boydii Sb227 Shigella boydii CDC 3083-94 Sulfurihydrogenibium azorense Az-Fu1 Sulfurovum sp. NBC37-1 Synechococcus sp. PCC 7002 Syntrophobacter fumaroxidans MPOB Syntrophus aciditrophicus SB Thermocrinis albus DSM 14484 Thermomicrobium roseum DSM 5159 Xanthobacter autotrophicus Py2 Atlantibacter hermannii NBRC 105704 Chania multitudinisentens RB-25 Veillonella seminalis ACS-216-V-Col6b Veillonella sp. 6_1_27
Menaquinone biosynthesis		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 Ochrobactrum anthropi Bacillus subtilis Pseudomonas stutzeri Mycobacterium tuberculosis Klebsiella pneumoniae Bacillus cereus Pseudomonas fluorescens Pf-5 Streptomyces griseus subsp. griseus NBRC 13350 Mycobacterium tuberculosis CDC1551 Bacillus amyloliquefaciens Salmonella enterica Staphylococcus aureus Haemophilus influenzae Haemophilus influenzae Rd KW20 Rhodospirillum rubrum ATCC 11170 Aromatoleum aromaticum EbN1 Saccharopolyspora erythraea NRRL 2338 Streptomyces avermitilis MA-4680 Shewanella denitrificans OS217 Akkermansia muciniphila ATCC BAA-835 Bacillus cereus AH187 (F4810/72) Bacillus halodurans C-125 Alkalihalobacillus pseudofirmus OF4 Bacillus timonensis 10403023 Bacteroides caccae Bacteroides cellulosilyticus Bacteroides eggerthii Bacteroides fragilis Bacteroides fragilis 638R Bacteroides fragilis YCH46 Bacteroides ovatus Bacteroides stercoris Bacteroides stercoris ATCC 43183 Bacteroides thetaiotaomicron Bacteroides thetaiotaomicron VPI-5482 Bacteroides vulgatus Bacteroides xylanisolvens XB1A Bifidobacterium bifidum BGN4 Bifidobacterium longum Bifidobacterium longum DJO10A Bifidobacterium longum NCC2705 Bifidobacterium longum subsp. longum JDM301 Bifidobacterium thermophilum RBL67 Brevibacillus brevis NBRC 100599 Clostridium beijerinckii NCIMB 8052 Dysgonomonas gadei ATCC BAA-286 Eggerthella lenta DSM 2243 Enterococcus faecalis Enterococcus hirae ATCC 9790 Haemophilus parainfluenzae T3T1 Methylobacterium nodulans Ochrobactrum anthropi ATCC 49188 Ochrobactrum intermedium LMG 3301 Odoribacter splanchnicus DSM 20712 Parabacteroides distasonis Parabacteroides distasonis ATCC 8503 Parabacteroides goldsteinii dnLKV18 Porphyromonas asaccharolytica DSM 20707 Porphyromonas endodontalis ATCC 35406 Porphyromonas gingivalis ATCC 33277 Prevotella intermedia Prevotella ruminicola 23 Spirochaeta thermophila Campylobacter showae Thermus thermophilus Comamonas testosteroni Burkholderia cepacia Pseudomonas fluorescens Pseudomonas mendocina Pseudomonas putida Pseudomonas syringae Xanthomonas campestris Bradyrhizobium japonicum Sinorhizobium meliloti Acidiphilium cryptum Citrobacter koseri Proteus mirabilis Shigella boydii Shigella dysenteriae Shigella flexneri Shigella sonnei Aeromonas hydrophila Vibrio cholerae Vibrio vulnificus Bacteroides uniformis Desulfovibrio piger Cytophaga hutchinsonii Capnocytophaga ochracea Capnocytophaga sputigena Rhodopseudomonas palustris Chlorobium phaeobacteroides Leuconostoc mesenteroides Staphylococcus epidermidis Deinococcus radiodurans Enterococcus gallinarum Bacillus licheniformis Priestia megaterium Bacillus mycoides Bacillus pumilus Bacillus thuringiensis Clostridium kluyveri Weissella confusa Lactobacillus coryniformis Listeria monocytogenes Actinomyces viscosus Cellulomonas flavigena Corynebacterium diphtheriae Corynebacterium glutamicum Mycobacterium avium Roseobacter denitrificans Staphylococcus lugdunensis Staphylococcus saprophyticus Thiobacillus denitrificans Enterococcus casseliflavus Veillonella atypica Veillonella dispar Stenotrophomonas maltophilia Actinosynnema mirum Enterococcus cecorum Acidimicrobium ferrooxidans Desulfotomaculum reducens Burkholderia vietnamiensis Enterobacter cancerogenus Bifidobacterium gallicum Bacillus clausii Bacillus pseudofirmus Methanocaldococcus fervens Bacillus selenitireducens Burkholderia multivorans Burkholderia cenocepacia Actinomyces urogenitalis Syntrophobacter fumaroxidans Citrobacter youngae Leuconostoc kimchii Burkholderia ambifaria Prevotella copri Alicycliphilus denitrificans Desulfovibrio magneticus Shewanella denitrificans Methylocella silvestris Bacteroides massiliensis Escherichia albertii Geobacter bemidjiensis Lactobacillus antri Bacteroides nordii Bacteroides plebeius Phocaeicola coprocola Bacteroides pyogenes Syntrophus aciditrophicus Bacteroides intestinalis Bacteroides salanitronis Actinomyces oris Bacteroides fluxus Bacteroides oleiciplenus Bacteroides faecis Agrobacterium tumefaciens Bacteroides helcogenes Bacteroides xylanisolvens Clostridium beijerinckii Dysgonomonas gadei Enterococcus hirae Haemophilus parainfluenzae Klebsiella variicola Lactococcus lactis Leuconostoc citreum Odoribacter splanchnicus Parabacteroides goldsteinii Porphyromonas asaccharolytica Prevotella ruminicola Veillonella parvula Rothia dentocariosa Rothia mucilaginosa Actinomyces graevenitzii Barnesiella intestinihominis Actinobacillus pleuropneumoniae serovar 5b str. L20 Actinobacillus pleuropneumoniae serovar 3 str. JL03 Actinobacillus pleuropneumoniae serovar 7 str. AP76 Aeromonas hydrophila subsp. hydrophila ATCC 7966 Agrobacterium tumefaciens str. C58 Arcanobacterium haemolyticum DSM 20595 Bacillus cereus ATCC 10987 Bacillus megaterium QM B1551 Bacillus thuringiensis serovar konkukian str. 97-27 Bacillus licheniformis ATCC 14580 Bacillus clausii KSM-K16 Bacillus amyloliquefaciens FZB42 Bacillus pumilus SAFR-032 Bacillus cereus B4264 Bacillus cereus AH820 Bacillus cereus G9842 Bacillus cereus Q1 Priestia megaterium DSM 319 Bacillus subtilis subsp. spizizenii str. W23 Bacillus amyloliquefaciens DSM 7 Bradyrhizobium japonicum USDA 110 Capnocytophaga ochracea DSM 7271 Citrobacter koseri ATCC BAA-895 Corynebacterium aurimucosum ATCC 700975 Corynebacterium kroppenstedtii DSM 44385 Cronobacter sakazakii ATCC BAA-894 Cryptobacterium curtum DSM 15641 Delftia acidovorans SPH-1 Dyadobacter fermentans DSM 18053 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 Haemophilus influenzae PittGG Klebsiella pneumoniae subsp. pneumoniae MGH 78578 Kocuria rhizophila DC2201 Kytococcus sedentarius DSM 20547 Lactococcus lactis subsp. lactis Il1403 Lactococcus lactis subsp. cremoris SK11 Lactococcus lactis subsp. cremoris MG1363 Laribacter hongkongensis HLHK9 Leuconostoc mesenteroides subsp. mesenteroides ATCC 8293 Lysinibacillus sphaericus C3-41 Methylobacterium radiotolerans JCM 2831 Methylobacterium populi BJ001 Micrococcus luteus NCTC 2665 Mobiluncus curtisii ATCC 43063 Mycobacterium avium subsp. paratuberculosis K-10 Mycobacterium avium 104 Tropheryma whipplei str. Twist Escherichia coli 042 Edwardsiella tarda FL6-60 Porphyromonas gingivalis W83 Propionibacterium freudenreichii subsp. shermanii CIRM-BIA1 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 Rhizobium leguminosarum bv. trifolii WSM2304 Rhodococcus erythropolis PR4 Rothia mucilaginosa DY-18 Rothia dentocariosa ATCC 17931 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 Staphylococcus aureus subsp. aureus Mu50 Staphylococcus aureus subsp. aureus COL Staphylococcus aureus subsp. aureus MRSA252 Staphylococcus epidermidis RP62A Staphylococcus epidermidis ATCC 12228 Staphylococcus haemolyticus JCSC1435 Staphylococcus saprophyticus subsp. saprophyticus ATCC 15305 Staphylococcus aureus subsp. aureus NCTC 8325 Stenotrophomonas maltophilia K279a Stenotrophomonas maltophilia R551-3 Vibrio parahaemolyticus RIMD 2210633 Yersinia enterocolitica subsp. enterocolitica 8081 Yersinia pseudotuberculosis IP 31758 Aquifex aeolicus Bacteroides cellulosilyticus DSM 14838 Bacteroides eggerthii 1_2_48FAA Bacteroides fluxus YIT 12057 Bacteroides graminisolvens Bacteroides graminisolvens DSM 19988 = JCM 15093 Bacteroides intestinalis DSM 17393 Bacteroides nordii CL02T12C05 Bacteroides oleiciplenus YIT 12058 Bacteroides ovatus ATCC 8483 Bacteroides pyogenes DSM 20611 = JCM 6294 Bacteroides uniformis ATCC 8492 Bacteroides xylanisolvens SD CC 1b Bacteroides sp. 1_1_14 Bacteroides sp. 1_1_30 Bacteroides sp. 2_1_22 Bacteroides sp. 2_2_4 Bacteroides sp. D2 Bacteroides sp. D20 Bacteroides sp. D22 Barnesiella intestinihominis YIT 11860 Butyricimonas virosa Porphyromonas endodontalis Porphyromonas uenonis 60-3 Paraprevotella clara YIT 11840 Paraprevotella xylaniphila YIT 11841 Prevotella bivia DSM 20514 Prevotella buccae ATCC 33574 Prevotella denticola Prevotella disiens FB035-09AN Prevotella loescheii DSM 19665 = JCM 12249 = ATCC 15930 Prevotella oralis ATCC 33269 Prevotella pallens ATCC 700821 Prevotella salivae DSM 15606 Prevotella shahii DSM 15611 = JCM 12083 Prevotella timonensis CRIS 5C-B1 Parabacteroides johnsonii DSM 18315 Parabacteroides sp. D13 Tannerella forsythia Bacteroides coprophilus DSM 18228 = JCM 13818 Bacteroides dorei DSM 17855 Spirosoma linguale Chlorobium limicola Thermodesulfovibrio yellowstonii Beijerinckia indica Bradyrhizobium elkanii Methylobacterium mesophilicum Methylobacterium mesophilicum SR1.6/6 Alcaligenes faecalis Burkholderia cepacia GG4 Parasutterella excrementihominis YIT 11859 Laribacter hongkongensis Methyloversatilis universalis Methyloversatilis universalis FAM5 Desulfococcus oleovorans Bilophila wadsworthia 3_1_6 Desulfovibrio piger ATCC 29098 Campylobacter showae CSUNSWCD Aeromonas caviae Aeromonas media Aeromonas veronii Succinatimonas hippei Succinatimonas hippei YIT 12066 Succinivibrio dextrinosolvens Allochromatium vinosum 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 haemolyticus Acinetobacter johnsonii Acinetobacter johnsonii SH046 Acinetobacter junii SH205 Grimontia hollisae CIP 101886 Vibrio fluvialis Vibrio fluvialis PG41 Vibrio parahaemolyticus Vibrio mimicus Actinomyces graevenitzii C83 Actinomyces naeslundii Actinomyces naeslundii str. Howell 279 Actinomyces urogenitalis DSM 15434 Actinomyces viscosus C505 Mobiluncus curtisii Trueperella pyogenes Bifidobacterium stercoris JCM 15918 Bifidobacterium boum Bifidobacterium gallicum DSM 20093 = LMG 11596 Bifidobacterium longum subsp. infantis CCUG 52486 Bifidobacterium thermacidophilum Bifidobacterium thermophilum Corynebacterium amycolatum Corynebacterium aurimucosum Corynebacterium durum Corynebacterium durum F0235 Corynebacterium tuberculostearicum Corynebacterium tuberculostearicum SK141 Gordonia terrae C-6 Rhodococcus erythropolis Brevibacterium casei Brevibacterium casei S18 Brevibacterium linens Microbacterium oleivorans Kocuria palustris PEL Rothia aeria F0474 Cellulosimicrobium cellulans Tropheryma whipplei Propionibacterium Streptomyces avermitilis Thermomonospora curvata Cryptobacterium curtum Slackia exigua ATCC 700122 Bacillus altitudinis Bacillus infantis NRRL B-14911 Bacillus firmus DS1 Lysinibacillus sphaericus Listeria grayi Listeria grayi DSM 20601 Listeria monocytogenes 10403S Aneurinibacillus aneurinilyticus Aneurinibacillus aneurinilyticus ATCC 12856 Paenibacillus lactis 154 Exiguobacterium aurantiacum Enterococcus caccae ATCC BAA-1240 Enterococcus casseliflavus ATCC 12755 Enterococcus cecorum DSM 20682 = ATCC 43198 Lactobacillus antri DSM 16041 Lactobacillus coryniformis subsp. coryniformis CECT 5711 Leuconostoc lactis Leuconostoc mesenteroides subsp. cremoris ATCC 19254 Weissella cibaria Weissella paramesenteroides Weissella paramesenteroides ATCC 33313 Lactococcus garvieae Veillonella atypica ACS-049-V-Sch6 Veillonella dispar ATCC 17748 Halococcus morrhuae DSM 1307 Halococcus morrhuae Streptomyces coelicolor A3(2) 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 Corynebacterium glutamicum ATCC 13032 Clostridioides difficile NAP08 Shewanella frigidimarina NCIMB 400 Bacillus cytotoxicus NVH 391-98 Bifidobacterium longum subsp. longum Eggerthella sp. YY7918 Leuconostoc citreum KM20 Acidimicrobium ferrooxidans DSM 10331 Alicyclobacillus acidocaldarius subsp. acidocaldarius DSM 446 Amycolatopsis mediterranei U32 Anoxybacillus flavithermus WK1 Arthrobacter sp. FB24 Arthrobacter aurescens TC1 Arthrobacter chlorophenolicus A6 Bacillus selenitireducens MLS10 Beutenbergia cavernae DSM 12333 Bifidobacterium dentium Bd1 Butyrivibrio proteoclasticus B316 Catenulispora acidiphila DSM 44928 Cellulomonas flavigena DSM 20109 Clavibacter michiganensis subsp. michiganensis NCPPB 382 Clostridium thermocellum ATCC 27405 Clostridium kluyveri DSM 555 Clostridium kluyveri NBRC 12016 Conexibacter woesei DSM 14684 Corynebacterium jeikeium K411 Corynebacterium glutamicum R Corynebacterium urealyticum DSM 7109 Corynebacterium resistens DSM 45100 Deinococcus radiodurans R1 Deinococcus geothermalis DSM 11300 Deinococcus proteolyticus MRP Desulfotomaculum reducens MI-1 Exiguobacterium sibiricum 255-15 Exiguobacterium sp. AT1b Geobacillus kaustophilus HTA426 Geobacillus thermodenitrificans NG80-2 Gordonia bronchialis DSM 43247 Intrasporangium calvum DSM 43043 Jonesia denitrificans DSM 20603 Kineococcus radiotolerans SRS30216 Kribbella flavida DSM 17836 Leuconostoc kimchii IMSNU 11154 Listeria innocua Clip11262 Listeria welshimeri serovar 6b str. SLCC5334 Macrococcus caseolyticus JCSC5402 Mycobacterium leprae TN Mycobacterium bovis AF2122/97 Mycobacterium ulcerans Agy99 Mycobacterium vanbaalenii PYR-1 Mycobacterium bovis BCG str. Pasteur 1173P2 Mycobacterium tuberculosis H37Ra Mycobacterium abscessus ATCC 19977 Mycobacterium leprae Br4923 Mycobacterium sp. Spyr1 Mycobacterium sp. JDM601 Mycobacterium canettii CIPT 140010059 Nakamurella multipartita DSM 44233 Nocardia farcinica IFM 10152 Nocardioides sp. JS614 Corynebacterium diphtheriae NCTC 13129 Oceanobacillus iheyensis HTE831 Bacillus tusciae DSM 2912 Thermobaculum terrenum ATCC BAA-798 Pseudonocardia dioxanivorans CB1190 Renibacterium salmoninarum ATCC 33209 Rhodococcus opacus B4 Rhodococcus jostii RHA1 Rhodococcus equi 103S Rubrobacter xylanophilus DSM 9941 Saccharomonospora viridis DSM 43017 Salinispora tropica CNB-440 Sanguibacter keddieii DSM 10542 Slackia heliotrinireducens DSM 20476 Sphaerobacter thermophilus DSM 20745 Stackebrandtia nassauensis DSM 44728 Staphylococcus carnosus subsp. carnosus TM300 Streptomyces scabiei 87.22 Streptomyces violaceusniger Tu 4113 Streptosporangium roseum DSM 43021 Symbiobacterium thermophilum IAM 14863 Thermoanaerobacter sp. X514 Thermobispora bispora DSM 43833 Thermomonospora curvata DSM 43183 Tsukamurella paurometabola DSM 20162 Xylanimonas cellulosilytica DSM 15894 Aspergillus nomiae NRRL 13137 Aspergillus novofumigatus Aspergillus novofumigatus IBT 16806 Aspergillus parasiticus SU-1 Aspergillus phoenicis Aspergillus ruber Aspergillus sclerotioniger Aspergillus glaucus Aspergillus aculeatus ATCC 16872 Aspergillus leporis Aspergillus niger ATCC 1015 Aspergillus oryzae RIB40 Aspergillus terreus NIH2624 Aspergillus wentii Aspergillus clavatus NRRL 1 Aspergillus fischeri NRRL 181 Aspergillus fumigatus A1163 Aspergillus fumigatus Af293 Aspergillus calidoustus Aspergillus nidulans FGSC A4 Aspergillus taichungensis Aspergillus tamarii Aspergillus thermomutatus Aspergillus tubingensis Aspergillus violaceofuscus Aspergillus viridinutans Penicillium brevicompactum Penicillium canescens Penicillium chermesinum Penicillium citrinum Penicillium concentricum Penicillium daleae Penicillium decumbens Penicillium griseofulvum Penicillium hordei Penicillium italicum Penicillium nalgiovense Penicillium oxalicum Penicillium roqueforti FM164 Penicillium solitum Penicillium steckii Penicillium thymicola Penicillium vulpinum Trichoderma asperellum Trichoderma atroviride IMI 206040 Trichoderma citrinoviride Trichoderma longibrachiatum Trichoderma parareesei Trichoderma reesei QM6a Trichoderma virens Trichoderma virens Gv29-8 Fusarium acutatum Fusarium fujikuroi IMI 58289 Fusarium mangiferae Fusarium nygamai Fusarium proliferatum ET1 Fusarium subglutinans Fusarium verticillioides 7600 Fusarium heterosporum Fusarium equiseti Fusarium oxysporum Fo5176 Fusarium oxysporum f. sp. lycopersici 4287 Fusarium austroamericanum Fusarium graminearum PH-1 Fusarium poae Fusarium pseudograminearum CS3096 Fusarium sporotrichioides Fusarium vanettenii Fusarium vanettenii 77-13-4 Fusarium tricinctum Paraburkholderia graminis C4D1M Schaalia cardiffensis F0333 Schaalia odontolytica ATCC 17982 Schaalia turicensis ACS-279-V-Col4 Mycolicibacterium fortuitum subsp. fortuitum DSM 46621 = ATCC 6841 Rhodococcus hoagii ATCC 33707 Acidipropionibacterium acidipropionici ATCC 4875 Cutibacterium granulosum DSM 20700 Leuconostoc mesenteroides subsp. cremoris Bacteroides helcogenes P 36-108 Bacteroides salanitronis DSM 18170 Klebsiella aerogenes KCTC 2190 Acaryochloris marina MBIC11017 Acidiphilium cryptum JF-5 Acidiphilium multivorum AIU301 Acidovorax citrulli AAC00-1 Acidovorax sp. JS42 Acidovorax ebreus TPSY Aeromonas salmonicida subsp. salmonicida A449 Agrobacterium radiobacter K84 Rhodoferax ferrireducens T118 Alicycliphilus denitrificans K601 Vibrio fischeri MJ11 Aliivibrio salmonicida LFI1238 Anabaena variabilis ATCC 29413 Aquifex aeolicus VF5 Azotobacter vinelandii DJ Mannheimia succiniciproducens MBEL55E Beijerinckia indica subsp. indica ATCC 9039 Bradyrhizobium sp. ORS278 Bradyrhizobium sp. BTAi1 Brucella melitensis bv. 1 str. 16M Brucella abortus bv. 1 str. 9-941 Brucella canis ATCC 23365 Brucella suis ATCC 23445 Brucella abortus S19 Brucella melitensis ATCC 23457 Burkholderia pseudomallei 1710b Burkholderia sp. 383 Burkholderia xenovorans LB400 Burkholderia ambifaria AMMD Burkholderia pseudomallei 1106a Burkholderia vietnamiensis G4 Burkholderia cenocepacia MC0-3 Burkholderia ambifaria MC40-6 Burkholderia phymatum STM815 Burkholderia phytofirmans PsJN Burkholderia cenocepacia J2315 Candidatus Pelagibacter ubique HTCC1062 Candidatus Protochlamydia amoebophila UWE25 Capnocytophaga canimorsus Cc5 Caulobacter crescentus CB15 Caulobacter crescentus NA1000 Caulobacter segnis ATCC 21756 Cellulophaga algicola DSM 14237 Cellvibrio japonicus Ueda107 Cellvibrio gilvus ATCC 13127 Chitinophaga pinensis DSM 2588 Chlorobium tepidum TLS Chlorobium phaeobacteroides DSM 266 Chlorobium limicola DSM 245 Chloroflexus aurantiacus J-10-fl Chloroflexus aggregans DSM 9485 Chloroherpeton thalassium ATCC 35110 Chromohalobacter salexigens DSM 3043 Citrobacter rodentium ICC168 Coxiella burnetii RSA 493 Coxiella burnetii Dugway 5J108-111 Cronobacter turicensis z3032 Cupriavidus metallidurans CH34 Cupriavidus taiwanensis LMG 19424 Cupriavidus necator N-1 Cyanothece sp. ATCC 51142 Cyanothece sp. PCC 8801 Cyanothece sp. PCC 7424 Cytophaga hutchinsonii ATCC 33406 Deinococcus deserti VCD115 Desulfitobacterium hafniense Y51 Desulfitobacterium hafniense DCB-2 Desulfococcus oleovorans Hxd3 Desulfomicrobium baculatum DSM 4028 Desulfotalea psychrophila LSv54 Desulfovibrio magneticus RS-1 Dickeya dadantii Ech703 Dickeya zeae Ech1591 Dickeya dadantii Ech586 Dickeya dadantii 3937 Edwardsiella ictaluri 93-146 Enterobacter sp. 638 Enterobacter cloacae SCF1 Erwinia billingiae Eb661 Ferrimonas balearica DSM 9799 Flavobacterium psychrophilum JIP02/86 Geobacter uraniireducens Rf4 Geobacter bemidjiensis Bem Geobacter sp. FRC-32 Geobacter sp. M18 Gloeobacter violaceus PCC 7421 Gluconacetobacter diazotrophicus PAl 5 Gramella forsetii KT0803 Haemophilus parasuis SH0165 Haemophilus influenzae F3047 Haliangium ochraceum DSM 14365 Halorhabdus utahensis DSM 12940 Halorhodospira halophila SL1 Haloterrigena turkmenica DSM 5511 Heliobacterium modesticaldum Ice1 Herpetosiphon aurantiacus DSM 785 Hydrogenobacter thermophilus TK-6 Hyphomonas neptunium ATCC 15444 Idiomarina loihiensis L2TR Klebsiella pneumoniae 342 Leadbetterella byssophila DSM 17132 Legionella longbeachae NSW150 Leifsonia xyli subsp. xyli str. CTCB07 Magnetospirillum magneticum AMB-1 Maricaulis maris MCS10 Marinobacter aquaeolei VT8 Marinomonas mediterranea MMB-1 Marinomonas posidonica IVIA-Po-181 Meiothermus silvanus DSM 9946 Methanocaldococcus fervens AG86 Methylobacterium chloromethanicum CM4 Methylobacterium nodulans ORS 2060 Methylobacterium extorquens AM1 Methylobacterium extorquens DM4 Methylocella silvestris BL2 Methylotenera mobilis JLW8 Microbacterium testaceum StLB037 Microcystis aeruginosa NIES-843 Natrialba magadii ATCC 43099 Nitrobacter winogradskyi Nb-255 Nitrosococcus oceani ATCC 19707 Nitrosococcus halophilus Nc4 Nitrosomonas eutropha C91 Nostoc sp. PCC 7120 Nostoc punctiforme PCC 73102 Haemophilus ducreyi 35000HP Xanthomonas axonopodis pv. citri str. 306 Nitrosomonas europaea ATCC 19718 Bdellovibrio bacteriovorus HD100 Thermus thermophilus HB27 Synechococcus sp. JA-2-3B'a(2-13) Sorangium cellulosum 'So ce 56' Opitutus terrae PB90-1 Thermodesulfovibrio yellowstonii DSM 11347 Gemmatimonas aurantiaca T-27 Thermus scotoductus SA-01 Pantoea ananatis LMG 20103 Paracoccus denitrificans PD1222 Parvibaculum lavamentivorans DS-1 Pasteurella multocida subsp. multocida str. Pm70 Pectobacterium atrosepticum SCRI1043 Pectobacterium carotovorum subsp. carotovorum PC1 Chlorobium luteolum DSM 273 Pelodictyon phaeoclathratiforme BU-1 Phenylobacterium zucineum HLK1 Photobacterium profundum SS9 Photorhabdus luminescens subsp. laumondii TTO1 Photorhabdus asymbiotica subsp. asymbiotica ATCC 43949 Polaromonas sp. JS666 Polaromonas naphthalenivorans CJ2 Polynucleobacter necessarius subsp. asymbioticus QLW-P1DMWA-1 Prochlorococcus marinus subsp. marinus str. CCMP1375 Prochlorococcus marinus str. AS9601 Prosthecochloris aestuarii DSM 271 Pseudoalteromonas haloplanktis TAC125 Pseudomonas syringae pv. tomato str. DC3000 Pseudomonas syringae pv. phaseolicola 1448A Pseudomonas syringae pv. syringae B728a Pseudomonas fulva 12-X Psychromonas ingrahamii 37 Rhizobium leguminosarum bv. trifolii WSM1325 Rhodopseudomonas palustris CGA009 Rhodopseudomonas palustris HaA2 Rhodopseudomonas palustris BisB5 Rhodospirillum centenum SW Rhodothermus marinus DSM 4252 Roseiflexus sp. RS-1 Roseiflexus castenholzii DSM 13941 Roseobacter denitrificans OCh 114 Roseobacter litoralis Och 149 Ruegeria pomeroyi DSS-3 Ruegeria sp. TM1040 Saccharophagus degradans 2-40 Salinibacter ruber DSM 13855 Salmonella enterica subsp. enterica serovar Paratyphi A str. Sebaldella termitidis ATCC 33386 Segniliparus rotundus DSM 44985 Shewanella oneidensis MR-1 Shewanella sp. ANA-3 Shewanella amazonensis SB2B Shewanella sp. W3-18-1 Shewanella baltica OS155 Shewanella loihica PV-4 Shewanella sediminis HAW-EB3 Shewanella pealeana ATCC 700345 Shewanella baltica OS195 Shewanella halifaxensis HAW-EB4 Shewanella woodyi ATCC 51908 Shewanella piezotolerans WP3 Shewanella violacea DSS12 Shigella flexneri 2a str. 301 Shigella boydii Sb227 Shigella boydii CDC 3083-94 Sinorhizobium meliloti 1021 Sinorhizobium medicae WSM419 Sphingobium japonicum UT26S Sphingomonas wittichii RW1 Sphingopyxis alaskensis RB2256 Spirochaeta thermophila DSM 6192 Synechococcus sp. JA-3-3Ab Synechococcus sp. PCC 7002 Syntrophobacter fumaroxidans MPOB Syntrophus aciditrophicus SB Teredinibacter turnerae T7901 Thermomicrobium roseum DSM 5159 Tolumonas auensis DSM 9187 Variovorax paradoxus EPS Verminephrobacter eiseniae EF01-2 Vibrio vulnificus CMCP6 Vibrio vulnificus YJ016 Vibrio splendidus LGP32 Waddlia chondrophila WSU 86-1044 Weeksella virosa DSM 16922 Xanthomonas oryzae pv. oryzae KACC10331 Xanthomonas campestris pv. vesicatoria str. 85-10 Xanthomonas oryzae pv. oryzae PXO99A Xenorhabdus bovienii SS-2004 Xenorhabdus nematophila ATCC 19061 Zunongwangia profunda SM-A87 Zymomonas mobilis subsp. pomaceae ATCC 29192 Sphingobacterium paucimobilis HER1398 Atlantibacter hermannii NBRC 105704 Klebsiella michiganensis KCTC 1686 Chania multitudinisentens RB-25 Hungatella hathewayi DSM 13479 Veillonella seminalis ACS-216-V-Col6b Veillonella sp. 6_1_27

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
MMDBr0018892	2-Succinylbenzoyl-CoA	1,4-Dihydroxy-2-naphthoyl-CoA	1,4-dihydroxy-2-naphthoyl-CoA synthase	Synthesis	PathBank	31602464
MMDBr0018895	1,4-Dihydroxy-2-naphthoyl-CoA	1,4-Dihydroxy-2-naphthoyl-CoA	1,4-dihydroxy-2-naphthoyl-CoA hydrolase	Hydrolysis of bond	PathBank	31602464
MMDBr0018898	1,4-Dihydroxy-2-naphthoyl-CoA	2-Demethylmenaquinol 8	1,4-dihydroxy-2-naphthoate octaprenyltransferase	Synthesis; Reverse C-prenylation of phenalenone; Transfer of a prenyl group	PathBank	31602464
MMDBr0018899	Octaprenyl diphosphate	2-Demethylmenaquinol 8	1,4-dihydroxy-2-naphthoate octaprenyltransferase	Synthesis; Reverse C-prenylation of phenalenone; Transfer of a prenyl group	PathBank	31602464
MMDBr0038756	1,4-Dihydroxy-2-naphthoyl-CoA	1,4-Dihydroxy-2-naphthoic acid	Thioesterase TesA	Hydrolysis	RHEA	34755880

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/Eubacteria	Proteobacteria	5	Human ; Human feces; Human feces; pleural fluid plaque; bal; Chicken	Unknown
Bacteria/Eubacteria	Cyanobacteria	31	Human
Bacteria	nah	1
Bacteria/Eubacteria	Firmicutes	11	Human feces; Human
Bacteria/Eubacteria	Actinobacteria	3	Human

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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46878473

PDB ID

Not Available

ChEBI ID

58897

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

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 ]
Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for 1,4-Dihydroxy-2-naphthoyl-CoA (MMDBc0029966)

MOL for #<Metabolite:0x00005624ca19ff60>

3D MOL for #<Metabolite:0x00005624ca19ff60>

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3D-SDF for #<Metabolite:0x00005624ca19ff60>

PDB for #<Metabolite:0x00005624ca19ff60>

3D PDB for #<Metabolite:0x00005624ca19ff60>

SMILES for #<Metabolite:0x00005624ca19ff60>

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Structure for #<Metabolite:0x00005624ca19ff60>

3D Structure for #<Metabolite:0x00005624ca19ff60>