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

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
   -6.5461   -5.6348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -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
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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
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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
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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
    6.4444    2.2862    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
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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
 24 43  1  6  0  0  0
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 46 31  2  0  0  0  0
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 55 13  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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    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
 31 18  1  0  0  0  0
 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
 39 28  1  0  0  0  0
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 41 21  1  0  0  0  0
 42 23  1  0  0  0  0
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 59 57  1  0  0  0  0
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 60 54  1  0  0  0  0
 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
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 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

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

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

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

Exposure Sources

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

References

Synthesis Reference

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:0x00007fdb701a65c8>

3D MOL for #<Metabolite:0x00007fdb701a65c8>

3D SDF for #<Metabolite:0x00007fdb701a65c8>

3D-SDF for #<Metabolite:0x00007fdb701a65c8>

PDB for #<Metabolite:0x00007fdb701a65c8>

3D PDB for #<Metabolite:0x00007fdb701a65c8>

SMILES for #<Metabolite:0x00007fdb701a65c8>

INCHI for #<Metabolite:0x00007fdb701a65c8>

Structure for #<Metabolite:0x00007fdb701a65c8>

3D Structure for #<Metabolite:0x00007fdb701a65c8>