MiMeDB: Showing metabocard for Octadecenoyl-CoA (N-C18:1CoA) (MMDBc0031629)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 01:42:02 UTC

Update Date

2022-08-31 18:22:38 UTC

Metabolite ID

MMDBc0031629

Metabolite Identification

Common Name

Octadecenoyl-CoA (N-C18:1CoA)

Description

Octadecenoyl-coa (n-c18:1coa) belongs to the class of Acyl CoAs. These are organic compounds contaning a coenzyme A substructure linked to another moeity through an ester bond. (inferred from compound structure)

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 08141218162D          

 72 74  0  0  0  0            999 V2000
    1.1370   25.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2527   26.5596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6027   26.5596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8514   25.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5659   25.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2804   25.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9948   25.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7093   25.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4238   25.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1383   25.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8527   25.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5672   25.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2817   25.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9961   25.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7106   25.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4251   25.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1396   25.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8540   25.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5685   25.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5698   25.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2843   25.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4264   25.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7119   25.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5711   31.0971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4277   27.3846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7424   33.2774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1018   33.9697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2856   31.5096    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.8553   25.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2830   25.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4075   34.2473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5913   31.7871    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   24.0392   31.1740    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.4277   25.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1612   34.5828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3213   33.4268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7132   25.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1788   32.5016    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.4277   26.5596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2474   35.4033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1409   25.7346    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9987   25.7346    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.8286   34.0979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.9887   32.9419    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.6539   34.5828    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.5143   33.2553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8553   24.4971    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   13.2830   26.5596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4117   31.7009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1421   25.3221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7132   24.4971    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   23.0456   30.4281    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   24.1497   29.2019    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   22.9846   29.2630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2691   29.1451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4441   30.5740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9671   28.6221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3171   28.6221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5711   30.2721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1421   27.7971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3718   32.3301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2108   30.3670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1421   29.4471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5977   29.8150    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   21.8566   29.8596    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   21.1421   28.6221    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   13.9974   25.3221    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.6079   30.7502    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   24.8869   31.0169    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   23.6143   30.4668    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.7132   26.1471    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   25.0026   32.5448    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  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  2  0  0  0  0
 21 20  1  0  0  0  0
 23 22  1  0  0  0  0
 28 24  1  1  0  0  0
 29 20  1  0  0  0  0
 19 30  1  4  0  0  0
 33 28  1  0  0  0  0
 33 32  1  0  0  0  0
 35 31  2  0  0  0  0
 36 31  1  0  0  0  0
 37 34  1  0  0  0  0
 38 32  1  0  0  0  0
 39  2  1  0  0  0  0
 39  3  1  0  0  0  0
 39 25  1  0  0  0  0
 39 34  1  0  0  0  0
 40 35  1  0  0  0  0
 41 22  1  4  0  0  0
 41 29  2  0  0  0  0
 42 21  1  4  0  0  0
 42 37  2  0  0  0  0
 43 26  2  0  0  0  0
 43 35  1  0  0  0  0
 44 26  1  0  0  0  0
 44 36  2  0  0  0  0
 45 27  2  0  0  0  0
 45 31  1  0  0  0  0
 46 27  1  0  0  0  0
 46 36  1  0  0  0  0
 38 46  1  1  0  0  0
 47 29  1  0  0  0  0
 48 30  2  0  0  0  0
 32 49  1  6  0  0  0
 50 34  1  0  0  0  0
 51 37  1  0  0  0  0
 59 24  1  0  0  0  0
 60 25  1  0  0  0  0
 61 28  1  0  0  0  0
 61 38  1  0  0  0  0
 33 62  1  6  0  0  0
 64 52  1  0  0  0  0
 64 53  1  0  0  0  0
 64 54  2  0  0  0  0
 64 62  1  0  0  0  0
 65 55  1  0  0  0  0
 65 56  2  0  0  0  0
 65 59  1  0  0  0  0
 65 63  1  0  0  0  0
 66 57  1  0  0  0  0
 66 58  2  0  0  0  0
 66 60  1  0  0  0  0
 66 63  1  0  0  0  0
 67 23  1  0  0  0  0
 67 30  1  0  0  0  0
 28 68  1  6  0  0  0
 32 69  1  1  0  0  0
 33 70  1  1  0  0  0
 71 34  1  0  0  0  0
 38 72  1  6  0  0  0
M  CHG  4  47  -1  51  -1  52  -1  53  -1
M  END


  Mrv0541 08141218162D          

 72 74  0  0  0  0            999 V2000
    1.1370   25.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2527   26.5596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6027   26.5596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8514   25.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5659   25.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2804   25.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9948   25.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7093   25.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4238   25.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1383   25.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8527   25.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5672   25.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2817   25.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9961   25.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7106   25.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4251   25.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1396   25.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8540   25.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5685   25.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5698   25.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2843   25.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4264   25.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7119   25.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5711   31.0971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4277   27.3846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7424   33.2774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1018   33.9697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2856   31.5096    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.8553   25.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2830   25.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4075   34.2473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5913   31.7871    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   24.0392   31.1740    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.4277   25.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1612   34.5828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3213   33.4268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7132   25.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1788   32.5016    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.4277   26.5596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2474   35.4033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1409   25.7346    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9987   25.7346    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.8286   34.0979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.9887   32.9419    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.6539   34.5828    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.5143   33.2553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8553   24.4971    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   13.2830   26.5596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4117   31.7009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1421   25.3221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7132   24.4971    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   23.0456   30.4281    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   24.1497   29.2019    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   22.9846   29.2630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2691   29.1451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4441   30.5740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9671   28.6221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3171   28.6221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5711   30.2721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1421   27.7971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3718   32.3301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2108   30.3670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1421   29.4471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5977   29.8150    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   21.8566   29.8596    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   21.1421   28.6221    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   13.9974   25.3221    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.6079   30.7502    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   24.8869   31.0169    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   23.6143   30.4668    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.7132   26.1471    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   25.0026   32.5448    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
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 29 20  1  0  0  0  0
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 33 28  1  0  0  0  0
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 37 34  1  0  0  0  0
 38 32  1  0  0  0  0
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 38 46  1  1  0  0  0
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 32 49  1  6  0  0  0
 50 34  1  0  0  0  0
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 66 57  1  0  0  0  0
 66 58  2  0  0  0  0
 66 60  1  0  0  0  0
 66 63  1  0  0  0  0
 67 23  1  0  0  0  0
 67 30  1  0  0  0  0
 28 68  1  6  0  0  0
 32 69  1  1  0  0  0
 33 70  1  1  0  0  0
 71 34  1  0  0  0  0
 38 72  1  6  0  0  0
M  CHG  4  47  -1  51  -1  52  -1  53  -1
M  END
> <DATABASE_ID>
MMDBc0031629

> <DATABASE_NAME>
MIME

> <SMILES>
[H]C(O)(C([O-])=NCCC([O-])=NCCSC(=O)C=CCCCCCCCCCCCCCCC)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/C39H68N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h18-19,26-28,32-34,38,49-50H,4-17,20-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)/p-4/t28-,32-,33-,34?,38-/m1/s1

> <INCHI_KEY>
NBCCUIHOHUKBMK-KBEKLFCESA-J

> <FORMULA>
C39H64N7O17P3S

> <MOLECULAR_WEIGHT>
1027.948

> <EXACT_MASS>
1027.329223883

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
103.11706972129417

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
-4

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-3,3-dimethyl-N-(2-{[2-(octadec-2-enoylsulfanyl)ethyl]carboximidato}ethyl)butanecarboximidate

> <ALOGPS_LOGP>
4.13

> <JCHEM_LOGP>
1.0058307813664709

> <ALOGPS_LOGS>
-3.77

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
1.8843022730328944

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8206431018660485

> <JCHEM_PKA_STRONGEST_BASIC>
4.930169600985834

> <JCHEM_POLAR_SURFACE_AREA>
381.9300000000001

> <JCHEM_REFRACTIVITY>
266.8438000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
35

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.84e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-2-hydroxy-3,3-dimethyl-N-(2-{[2-(octadec-2-enoylsulfanyl)ethyl]carboximidato}ethyl)butanecarboximidate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 14-AUG-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-AUG-12         0                                  
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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
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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  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+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  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   44  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   45  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   46  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   47  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O-1
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-1
HETATM   52  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O-1
HETATM   53  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O-1
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  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   61  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   62  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   63  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   64  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   65  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   66  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   67  S   UNK     0       0.000   0.000   0.000  0.00  0.00           S+0
HETATM   68  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   69  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   70  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   71  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   72  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1    4                                                            
CONECT    2   39                                                            
CONECT    3   39                                                            
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   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   30                                                       
CONECT   20   21   29                                                       
CONECT   21   20   42                                                       
CONECT   22   23   41                                                       
CONECT   23   22   67                                                       
CONECT   24   28   59                                                       
CONECT   25   39   60                                                       
CONECT   26   43   44                                                       
CONECT   27   45   46                                                       
CONECT   28   24   33   61   68                                             
CONECT   29   20   41   47                                                  
CONECT   30   19   48   67                                                  
CONECT   31   35   36   45                                                  
CONECT   32   33   38   49   69                                             
CONECT   33   28   32   62   70                                             
CONECT   34   37   39   50   71                                             
CONECT   35   31   40   43                                                  
CONECT   36   31   44   46                                                  
CONECT   37   34   42   51                                                  
CONECT   38   32   46   61   72                                             
CONECT   39    2    3   25   34                                             
CONECT   40   35                                                            
CONECT   41   22   29                                                       
CONECT   42   21   37                                                       
CONECT   43   26   35                                                       
CONECT   44   26   36                                                       
CONECT   45   27   31                                                       
CONECT   46   27   36   38                                                  
CONECT   47   29                                                            
CONECT   48   30                                                            
CONECT   49   32                                                            
CONECT   50   34                                                            
CONECT   51   37                                                            
CONECT   52   64                                                            
CONECT   53   64                                                            
CONECT   54   64                                                            
CONECT   55   65                                                            
CONECT   56   65                                                            
CONECT   57   66                                                            
CONECT   58   66                                                            
CONECT   59   24   65                                                       
CONECT   60   25   66                                                       
CONECT   61   28   38                                                       
CONECT   62   33   64                                                       
CONECT   63   65   66                                                       
CONECT   64   52   53   54   62                                             
CONECT   65   55   56   59   63                                             
CONECT   66   57   58   60   63                                             
CONECT   67   23   30                                                       
CONECT   68   28                                                            
CONECT   69   32                                                            
CONECT   70   33                                                            
CONECT   71   34                                                            
CONECT   72   38                                                            
MASTER        0    0    0    0    0    0    0    0   72    0  148    0
END

Synonyms

Not Available

Molecular Formula

C₃₉H₆₄N₇O₁₇P₃S

Average Mass

1027.948

Monoisotopic Mass

1027.329223883

IUPAC Name

4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-3,3-dimethyl-N-(2-{[2-(octadec-2-enoylsulfanyl)ethyl]carboximidato}ethyl)butanecarboximidate

Traditional Name

4-[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-2-hydroxy-3,3-dimethyl-N-(2-{[2-(octadec-2-enoylsulfanyl)ethyl]carboximidato}ethyl)butanecarboximidate

CAS Registry Number

Not Available

SMILES

[H]C(O)(C([O-])=NCCC([O-])=NCCSC(=O)C=CCCCCCCCCCCCCCCC)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/C39H68N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h18-19,26-28,32-34,38,49-50H,4-17,20-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)/p-4/t28-,32-,33-,34?,38-/m1/s1

InChI Key

NBCCUIHOHUKBMK-KBEKLFCESA-J

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain 2-enoyl coas. These are organic compounds containing a coenzyme A substructure linked to a long-chain 2-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 2-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
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
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
Organic anion
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	0.18 g/L	ALOGPS
logP	4.13	ALOGPS
logP	1.01	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	4.93	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	381.93 Å²	ChemAxon
Rotatable Bond Count	35	ChemAxon
Refractivity	266.84 m³·mol⁻¹	ChemAxon
Polarizability	103.12 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	splash10-004r-9000000100-45da66982338e6b3a083	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014r-9000010000-4d4fe998690f367ac429	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9711500100-bc84e1d3c2099a79fea9	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-9000000000-4c1da2ce4b4980ec6010	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-003i-9060010000-f7fd4fd491c33ebb472e	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-01rt-9400000000-f21f4a8506c925cc0b8b	2015-09-15	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum

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

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	1	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	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

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PDB ID

Not Available

ChEBI ID

Not Available

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 ]

Showing metabocard for Octadecenoyl-CoA (N-C18:1CoA) (MMDBc0031629)

MOL for #<Metabolite:0x00007f46e1190e40>

3D MOL for #<Metabolite:0x00007f46e1190e40>

3D SDF for #<Metabolite:0x00007f46e1190e40>

3D-SDF for #<Metabolite:0x00007f46e1190e40>

PDB for #<Metabolite:0x00007f46e1190e40>

3D PDB for #<Metabolite:0x00007f46e1190e40>

SMILES for #<Metabolite:0x00007f46e1190e40>

INCHI for #<Metabolite:0x00007f46e1190e40>

Structure for #<Metabolite:0x00007f46e1190e40>

3D Structure for #<Metabolite:0x00007f46e1190e40>