MiMeDB: Showing metabocard for CDP-DG(19:iso/14:0) (MMDBc0032652)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 02:25:36 UTC

Update Date

2022-08-31 18:49:11 UTC

Metabolite ID

MMDBc0032652

Metabolite Identification

Common Name

CDP-DG(19:iso/14:0)

Description

CDP-DG(19:iso/14:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(19:iso/14:0), in particular, consists of one 17-methylocatdecanoyl chain to C-1 atom, and one tetradecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:iso/14:0) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.

Structure

MOL SDF PDB SMILES InChI


  Mrv1572009081522062D          

 65 66  0  0  1  0            999 V2000
    3.8058   16.3641    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1750   16.8958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3992   16.6153    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7684   17.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9925   16.8666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9134   17.9592    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6893   18.2396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3201   17.7079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2826   18.4909    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4817   18.2931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0461   18.9937    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7768   19.0531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2396   18.3702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625   18.4296    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0031   19.2524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1219   17.6067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8854   18.4889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3482   17.8060    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0312   18.2689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6653   17.3432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8111   17.1231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6339   17.1825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0968   16.4995    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9197   16.5589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3825   15.8760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2054   15.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5654   16.6777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6682   15.2525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4911   15.3119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9540   14.6289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7768   14.6883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2397   14.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0625   14.0648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5254   13.3818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3483   13.4412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8111   12.7583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6340   12.8177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0968   12.1348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.9197   12.1941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.3826   11.5112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.2054   11.5706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.6683   10.8877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.4911   10.9471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.9540   10.2641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.8511   11.6894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7368   15.7572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9139   15.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4511   16.3808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5539   14.9555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7311   14.8962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3711   14.1538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5482   14.0945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1882   13.3522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3654   13.2928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0054   12.5505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8175   12.4911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1775   11.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0004   11.6894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3604   10.9471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1832   10.8877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5432   10.1454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5778   19.6245    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3800   20.4254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3420   19.3138    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0426   19.7494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  2  8  1  0  0  0  0
  9  6  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
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 29 30  1  0  0  0  0
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 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
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 39 40  1  0  0  0  0
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 23 46  1  6  0  0  0
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 47 48  2  0  0  0  0
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 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
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 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  1  0  0  0  0
 11 62  1  0  0  0  0
 62 63  1  1  0  0  0
 62 64  1  0  0  0  0
  9 64  1  0  0  0  0
 64 65  1  1  0  0  0
M  END


  Mrv1572009081522062D          

 65 66  0  0  1  0            999 V2000
    3.8058   16.3641    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1750   16.8958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3992   16.6153    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7684   17.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9925   16.8666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9134   17.9592    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6893   18.2396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3201   17.7079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2826   18.4909    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4817   18.2931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0461   18.9937    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7768   19.0531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2396   18.3702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625   18.4296    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0031   19.2524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1219   17.6067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8854   18.4889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3482   17.8060    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0312   18.2689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6653   17.3432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8111   17.1231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6339   17.1825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0968   16.4995    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9197   16.5589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3825   15.8760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2054   15.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.6682   15.2525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4911   15.3119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9540   14.6289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7768   14.6883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2397   14.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0625   14.0648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5254   13.3818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3483   13.4412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8111   12.7583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6340   12.8177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0968   12.1348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.9197   12.1941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.3826   11.5112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.2054   11.5706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.6683   10.8877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.4911   10.9471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.9540   10.2641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.8511   11.6894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7368   15.7572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9139   15.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4511   16.3808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5539   14.9555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7311   14.8962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3711   14.1538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5482   14.0945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1882   13.3522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3654   13.2928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0054   12.5505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8175   12.4911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1775   11.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0004   11.6894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3604   10.9471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1832   10.8877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5432   10.1454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5778   19.6245    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3800   20.4254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3420   19.3138    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0426   19.7494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  2  8  1  0  0  0  0
  9  6  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
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 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 23 46  1  6  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 47 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  1  0  0  0  0
 11 62  1  0  0  0  0
 62 63  1  1  0  0  0
 62 64  1  0  0  0  0
  9 64  1  0  0  0  0
 64 65  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0032652

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCC(C)C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C45H83N3O15P2/c1-4-5-6-7-8-9-13-18-21-24-27-30-41(50)61-37(33-58-40(49)29-26-23-20-17-15-12-10-11-14-16-19-22-25-28-36(2)3)34-59-64(54,55)63-65(56,57)60-35-38-42(51)43(52)44(62-38)48-32-31-39(46)47-45(48)53/h31-32,36-38,42-44,51-52H,4-30,33-35H2,1-3H3,(H,54,55)(H,56,57)(H2,46,47,53)/t37-,38-,42-,43-,44-/m1/s1

> <INCHI_KEY>
ZGNQNZHVVNLXEP-YXFATQBYSA-N

> <FORMULA>
C45H83N3O15P2

> <MOLECULAR_WEIGHT>
968.113

> <EXACT_MASS>
967.529942981

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
148

> <JCHEM_AVERAGE_POLARIZABILITY>
106.06338693724753

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({hydroxy[(2R)-3-[(17-methyloctadecanoyl)oxy]-2-(tetradecanoyloxy)propoxy]phosphoryl}oxy)phosphinic acid

> <ALOGPS_LOGP>
6.07

> <JCHEM_LOGP>
9.843768874999999

> <ALOGPS_LOGS>
-5.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.27162555362587

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8631673662376511

> <JCHEM_PKA_STRONGEST_BASIC>
-0.031989898217240964

> <JCHEM_POLAR_SURFACE_AREA>
263.27

> <JCHEM_REFRACTIVITY>
244.75910000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
42

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.56e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy([hydroxy((2R)-3-[(17-methyloctadecanoyl)oxy]-2-(tetradecanoyloxy)propoxy)phosphoryl]oxy)phosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-15         0                                  
HETATM    1  N   UNK     0       7.104  30.546   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       5.927  31.539   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       4.478  31.015   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       3.301  32.008   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.853  31.484   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0       3.572  33.524   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       5.020  34.047   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.198  33.055   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.394  34.516   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.899  34.147   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.086  35.455   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.450  35.566   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.314  34.291   0.000  0.00  0.00           O+0
HETATM   14  P   UNK     0      -3.850  34.402   0.000  0.00  0.00           P+0
HETATM   15  O   UNK     0      -3.739  35.938   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -3.961  32.866   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -5.386  34.513   0.000  0.00  0.00           O+0
HETATM   18  P   UNK     0      -6.250  33.238   0.000  0.00  0.00           P+0
HETATM   19  O   UNK     0      -7.525  34.102   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -4.975  32.374   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -7.114  31.963   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -8.650  32.074   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -9.514  30.799   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -11.050  30.910   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0     -11.914  29.635   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0     -13.450  29.746   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0     -14.122  31.132   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0     -14.314  28.471   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -15.850  28.582   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -16.714  27.307   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -18.250  27.418   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -19.114  26.143   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -20.650  26.254   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -21.514  24.979   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -23.050  25.090   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -23.914  23.816   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -25.450  23.926   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0     -26.314  22.652   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0     -27.850  22.762   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0     -28.714  21.488   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -30.250  21.598   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0     -31.114  20.324   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0     -32.650  20.435   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0     -33.514  19.160   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0     -33.322  21.820   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      -8.842  29.414   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      -7.306  29.303   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      -6.442  30.577   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0      -6.634  27.917   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      -5.098  27.806   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      -4.426  26.421   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      -2.890  26.310   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      -2.218  24.924   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      -0.682  24.813   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      -0.010  23.428   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       1.526  23.317   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0       2.198  21.931   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0       3.734  21.820   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0       4.406  20.435   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0       5.942  20.324   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0       6.614  18.938   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0       1.079  36.632   0.000  0.00  0.00           C+0
HETATM   63  O   UNK     0       0.709  38.128   0.000  0.00  0.00           O+0
HETATM   64  C   UNK     0       2.505  36.052   0.000  0.00  0.00           C+0
HETATM   65  O   UNK     0       3.813  36.866   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7    2                                                       
CONECT    9    6   10   64                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   62                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14   18                                                       
CONECT   18   17   19   20   21                                             
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   18   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   46                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43                                                            
CONECT   46   23   47                                                       
CONECT   47   46   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51   53                                                       
CONECT   53   52   54                                                       
CONECT   54   53   55                                                       
CONECT   55   54   56                                                       
CONECT   56   55   57                                                       
CONECT   57   56   58                                                       
CONECT   58   57   59                                                       
CONECT   59   58   60                                                       
CONECT   60   59   61                                                       
CONECT   61   60                                                            
CONECT   62   11   63   64                                                  
CONECT   63   62                                                            
CONECT   64   62    9   65                                                  
CONECT   65   64                                                            
MASTER        0    0    0    0    0    0    0    0   65    0  132    0
END

Synonyms

Not Available

Molecular Formula

C₄₅H₈₃N₃O₁₅P₂

Average Mass

968.113

Monoisotopic Mass

967.529942981

IUPAC Name

{[(2R,3S,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({hydroxy[(2R)-3-[(17-methyloctadecanoyl)oxy]-2-(tetradecanoyloxy)propoxy]phosphoryl}oxy)phosphinic acid

Traditional Name

[(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy([hydroxy((2R)-3-[(17-methyloctadecanoyl)oxy]-2-(tetradecanoyloxy)propoxy)phosphoryl]oxy)phosphinic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCC(C)C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O

InChI Identifier

InChI=1S/C45H83N3O15P2/c1-4-5-6-7-8-9-13-18-21-24-27-30-41(50)61-37(33-58-40(49)29-26-23-20-17-15-12-10-11-14-16-19-22-25-28-36(2)3)34-59-64(54,55)63-65(56,57)60-35-38-42(51)43(52)44(62-38)48-32-31-39(46)47-45(48)53/h31-32,36-38,42-44,51-52H,4-30,33-35H2,1-3H3,(H,54,55)(H,56,57)(H2,46,47,53)/t37-,38-,42-,43-,44-/m1/s1

InChI Key

ZGNQNZHVVNLXEP-YXFATQBYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cdp-diacylglycerols. These are glycerolipids containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

CDP-glycerols

Direct Parent

CDP-diacylglycerols

Alternative Parents

Substituents

Cdp-diacylglycerol
Pyrimidine ribonucleoside diphosphate
Diacyl-glycerol-3-pyrophosphate
Pentose-5-phosphate
Pentose phosphate
N-glycosyl compound
Glycosyl compound
Organic pyrophosphate
Monosaccharide phosphate
Hydroxypyrimidine
Monoalkyl phosphate
Fatty acid ester
Fatty acyl
Alkyl phosphate
Pyrimidine
Phosphoric acid ester
Organic phosphoric acid derivative
Monosaccharide
Hydropyrimidine
Dicarboxylic acid or derivatives
Heteroaromatic compound
Tetrahydrofuran
Secondary alcohol
Carboxylic acid ester
1,2-diol
Oxacycle
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0056 g/L	ALOGPS
logP	6.07	ALOGPS
logP	9.84	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	1.86	ChemAxon
pKa (Strongest Basic)	-0.032	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	263.27 Å²	ChemAxon
Rotatable Bond Count	42	ChemAxon
Refractivity	244.76 m³·mol⁻¹	ChemAxon
Polarizability	106.06 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0920000101-4d87a5b13e4f3da92bfb	2015-09-16	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-1910000000-0b318c306e6a7a027036	2015-09-16	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-2921000000-912a59307eed4cb940da	2015-09-16	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a6s-0790000203-1faf9bbc0151ab9fdd90	2015-09-16	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01r2-3692200201-108ddcb3fc525e1a595b	2015-09-16	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0bvi-5921000000-ac258b211b30c0b1e06e	2015-09-16	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	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

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

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 CDP-DG(19:iso/14:0) (MMDBc0032652)

MOL for #<Metabolite:0x00007fdb0f0ef6b8>

3D MOL for #<Metabolite:0x00007fdb0f0ef6b8>

3D SDF for #<Metabolite:0x00007fdb0f0ef6b8>

3D-SDF for #<Metabolite:0x00007fdb0f0ef6b8>

PDB for #<Metabolite:0x00007fdb0f0ef6b8>

3D PDB for #<Metabolite:0x00007fdb0f0ef6b8>

SMILES for #<Metabolite:0x00007fdb0f0ef6b8>

INCHI for #<Metabolite:0x00007fdb0f0ef6b8>

Structure for #<Metabolite:0x00007fdb0f0ef6b8>

3D Structure for #<Metabolite:0x00007fdb0f0ef6b8>