MiMeDB: Showing metabocard for (3E,5Z)-tetradecadienoyl-CoA (MMDBc0054885)

Microbial

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2022-06-17 19:37:07 UTC

Update Date

2025-10-07 16:08:45 UTC

Metabolite ID

MMDBc0054885

Metabolite Identification

Common Name

(3E,5Z)-tetradecadienoyl-CoA

Description

(3E,5Z)-tetradecadienoyl-CoA is a fatty acyl-CoA derivative. There is limited literature available on this metabolite, indicating that its biological roles and functions are not well characterized in current research.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172221372D          

 72 74  0  0  1  0            999 V2000
   -3.4881   21.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1974   25.9802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5474   25.9802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7736   21.4427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0591   21.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3447   21.4427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6302   21.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0843   21.4427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7987   21.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5132   21.4427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2277   21.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9422   21.4427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9422   22.2677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6566   22.6802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6566   23.5052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5145   25.1552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2290   24.7427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3711   24.7427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6566   25.1552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5158   30.5177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3724   26.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6871   32.6980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0465   33.3903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2303   30.9302    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8000   24.7427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9422   23.9177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3523   33.6679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5360   31.2077    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.9840   30.5946    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.3724   25.1552    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.1059   34.0034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2660   32.8474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6579   24.7427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1235   31.9222    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.3724   25.9802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1922   34.8239    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0856   25.1552    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9435   25.1552    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7734   33.5185    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9335   32.3625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5986   34.0034    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4590   32.6759    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   14.3565   31.1215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.6579   23.9177    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   11.9904   29.8487    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
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   11.2138   28.5657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.2619   28.0427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2277   22.6802    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3711   22.2677    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2735   30.1063    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.8316   30.4375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8124   31.4016    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6579   25.5677    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.9474   31.9654    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
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 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
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 29 24  1  0  0  0  0
 29 28  1  0  0  0  0
 31 27  2  0  0  0  0
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 35 21  1  0  0  0  0
 35 30  1  0  0  0  0
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 34 42  1  1  0  0  0
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 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
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 57 34  1  0  0  0  0
 29 58  1  1  0  0  0
 60 48  1  0  0  0  0
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 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
 64 11  1  0  0  0  0
 65 12  1  0  0  0  0
 66 13  1  0  0  0  0
 67 14  1  0  0  0  0
 24 68  1  6  0  0  0
 28 69  1  1  0  0  0
 29 70  1  1  0  0  0
 30 71  1  6  0  0  0
 34 72  1  6  0  0  0
M  CHG  4  43  -1  47  -1  48  -1  49  -1
M  END


  Mrv1652306172221372D          

 72 74  0  0  1  0            999 V2000
   -3.4881   21.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1974   25.9802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5474   25.9802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7736   21.4427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0591   21.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3447   21.4427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6566   25.1552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.2619   28.0427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   10.0869   28.0427    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    2.9422   24.7427    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   13.9474   31.9654    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
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 63 19  1  0  0  0  0
 63 26  1  0  0  0  0
 64 11  1  0  0  0  0
 65 12  1  0  0  0  0
 66 13  1  0  0  0  0
 67 14  1  0  0  0  0
 24 68  1  6  0  0  0
 28 69  1  1  0  0  0
 29 70  1  1  0  0  0
 30 71  1  6  0  0  0
 34 72  1  6  0  0  0
M  CHG  4  43  -1  47  -1  48  -1  49  -1
M  END
> <DATABASE_ID>
MMDBc0054885

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(CCCCCCCC)=C(/[H])\C(\[H])=C(/[H])CC(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)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)/p-4/b12-11-,14-13+/t24-,28-,29-,30+,34-/m1/s1

> <INCHI_KEY>
QADUDNMSWUFMGZ-ROGIYNEGSA-J

> <FORMULA>
C35H54N7O17P3S

> <MOLECULAR_WEIGHT>
969.83

> <EXACT_MASS>
969.253169794

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_ATOM_COUNT>
117

> <JCHEM_AVERAGE_POLARIZABILITY>
92.52552518088265

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

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

> <JCHEM_LOGP>
0.6212773177033843

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.8916934609594889

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8202003156849478

> <JCHEM_PKA_STRONGEST_BASIC>
4.161302034584584

> <JCHEM_POLAR_SURFACE_AREA>
381.9300000000001

> <JCHEM_REFRACTIVITY>
249.57970000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
30

> <JCHEM_RULE_OF_FIVE>
0

> <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-[(3E,5Z)-tetradeca-3,5-dienoylsulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]butanecarboximidate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0      -6.511  39.256   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      19.035  48.496   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      15.955  48.496   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.177  40.026   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.844  39.256   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.510  40.026   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.176  39.256   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.157  40.026   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.491  39.256   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.825  40.026   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.158  39.256   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.492  40.026   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.492  41.566   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.826  42.336   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.826  43.876   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.160  46.956   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.494  46.186   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.159  46.186   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.826  46.956   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      21.496  56.966   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      17.495  50.036   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      29.283  61.036   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      24.354  62.329   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      22.830  57.736   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.827  46.186   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.492  44.646   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      26.791  62.847   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      25.267  58.254   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      24.237  57.110   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      17.495  46.956   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      28.198  63.473   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      26.630  61.315   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      16.161  46.186   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      24.497  59.588   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      17.495  48.496   0.000  0.00  0.00           C+0
HETATM   36  N   UNK     0      28.359  65.005   0.000  0.00  0.00           N+0
HETATM   37  N   UNK     0       9.493  46.956   0.000  0.00  0.00           N+0
HETATM   38  N   UNK     0      14.828  46.956   0.000  0.00  0.00           N+0
HETATM   39  N   UNK     0      29.444  62.568   0.000  0.00  0.00           N+0
HETATM   40  N   UNK     0      27.876  60.410   0.000  0.00  0.00           N+0
HETATM   41  N   UNK     0      25.384  63.473   0.000  0.00  0.00           N+0
HETATM   42  N   UNK     0      25.124  60.995   0.000  0.00  0.00           N+0
HETATM   43  O   UNK     0      10.827  44.646   0.000  0.00  0.00           O-1
HETATM   44  O   UNK     0       4.158  43.876   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      26.799  58.093   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      18.829  46.186   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      16.161  44.646   0.000  0.00  0.00           O-1
HETATM   48  O   UNK     0      22.382  55.718   0.000  0.00  0.00           O-1
HETATM   49  O   UNK     0      24.443  53.429   0.000  0.00  0.00           O-1
HETATM   50  O   UNK     0      22.268  53.543   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      20.932  53.323   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      19.392  55.990   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      20.369  52.346   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0      17.289  52.346   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0      21.496  55.426   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0      18.829  50.806   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      22.991  59.268   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0      24.557  55.604   0.000  0.00  0.00           O+0
HETATM   59  O   UNK     0      18.829  53.886   0.000  0.00  0.00           O+0
HETATM   60  P   UNK     0      23.412  54.573   0.000  0.00  0.00           P+0
HETATM   61  P   UNK     0      20.162  54.656   0.000  0.00  0.00           P+0
HETATM   62  P   UNK     0      18.829  52.346   0.000  0.00  0.00           P+0
HETATM   63  S   UNK     0       5.492  46.186   0.000  0.00  0.00           S+0
HETATM   64  H   UNK     0       4.158  37.716   0.000  0.00  0.00           H+0
HETATM   65  H   UNK     0       6.826  39.256   0.000  0.00  0.00           H+0
HETATM   66  H   UNK     0       4.158  42.336   0.000  0.00  0.00           H+0
HETATM   67  H   UNK     0       8.159  41.566   0.000  0.00  0.00           H+0
HETATM   68  H   UNK     0      22.910  56.198   0.000  0.00  0.00           H+0
HETATM   69  H   UNK     0      25.819  56.817   0.000  0.00  0.00           H+0
HETATM   70  H   UNK     0      23.917  58.616   0.000  0.00  0.00           H+0
HETATM   71  H   UNK     0      16.161  47.726   0.000  0.00  0.00           H+0
HETATM   72  H   UNK     0      26.035  59.669   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   64                                                  
CONECT   12   11   13   65                                                  
CONECT   13   12   14   66                                                  
CONECT   14   13   15   67                                                  
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   68                                             
CONECT   25   16   37   43                                                  
CONECT   26   15   44   63                                                  
CONECT   27   31   32   41                                                  
CONECT   28   29   34   45   69                                             
CONECT   29   24   28   58   70                                             
CONECT   30   33   35   46   71                                             
CONECT   31   27   36   39                                                  
CONECT   32   27   40   42                                                  
CONECT   33   30   38   47                                                  
CONECT   34   28   42   57   72                                             
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   11                                                            
CONECT   65   12                                                            
CONECT   66   13                                                            
CONECT   67   14                                                            
CONECT   68   24                                                            
CONECT   69   28                                                            
CONECT   70   29                                                            
CONECT   71   30                                                            
CONECT   72   34                                                            
MASTER        0    0    0    0    0    0    0    0   72    0  148    0
END

Synonyms

Value	Source
(3E,5Z)-Tetradeca-3,5-dienoyl-CoA(4-)	ChEBI
(3E,5Z)-Tetradeca-3,5-dienoyl-coenzyme A(4-)	ChEBI
(3E,5Z)-Tetradecadienoyl-CoA	ChEBI
(3E,5Z)-Tetradecadienoyl-coenzyme A(4-)	ChEBI
3-trans,5-cis-Tetradecadienoyl-CoA(4-)	ChEBI
3-trans,5-cis-Tetradecadienoyl-coenzyme A(4-)	ChEBI
Megatomoyl-CoA(4-)	ChEBI
Megatomoyl-coenzyme A(4-)	ChEBI

Molecular Formula

C₃₅H₅₄N₇O₁₇P₃S

Average Mass

969.83

Monoisotopic Mass

969.253169794

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-[(3E,5Z)-tetradeca-3,5-dienoylsulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]butanecarboximidate

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-[(3E,5Z)-tetradeca-3,5-dienoylsulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]butanecarboximidate

CAS Registry Number

Not Available

SMILES

[H]\C(CCCCCCCC)=C(/[H])\C(\[H])=C(/[H])CC(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)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)/p-4/b12-11-,14-13+/t24-,28-,29-,30+,34-/m1/s1

InChI Key

QADUDNMSWUFMGZ-ROGIYNEGSA-J

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 3',5'-bisphosphate
Purine ribonucleoside bisphosphate
Purine ribonucleoside diphosphate
Pentose phosphate
Pentose-5-phosphate
Ribonucleoside 3'-phosphate
Beta amino acid or derivatives
Glycosyl compound
N-glycosyl compound
6-aminopurine
Monosaccharide phosphate
Organic pyrophosphate
Imidazopyrimidine
Purine
Aminopyrimidine
N-substituted imidazole
Alkyl phosphate
Organic phosphoric acid derivative
N-acyl-amine
Monosaccharide
Pyrimidine
Fatty amide
Phosphoric acid ester
Imidolactam
Tetrahydrofuran
Imidazole
Heteroaromatic compound
Azole
Thiocarboxylic acid ester
Carbothioic s-ester
Amino acid or derivatives
Carboxamide group
Secondary carboxylic acid amide
Secondary alcohol
Thiocarboxylic acid or derivatives
Sulfenyl compound
Organoheterocyclic compound
Azacycle
Carboxylic acid derivative
Oxacycle
Alcohol
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Carbonyl group
Primary amine
Organic oxide
Amine
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

trans-3,cis-5-dienoyl-CoA(4-) (CHEBI:71586 )
polyunsaturated fatty acyl-CoA(4-) (CHEBI:71586 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	0.62	ChemAxon
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	4.16	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	381.93 Å²	ChemAxon
Rotatable Bond Count	30	ChemAxon
Refractivity	249.58 m³·mol⁻¹	ChemAxon
Polarizability	92.53 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

Not Available

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)	2025-10-24	528.1
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-24	163.1
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-24	745.0
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-24	669.3
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-24	706.1
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-24	134.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	3268.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	254.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-24	294.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	351.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	40.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	160.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	203.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	9.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	223.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	212.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	362.1
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (void)	2025-10-24	1265.1
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-24	1233.7

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

Not Available

Metabolic Reactions

Reactions

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

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0038872	(3E,5Z)-tetradecadienoyl-CoA	(3E,5Z)-tetradecadienoic acid	Thioesterase TesA	Hydrolysis	RHEA	34755880
MMDBr0038994	(3E,5Z)-tetradecadienoic acid	(3E,5Z)-tetradecadienoyl-CoA	Medium/long-chain-fatty-acid--CoA/3-oxocholest-4-en-26-oate--CoA ligase (FACL) (EC 6.2.1.2) (EC 6.2.1.3) (EC 6.2.1.42) (Acyl-CoA synthetase) (FACL19) (Steroid-CoA ligase) (Steroid-coenzyme A ligase)	Hydrolysis; Ligation	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	Proteobacteria	2

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

28533670

KEGG Compound ID

Not Available

BioCyc ID

CPD0-1158

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25245147

PDB ID

Not Available

ChEBI ID

71586

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

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 (3E,5Z)-tetradecadienoyl-CoA (MMDBc0054885)

MOL for #<Metabolite:0x00007f2e040e29a8>

3D MOL for #<Metabolite:0x00007f2e040e29a8>

3D SDF for #<Metabolite:0x00007f2e040e29a8>

3D-SDF for #<Metabolite:0x00007f2e040e29a8>

PDB for #<Metabolite:0x00007f2e040e29a8>

3D PDB for #<Metabolite:0x00007f2e040e29a8>

SMILES for #<Metabolite:0x00007f2e040e29a8>

INCHI for #<Metabolite:0x00007f2e040e29a8>

Structure for #<Metabolite:0x00007f2e040e29a8>

3D Structure for #<Metabolite:0x00007f2e040e29a8>