MiMeDB: Showing metabocard for 3,5-Tetradecadienoyl-CoA (MMDBc0030150)

Microbial

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:55:55 UTC

Update Date

2022-08-31 17:40:10 UTC

Metabolite ID

MMDBc0030150

Metabolite Identification

Common Name

3,5-Tetradecadienoyl-CoA

Description

3,5-tetradecadienoyl-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. (inferred from compound structure)

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 05301214362D          

 68 70  0  0  0  0            999 V2000
   -9.1725   21.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8149   16.8308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9899   18.2597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4581   20.8452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7436   21.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0291   20.8452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3147   21.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6002   20.8452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8857   21.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1712   20.8452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4568   21.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7423   20.8452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0278   21.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3134   20.8452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5989   21.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2590   19.6077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2590   18.7827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8301   21.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8301   22.0827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4037   17.9577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1169   17.9577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3776   15.4354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6569   18.0684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1182   17.5452    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5445   20.0202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5989   22.0827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5501   17.0764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0114   16.5532    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.2044   16.7247    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6879   17.1327    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.2175   16.5915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7964   16.7408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9735   17.5452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4239   17.2677    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4024   17.5452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9712   16.9270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5445   20.8452    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9735   18.3702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1313   15.7710    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7102   15.9204    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4638   17.8969    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2444   17.3539    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8301   19.6077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3134   22.4952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3469   15.7995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6879   16.3077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2590   17.1327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0616   17.2123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5518   15.6430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0221   16.6826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5623   17.2433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3873   18.6722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9583   17.2433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1333   18.6722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6892   17.5452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8314   17.5452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8719   17.8808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.2603   18.3702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8067   16.4277    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.9748   17.9577    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    6.5458   17.9577    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.1156   22.4952    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.6217   16.8864    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4922   15.9121    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6879   17.9577    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8732   16.5758    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  2  0  0  0  0
 12 13  1  4  0  0  0
 14 13  2  0  0  0  0
 14 15  1  4  0  0  0
 17 16  1  0  0  0  0
 19 18  1  0  0  0  0
 24 20  1  1  0  0  0
 25 16  1  0  0  0  0
 26 15  1  0  0  0  0
 29 24  1  0  0  0  0
 29 28  1  0  0  0  0
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 35 21  1  0  0  0  0
 35 30  1  0  0  0  0
 36 31  1  0  0  0  0
 37 18  1  4  0  0  0
 37 25  2  0  0  0  0
 38 17  1  4  0  0  0
 38 33  2  0  0  0  0
 39 22  2  0  0  0  0
 39 31  1  0  0  0  0
 40 22  1  0  0  0  0
 40 32  2  0  0  0  0
 41 23  2  0  0  0  0
 41 27  1  0  0  0  0
 42 23  1  0  0  0  0
 42 32  1  0  0  0  0
 34 42  1  1  0  0  0
 43 25  1  0  0  0  0
 44 26  2  0  0  0  0
 28 45  1  6  0  0  0
 30 46  1  6  0  0  0
 47 33  1  0  0  0  0
 55 20  1  0  0  0  0
 56 21  1  0  0  0  0
 57 24  1  0  0  0  0
 57 34  1  0  0  0  0
 29 58  1  6  0  0  0
 60 48  1  0  0  0  0
 60 49  1  0  0  0  0
 60 50  2  0  0  0  0
 60 58  1  0  0  0  0
 61 51  1  0  0  0  0
 61 52  2  0  0  0  0
 61 55  1  0  0  0  0
 61 59  1  0  0  0  0
 62 53  1  0  0  0  0
 62 54  2  0  0  0  0
 62 56  1  0  0  0  0
 62 59  1  0  0  0  0
 63 19  1  0  0  0  0
 63 26  1  0  0  0  0
 24 64  1  6  0  0  0
 28 65  1  1  0  0  0
 29 66  1  1  0  0  0
 30 67  1  6  0  0  0
 34 68  1  6  0  0  0
M  END


  Mrv0541 05301214362D          

 68 70  0  0  0  0            999 V2000
   -9.1725   21.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8149   16.8308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9899   18.2597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4581   20.8452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7436   21.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0291   20.8452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3147   21.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6002   20.8452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8857   21.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1712   20.8452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4568   21.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7423   20.8452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0278   21.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3134   20.8452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5989   21.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.8301   21.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.1169   17.9577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3776   15.4354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6569   18.0684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1182   17.5452    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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   14.2175   16.5915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7964   16.7408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9735   17.5452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4239   17.2677    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4024   17.5452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9712   16.9270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5445   20.8452    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9735   18.3702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1313   15.7710    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   11.3469   15.7995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.5623   17.2433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.8067   16.4277    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
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    9.6217   16.8864    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6879   17.9577    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8732   16.5758    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  4  1  0  0  0  0
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 62 56  1  0  0  0  0
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 63 19  1  0  0  0  0
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 24 64  1  6  0  0  0
 28 65  1  1  0  0  0
 29 66  1  1  0  0  0
 30 67  1  6  0  0  0
 34 68  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0030150

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@](O)(C(O)=NCCC(O)=NCCSC(=O)CC=CC=CCCCCCCCC)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/C35H58N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-26(44)63-19-18-37-25(43)16-17-38-33(47)30(46)35(2,3)21-56-62(53,54)59-61(51,52)55-20-24-29(58-60(48,49)50)28(45)34(57-24)42-23-41-27-31(36)39-22-40-32(27)42/h11-14,22-24,28-30,34,45-46H,4-10,15-21H2,1-3H3,(H,37,43)(H,38,47)(H,51,52)(H,53,54)(H2,36,39,40)(H2,48,49,50)/t24-,28-,29-,30+,34-/m1/s1

> <INCHI_KEY>
QADUDNMSWUFMGZ-QSGBVPJFSA-N

> <FORMULA>
C35H58N7O17P3S

> <MOLECULAR_WEIGHT>
973.858

> <EXACT_MASS>
973.282273691

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
94.18197272452437

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <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)-2-hydroxy-3,3-dimethyl-N-(2-{[2-(tetradeca-3,5-dienoylsulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)butanimidic acid

> <ALOGPS_LOGP>
2.28

> <JCHEM_LOGP>
-0.46927449643033053

> <ALOGPS_LOGS>
-2.41

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
1.8332597801338055

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8251641989400063

> <JCHEM_PKA_STRONGEST_BASIC>
4.793384567417998

> <JCHEM_POLAR_SURFACE_AREA>
370.61000000000007

> <JCHEM_REFRACTIVITY>
230.72250000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
30

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.80e+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]-2-hydroxy-3,3-dimethyl-N-(2-{[2-(tetradeca-3,5-dienoylsulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)butanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 30-MAY-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-MAY-12         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   36  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   37  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   38  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   39  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   40  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   41  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   42  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   43  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   59  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   60  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   61  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   62  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   63  S   UNK     0       0.000   0.000   0.000  0.00  0.00           S+0
HETATM   64  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   65  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   66  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   67  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   68  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1    4                                                            
CONECT    2   35                                                            
CONECT    3   35                                                            
CONECT    4    1    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   26                                                       
CONECT   16   17   25                                                       
CONECT   17   16   38                                                       
CONECT   18   19   37                                                       
CONECT   19   18   63                                                       
CONECT   20   24   55                                                       
CONECT   21   35   56                                                       
CONECT   22   39   40                                                       
CONECT   23   41   42                                                       
CONECT   24   20   29   57   64                                             
CONECT   25   16   37   43                                                  
CONECT   26   15   44   63                                                  
CONECT   27   31   32   41                                                  
CONECT   28   29   34   45   65                                             
CONECT   29   24   28   58   66                                             
CONECT   30   33   35   46   67                                             
CONECT   31   27   36   39                                                  
CONECT   32   27   40   42                                                  
CONECT   33   30   38   47                                                  
CONECT   34   28   42   57   68                                             
CONECT   35    2    3   21   30                                             
CONECT   36   31                                                            
CONECT   37   18   25                                                       
CONECT   38   17   33                                                       
CONECT   39   22   31                                                       
CONECT   40   22   32                                                       
CONECT   41   23   27                                                       
CONECT   42   23   32   34                                                  
CONECT   43   25                                                            
CONECT   44   26                                                            
CONECT   45   28                                                            
CONECT   46   30                                                            
CONECT   47   33                                                            
CONECT   48   60                                                            
CONECT   49   60                                                            
CONECT   50   60                                                            
CONECT   51   61                                                            
CONECT   52   61                                                            
CONECT   53   62                                                            
CONECT   54   62                                                            
CONECT   55   20   61                                                       
CONECT   56   21   62                                                       
CONECT   57   24   34                                                       
CONECT   58   29   60                                                       
CONECT   59   61   62                                                       
CONECT   60   48   49   50   58                                             
CONECT   61   51   52   55   59                                             
CONECT   62   53   54   56   59                                             
CONECT   63   19   26                                                       
CONECT   64   24                                                            
CONECT   65   28                                                            
CONECT   66   29                                                            
CONECT   67   30                                                            
CONECT   68   34                                                            
MASTER        0    0    0    0    0    0    0    0   68    0  140    0
END

Synonyms

Not Available

Molecular Formula

C₃₅H₅₈N₇O₁₇P₃S

Average Mass

973.858

Monoisotopic Mass

973.282273691

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)-2-hydroxy-3,3-dimethyl-N-(2-{[2-(tetradeca-3,5-dienoylsulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)butanimidic acid

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]-2-hydroxy-3,3-dimethyl-N-(2-{[2-(tetradeca-3,5-dienoylsulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)butanimidic acid

CAS Registry Number

Not Available

SMILES

[H][C@](O)(C(O)=NCCC(O)=NCCSC(=O)CC=CC=CCCCCCCCC)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/C35H58N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-26(44)63-19-18-37-25(43)16-17-38-33(47)30(46)35(2,3)21-56-62(53,54)59-61(51,52)55-20-24-29(58-60(48,49)50)28(45)34(57-24)42-23-41-27-31(36)39-22-40-32(27)42/h11-14,22-24,28-30,34,45-46H,4-10,15-21H2,1-3H3,(H,37,43)(H,38,47)(H,51,52)(H,53,54)(H2,36,39,40)(H2,48,49,50)/t24-,28-,29-,30+,34-/m1/s1

InChI Key

QADUDNMSWUFMGZ-QSGBVPJFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain 3-enoyl coas. These are organic compounds containing a coenzyme A substructure linked to a long-chain 3-enoyl chain of 13 to 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl thioesters

Direct Parent

Long-chain 3-enoyl CoAs

Alternative Parents

Substituents

Coenzyme a or derivatives
Purine ribonucleoside diphosphate
Purine ribonucleoside bisphosphate
Purine ribonucleoside 3',5'-bisphosphate
Ribonucleoside 3'-phosphate
Pentose-5-phosphate
Pentose phosphate
N-glycosyl compound
Glycosyl compound
Pentose monosaccharide
Organic pyrophosphate
Monosaccharide phosphate
6-aminopurine
Purine
Imidazopyrimidine
Monoalkyl phosphate
Aminopyrimidine
Imidolactam
Alkyl phosphate
Pyrimidine
Phosphoric acid ester
Organic phosphoric acid derivative
N-substituted imidazole
Monosaccharide
Heteroaromatic compound
Tetrahydrofuran
Imidazole
Azole
Carbothioic s-ester
Thiocarboxylic acid ester
Secondary alcohol
Amino acid or derivatives
Oxacycle
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Sulfenyl compound
Thiocarboxylic acid or derivatives
Carboxylic acid derivative
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	3.8 g/L	ALOGPS
logP	2.28	ALOGPS
logP	-0.47	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	0.83	ChemAxon
pKa (Strongest Basic)	4.79	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	370.61 Å²	ChemAxon
Rotatable Bond Count	30	ChemAxon
Refractivity	230.72 m³·mol⁻¹	ChemAxon
Polarizability	94.18 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-1955000202-cd13ae0710938b9b17f5	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0019-1983200000-351ee81b795d98a131d1	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0019-2931000000-c5aa236a33ded27e9acf	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a7i-4960243407-60840f4aa3edae8ea242	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0560-3910201001-72205ebb6ff84b02d84f	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-057i-6900000000-1992c7659279c73b9c75	2015-09-15	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	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	637.3
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	411.5
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	628.8
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	549.5
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	518.7
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	149.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	2132.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	844.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	276.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	192.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	136.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	171.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	153.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	26.1
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (void)	2025-10-23	323.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	167.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	315.3
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	813.0
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	990.5

Retention Indices

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

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
Oleic Acid Oxidation

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
MMDBr0019172	2-trans,5-cis-tetradecadienoyl-CoA	3,5-Tetradecadienoyl-CoA	Fatty acid oxidation complex subunit alpha	Aerobic and anaerobic degradation of long-chain fatty acids	PathBank	31602464
MMDBr0019173	3,5-Tetradecadienoyl-CoA	3,5-tetradecadienoate	Long-chain acyl-CoA thioesterase FadM	Hydrolysis	PathBank	31602464
MMDBr0038766	3,5-Tetradecadienoyl-CoA	3,5-tetradecadienoate	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	1	Human ; Human feces; Human feces; pleural fluid plaque; bal	Unknown

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

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 ]

Showing metabocard for 3,5-Tetradecadienoyl-CoA (MMDBc0030150)

MOL for #<Metabolite:0x00007f9a9a643e30>

3D MOL for #<Metabolite:0x00007f9a9a643e30>

3D SDF for #<Metabolite:0x00007f9a9a643e30>

3D-SDF for #<Metabolite:0x00007f9a9a643e30>

PDB for #<Metabolite:0x00007f9a9a643e30>

3D PDB for #<Metabolite:0x00007f9a9a643e30>

SMILES for #<Metabolite:0x00007f9a9a643e30>

INCHI for #<Metabolite:0x00007f9a9a643e30>

Structure for #<Metabolite:0x00007f9a9a643e30>

3D Structure for #<Metabolite:0x00007f9a9a643e30>