MiMeDB: Showing metabocard for CDP-DG(20:1(13Z)/22:1(11Z)) (MMDBc0056453)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-07-07 21:49:09 UTC

Update Date

2023-12-14 16:53:40 UTC

Metabolite ID

MMDBc0056453

Metabolite Identification

Common Name

CDP-DG(20:1(13Z)/22:1(11Z))

Description

CDP-DG(20:1(13Z)/22:1(11Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. CDP-DG(20:1(13Z)/22:1(11Z)), in particular, consists of one 13Z-eicosenoyl chain at the C-1 position and one 11Z-docosenoyl chain at the C-2 position. 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(20:1(13Z)/22:1(11Z)) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.

Structure

MOL SDF PDB SMILES InChI

CDP-DG(20:1(13Z)/22:1(11Z))
  Mrv1652312131917122D          

 75 76  0  0  0  0            999 V2000
   -3.8021    0.3608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0969    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3824    0.3590    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6679    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9699   -0.3555    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7950   -0.3555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8813   -1.0765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0909   -1.0682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6217    0.7835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9068    0.3718    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1918    0.7835    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.4769    0.3718    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2442    0.7734    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9591    0.3596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1552    1.4945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6704    1.4801    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6057    1.5005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7802    1.5005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1041   -0.4532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5360    2.0229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1041    0.3706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8194    0.7836    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8194    1.6097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1041    2.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3888    1.6097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3888    0.7836    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0032    0.8672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6714    0.3816    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4162   -0.4039    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5903   -0.4039    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3351    0.3816    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5121    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5121    1.5410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2263    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9404    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6545    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3686    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0827    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7969    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5110    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2251    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9392    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6534    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3675    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0816    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9066    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.6207    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.3348    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.0490    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.7631    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  -18.1913    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5095   -0.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.2237   -0.3281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.3660   -0.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0801   -0.3281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7943   -0.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5084   -0.3281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2225   -0.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9366   -0.3281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6508   -0.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4758   -0.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1899   -0.3281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9040   -0.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6181   -0.3281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.3322   -0.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0464   -0.3281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.7605   -0.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.4746   -0.3281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.1887   -0.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.9028   -0.3281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -18.6170   -0.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  3  5  1  1  0  0  0
  2  1  1  0  0  0  0
  3  6  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 17  1  0  0  0  0
 11 18  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 13 16  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 25 26  1  0  0  0  0
 26 21  1  0  0  0  0
 21 19  2  0  0  0  0
 23 20  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 27 28  1  0  0  0  0
 27 31  1  0  0  0  0
 29  7  1  6  0  0  0
 28 26  1  1  0  0  0
 31  9  1  1  0  0  0
 30  8  1  6  0  0  0
 14  4  1  0  0  0  0
  1 32  1  0  0  0  0
  6 53  1  0  0  0  0
 32 33  2  0  0  0  0
 32 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
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 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
 53 54  2  0  0  0  0
 53 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
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 63 64  1  0  0  0  0
 64 65  2  0  0  0  0
 65 66  1  0  0  0  0
 66 67  1  0  0  0  0
 67 68  1  0  0  0  0
 68 69  1  0  0  0  0
 69 70  1  0  0  0  0
 70 71  1  0  0  0  0
 71 72  1  0  0  0  0
 72 73  1  0  0  0  0
 73 74  1  0  0  0  0
 74 75  1  0  0  0  0
M  END

CDP-DG(20:1(13Z)/22:1(11Z))
  Mrv1652312131917122D          

 75 76  0  0  0  0            999 V2000
   -3.8021    0.3608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0969    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3824    0.3590    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6679    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9699   -0.3555    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7950   -0.3555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8813   -1.0765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0909   -1.0682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6217    0.7835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9068    0.3718    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1918    0.7835    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.4769    0.3718    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2442    0.7734    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9591    0.3596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1552    1.4945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6704    1.4801    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6057    1.5005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7802    1.5005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1041   -0.4532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5360    2.0229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1041    0.3706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8194    0.7836    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8194    1.6097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1041    2.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3888    1.6097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3888    0.7836    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0032    0.8672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6714    0.3816    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4162   -0.4039    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5903   -0.4039    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3351    0.3816    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5121    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5121    1.5410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2263    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9404    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6545    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3686    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0827    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7969    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5110    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2251    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9392    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6534    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3675    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0816    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9066    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.6207    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.3348    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.0490    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.7631    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.4772    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -18.1913    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5095   -0.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5095   -1.5126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2237   -0.3281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9378   -0.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6519   -0.3281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3660   -0.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0801   -0.3281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7943   -0.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5084   -0.3281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2225   -0.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9366   -0.3281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6508   -0.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4758   -0.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1899   -0.3281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9040   -0.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6181   -0.3281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.3322   -0.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0464   -0.3281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.7605   -0.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.4746   -0.3281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.1887   -0.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.9028   -0.3281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -18.6170   -0.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  3  5  1  1  0  0  0
  2  1  1  0  0  0  0
  3  6  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 17  1  0  0  0  0
 11 18  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 13 16  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 25 26  1  0  0  0  0
 26 21  1  0  0  0  0
 21 19  2  0  0  0  0
 23 20  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 27 28  1  0  0  0  0
 27 31  1  0  0  0  0
 29  7  1  6  0  0  0
 28 26  1  1  0  0  0
 31  9  1  1  0  0  0
 30  8  1  6  0  0  0
 14  4  1  0  0  0  0
  1 32  1  0  0  0  0
  6 53  1  0  0  0  0
 32 33  2  0  0  0  0
 32 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
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 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
 53 54  2  0  0  0  0
 53 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
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 63 64  1  0  0  0  0
 64 65  2  0  0  0  0
 65 66  1  0  0  0  0
 66 67  1  0  0  0  0
 67 68  1  0  0  0  0
 68 69  1  0  0  0  0
 69 70  1  0  0  0  0
 70 71  1  0  0  0  0
 71 72  1  0  0  0  0
 72 73  1  0  0  0  0
 73 74  1  0  0  0  0
 74 75  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0056453

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C54H97N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h14,16,21-22,41-42,46-47,51-53,60-61H,3-13,15,17-20,23-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b16-14-,22-21-/t46-,47-,51-,52-,53-/m1/s1

> <INCHI_KEY>
HZBOBRKGFMWKFI-JOSDHKMXSA-N

> <FORMULA>
C54H97N3O15P2

> <MOLECULAR_WEIGHT>
1090.324

> <EXACT_MASS>
1089.639493431

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
171

> <JCHEM_AVERAGE_POLARIZABILITY>
124.18236646400268

> <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}({[(2R)-2-[(11Z)-docos-11-enoyloxy]-3-[(13Z)-icos-13-enoyloxy]propoxy](hydroxy)phosphoryl}oxy)phosphinic acid

> <ALOGPS_LOGP>
7.86

> <JCHEM_LOGP>
13.278593115333337

> <ALOGPS_LOGS>
-6.06

> <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>
-0.03198989821723941

> <JCHEM_POLAR_SURFACE_AREA>
263.27000000000004

> <JCHEM_REFRACTIVITY>
288.4537

> <JCHEM_ROTATABLE_BOND_COUNT>
50

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.40e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy([(2R)-2-[(11Z)-docos-11-enoyloxy]-3-[(13Z)-icos-13-enoyloxy]propoxy(hydroxy)phosphoryl]oxy)phosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 13-DEC-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: CDP-DG(20:1(13Z)/22:1(11Z))                       
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-DEC-19         0                                  
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HETATM    2  C   UNK     0      -5.781   1.440   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.447   0.670   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.113   1.440   0.000  0.00  0.00           C+0
HETATM    5  H   UNK     0      -3.677  -0.664   0.000  0.00  0.00           H+0
HETATM    6  O   UNK     0      -5.217  -0.664   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       9.112  -2.009   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       5.770  -1.994   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       4.894   1.463   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       3.559   0.694   0.000  0.00  0.00           O+0
HETATM   11  P   UNK     0       2.225   1.463   0.000  0.00  0.00           P+0
HETATM   12  O   UNK     0       0.890   0.694   0.000  0.00  0.00           O+0
HETATM   13  P   UNK     0      -0.456   1.444   0.000  0.00  0.00           P+0
HETATM   14  O   UNK     0      -1.790   0.671   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       0.290   2.790   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -1.251   2.763   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       2.997   2.801   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       1.456   2.801   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      11.394  -0.846   0.000  0.00  0.00           O+0
HETATM   20  N   UNK     0      14.067   3.776   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0      11.394   0.692   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0      12.729   1.463   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0      12.729   3.005   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.394   3.776   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.059   3.005   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0      10.059   1.463   0.000  0.00  0.00           N+0
HETATM   27  O   UNK     0       7.473   1.619   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       8.720   0.712   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.244  -0.754   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.702  -0.754   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       6.225   0.712   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -8.423   1.436   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -8.423   2.876   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -9.756   0.665   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -11.089   1.436   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -12.422   0.665   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -13.755   1.436   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0     -15.088   0.665   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0     -16.421   1.436   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0     -17.754   0.665   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -19.087   1.436   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0     -20.420   0.665   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0     -21.753   1.436   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0     -23.086   0.665   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0     -24.419   1.436   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0     -25.959   1.436   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0     -27.292   0.665   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0     -28.625   1.436   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0     -29.958   0.665   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0     -31.291   1.436   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0     -32.624   0.665   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0     -33.957   1.436   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      -6.551  -1.384   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0      -6.551  -2.824   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0      -7.884  -0.612   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      -9.217  -1.384   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0     -10.550  -0.612   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0     -11.883  -1.384   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0     -13.216  -0.612   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0     -14.549  -1.384   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0     -15.882  -0.612   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0     -17.215  -1.384   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0     -18.548  -0.612   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0     -19.881  -1.384   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0     -21.421  -1.384   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0     -22.754  -0.612   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0     -24.087  -1.384   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0     -25.420  -0.612   0.000  0.00  0.00           C+0
HETATM   69  C   UNK     0     -26.754  -1.384   0.000  0.00  0.00           C+0
HETATM   70  C   UNK     0     -28.087  -0.612   0.000  0.00  0.00           C+0
HETATM   71  C   UNK     0     -29.420  -1.384   0.000  0.00  0.00           C+0
HETATM   72  C   UNK     0     -30.753  -0.612   0.000  0.00  0.00           C+0
HETATM   73  C   UNK     0     -32.086  -1.384   0.000  0.00  0.00           C+0
HETATM   74  C   UNK     0     -33.419  -0.612   0.000  0.00  0.00           C+0
HETATM   75  C   UNK     0     -34.752  -1.384   0.000  0.00  0.00           C+0
CONECT    1    2   32                                                       
CONECT    2    3    1                                                       
CONECT    3    2    4    5    6                                             
CONECT    4    3   14                                                       
CONECT    5    3                                                            
CONECT    6    3   53                                                       
CONECT    7   29                                                            
CONECT    8   30                                                            
CONECT    9   10   31                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   17   18                                             
CONECT   12   11   13                                                       
CONECT   13   12   14   15   16                                             
CONECT   14   13    4                                                       
CONECT   15   13                                                            
CONECT   16   13                                                            
CONECT   17   11                                                            
CONECT   18   11                                                            
CONECT   19   21                                                            
CONECT   20   23                                                            
CONECT   21   22   26   19                                                  
CONECT   22   21   23                                                       
CONECT   23   24   22   20                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   21   28                                                  
CONECT   27   28   31                                                       
CONECT   28   29   27   26                                                  
CONECT   29   28   30    7                                                  
CONECT   30   29   31    8                                                  
CONECT   31   30   27    9                                                  
CONECT   32    1   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   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                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51                                                            
CONECT   53    6   54   55                                                  
CONECT   54   53                                                            
CONECT   55   53   56                                                       
CONECT   56   55   57                                                       
CONECT   57   56   58                                                       
CONECT   58   57   59                                                       
CONECT   59   58   60                                                       
CONECT   60   59   61                                                       
CONECT   61   60   62                                                       
CONECT   62   61   63                                                       
CONECT   63   62   64                                                       
CONECT   64   63   65                                                       
CONECT   65   64   66                                                       
CONECT   66   65   67                                                       
CONECT   67   66   68                                                       
CONECT   68   67   69                                                       
CONECT   69   68   70                                                       
CONECT   70   69   71                                                       
CONECT   71   70   72                                                       
CONECT   72   71   73                                                       
CONECT   73   72   74                                                       
CONECT   74   73   75                                                       
CONECT   75   74                                                            
MASTER        0    0    0    0    0    0    0    0   75    0  152    0
END

Synonyms

Value	Source
{[(2R,3S,4R,5R)-3,4-dihydroxy-5-(2-hydroxy-4-imino-1,4-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy}({[(2R)-2-[(11Z)-docos-11-enoyloxy]-3-[(13Z)-icos-13-enoyloxy]propoxy](hydroxy)phosphoryl}oxy)phosphinate	Generator

Molecular Formula

C₅₄H₉₇N₃O₁₅P₂

Average Mass

1090.324

Monoisotopic Mass

1089.639493431

IUPAC Name

{[(2R,3S,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({[(2R)-2-[(11Z)-docos-11-enoyloxy]-3-[(13Z)-icos-13-enoyloxy]propoxy](hydroxy)phosphoryl}oxy)phosphinic acid

Traditional Name

[(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy([(2R)-2-[(11Z)-docos-11-enoyloxy]-3-[(13Z)-icos-13-enoyloxy]propoxy(hydroxy)phosphoryl]oxy)phosphinic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC

InChI Identifier

InChI=1S/C54H97N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h14,16,21-22,41-42,46-47,51-53,60-61H,3-13,15,17-20,23-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b16-14-,22-21-/t46-,47-,51-,52-,53-/m1/s1

InChI Key

HZBOBRKGFMWKFI-JOSDHKMXSA-N

Chemical Taxonomy

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.00094 g/L	ALOGPS
logP	7.86	ALOGPS
logP	13.28	ChemAxon
logS	-6.1	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	50	ChemAxon
Refractivity	288.45 m³·mol⁻¹	ChemAxon
Polarizability	124.18 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	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-09	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

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(20:1(13Z)/22:1(11Z)) (MMDBc0056453)

MOL for #<Metabolite:0x00007fdb0e1554a0>

3D MOL for #<Metabolite:0x00007fdb0e1554a0>

3D SDF for #<Metabolite:0x00007fdb0e1554a0>

3D-SDF for #<Metabolite:0x00007fdb0e1554a0>

PDB for #<Metabolite:0x00007fdb0e1554a0>

3D PDB for #<Metabolite:0x00007fdb0e1554a0>

SMILES for #<Metabolite:0x00007fdb0e1554a0>

INCHI for #<Metabolite:0x00007fdb0e1554a0>

Structure for #<Metabolite:0x00007fdb0e1554a0>

3D Structure for #<Metabolite:0x00007fdb0e1554a0>