MiMeDB: Showing metabocard for CDP-DG(12:0(3-OH)/19:iso) (MMDBc0032571)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 02:22:00 UTC

Update Date

2022-08-31 18:45:02 UTC

MiMeDB ID

MMDBc0032571

Metabolite Identification

Common Name

CDP-DG(12:0(3-OH)/19:iso)

Description

CDP-DG(12:0(3-OH)/19:iso) 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(12:0(3-OH)/19:iso), in particular, consists of one 3-hydroxydodecanoyl chain to C-1 atom, and one 17-methylocatdecanoyl 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(12:0(3-OH)/19:iso) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.

Structure

MOL SDF PDB SMILES InChI


  Mrv1572009081521532D          

 64 65  0  0  1  0            999 V2000
    4.9929   14.7955    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7116   14.3904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4218   14.8102    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1405   14.4050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8507   14.8248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1489   13.5800    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4387   13.1603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7200   13.5654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8676   13.1749    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.6178   13.5181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1760   12.9107    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.9956   13.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4873   12.3429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3069   12.4376    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   11.4015   11.6180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2122   13.2571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1264   12.5322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6182   11.8698    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   11.9557   11.3780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2806   12.3615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1099   11.2073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9295   11.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4212   10.6395    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.0934    9.8824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2738    9.7878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9460    9.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4377    8.3683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1264    8.9361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7986    8.1790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2903    7.5166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9791    8.0844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6512    7.3273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8317    7.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5039    6.4756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6843    6.3810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3565    5.6239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5369    5.5293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2091    4.7722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3896    4.6776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2407   10.7342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7325   10.0717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4047    9.3146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5520   10.1663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0438    9.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8633    9.5985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3550    8.9361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1746    9.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6663    8.3683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4859    8.4629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9776    7.8005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7972    7.8951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2889    7.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1085    7.3273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6002    6.6649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4198    6.7595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9115    6.0971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7310    6.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2228    5.5293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0423    5.6239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8949    4.7722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7709   12.1921    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.1141   11.4419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9622   12.3553    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3548   11.7970    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
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 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
 23 40  1  6  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
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 47 48  1  0  0  0  0
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 49 50  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
 58 60  1  0  0  0  0
 11 61  1  0  0  0  0
 61 62  1  1  0  0  0
 61 63  1  0  0  0  0
  9 63  1  0  0  0  0
 63 64  1  1  0  0  0
M  END


  Mrv1572009081521532D          

 64 65  0  0  1  0            999 V2000
    4.9929   14.7955    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7116   14.3904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4218   14.8102    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1405   14.4050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8507   14.8248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1489   13.5800    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4387   13.1603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7200   13.5654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8676   13.1749    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.6178   13.5181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1760   12.9107    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.9956   13.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4873   12.3429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3069   12.4376    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   11.4015   11.6180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2122   13.2571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1264   12.5322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6182   11.8698    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   11.9557   11.3780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2806   12.3615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1099   11.2073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9295   11.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4212   10.6395    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.0934    9.8824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2738    9.7878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9460    9.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4377    8.3683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1264    8.9361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7986    8.1790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2903    7.5166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9791    8.0844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6512    7.3273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8317    7.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5039    6.4756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6843    6.3810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3565    5.6239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5369    5.5293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2091    4.7722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3896    4.6776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2407   10.7342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7325   10.0717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4047    9.3146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5520   10.1663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0438    9.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8633    9.5985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3550    8.9361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1746    9.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6663    8.3683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4859    8.4629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9776    7.8005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7972    7.8951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2889    7.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1085    7.3273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6002    6.6649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4198    6.7595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9115    6.0971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7310    6.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2228    5.5293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0423    5.6239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8949    4.7722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7709   12.1921    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.1141   11.4419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9622   12.3553    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3548   11.7970    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
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 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
 23 40  1  6  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 41 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  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
 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
 58 60  1  0  0  0  0
 11 61  1  0  0  0  0
 61 62  1  1  0  0  0
 61 63  1  0  0  0  0
  9 63  1  0  0  0  0
 63 64  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0032571

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCCCCCCC(O)CC(=O)OC[C@H](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)CCCCCCCCCCCCCCCC(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C43H79N3O16P2/c1-4-5-6-7-15-19-22-25-34(47)29-39(49)57-30-35(60-38(48)26-23-20-17-14-12-10-8-9-11-13-16-18-21-24-33(2)3)31-58-63(53,54)62-64(55,56)59-32-36-40(50)41(51)42(61-36)46-28-27-37(44)45-43(46)52/h27-28,33-36,40-42,47,50-51H,4-26,29-32H2,1-3H3,(H,53,54)(H,55,56)(H2,44,45,52)/t34?,35-,36-,40-,41-,42-/m1/s1

> <INCHI_KEY>
SSHMHANXDRKNQG-HQQMOLGISA-N

> <FORMULA>
C43H79N3O16P2

> <MOLECULAR_WEIGHT>
956.058

> <EXACT_MASS>
955.493557472

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
143

> <JCHEM_AVERAGE_POLARIZABILITY>
102.88446010786636

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <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-[(3-hydroxydodecanoyl)oxy]-2-[(17-methyloctadecanoyl)oxy]propoxy]phosphoryl}oxy)phosphinic acid

> <ALOGPS_LOGP>
4.87

> <JCHEM_LOGP>
7.723820477999997

> <ALOGPS_LOGS>
-4.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
1.8631673657139758

> <JCHEM_PKA_STRONGEST_ACIDIC>
-0.03198994044173631

> <JCHEM_PKA_STRONGEST_BASIC>
3.2716255536035943

> <JCHEM_POLAR_SURFACE_AREA>
283.5

> <JCHEM_REFRACTIVITY>
237.07260000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
40

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.58e-02 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-[(3-hydroxydodecanoyl)oxy]-2-[(17-methyloctadecanoyl)oxy]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       9.320  27.618   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      10.662  26.862   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      11.987  27.646   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      13.329  26.889   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      14.655  27.673   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0      13.345  25.349   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      12.019  24.566   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.677  25.322   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.686  24.593   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      16.086  25.234   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      17.129  24.100   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      18.658  24.277   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      19.576  23.040   0.000  0.00  0.00           O+0
HETATM   14  P   UNK     0      21.106  23.217   0.000  0.00  0.00           P+0
HETATM   15  O   UNK     0      21.283  21.687   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      20.930  24.747   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      22.636  23.393   0.000  0.00  0.00           O+0
HETATM   18  P   UNK     0      23.554  22.157   0.000  0.00  0.00           P+0
HETATM   19  O   UNK     0      22.317  21.239   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      24.790  23.075   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      24.472  20.920   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      26.002  21.097   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      26.920  19.860   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      26.308  18.447   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      24.778  18.271   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      24.166  16.857   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      25.084  15.621   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      22.636  16.681   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      22.024  15.268   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      22.942  14.031   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      20.494  15.091   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      19.882  13.678   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      18.352  13.501   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      17.741  12.088   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      16.211  11.911   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      15.599  10.498   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      14.069  10.321   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      13.457   8.908   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      11.927   8.731   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      28.449  20.037   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      29.367  18.801   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      28.755  17.387   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      30.897  18.977   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      31.815  17.741   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      33.345  17.917   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      34.263  16.681   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      35.793  16.857   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      36.710  15.621   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      38.240  15.797   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      39.158  14.561   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      40.688  14.738   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      41.606  13.501   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      43.136  13.678   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      44.054  12.441   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      45.584  12.618   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      46.501  11.381   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      48.031  11.558   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      48.949  10.321   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      50.479  10.498   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      48.337   8.908   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      16.372  22.759   0.000  0.00  0.00           C+0
HETATM   62  O   UNK     0      17.013  21.358   0.000  0.00  0.00           O+0
HETATM   63  C   UNK     0      14.863  23.063   0.000  0.00  0.00           C+0
HETATM   64  O   UNK     0      13.729  22.021   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   63                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   61                                                  
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   40                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   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                                                            
CONECT   40   23   41                                                       
CONECT   41   40   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   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   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   60                                                  
CONECT   59   58                                                            
CONECT   60   58                                                            
CONECT   61   11   62   63                                                  
CONECT   62   61                                                            
CONECT   63   61    9   64                                                  
CONECT   64   63                                                            
MASTER        0    0    0    0    0    0    0    0   64    0  130    0
END

Synonyms

Not Available

Chemical Formula

C₄₃H₇₉N₃O₁₆P₂

Average Molecular Weight

956.058

Monoisotopic Molecular Weight

955.493557472

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-[(3-hydroxydodecanoyl)oxy]-2-[(17-methyloctadecanoyl)oxy]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-[(3-hydroxydodecanoyl)oxy]-2-[(17-methyloctadecanoyl)oxy]propoxy)phosphoryl]oxy)phosphinic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCC(O)CC(=O)OC[C@H](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)CCCCCCCCCCCCCCCC(C)C

InChI Identifier

InChI=1S/C43H79N3O16P2/c1-4-5-6-7-15-19-22-25-34(47)29-39(49)57-30-35(60-38(48)26-23-20-17-14-12-10-8-9-11-13-16-18-21-24-33(2)3)31-58-63(53,54)62-64(55,56)59-32-36-40(50)41(51)42(61-36)46-28-27-37(44)45-43(46)52/h27-28,33-36,40-42,47,50-51H,4-26,29-32H2,1-3H3,(H,53,54)(H,55,56)(H2,44,45,52)/t34?,35-,36-,40-,41-,42-/m1/s1

InChI Key

SSHMHANXDRKNQG-HQQMOLGISA-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
Beta-hydroxy acid
Fatty acyl
Alkyl phosphate
Pyrimidine
Phosphoric acid ester
Organic phosphoric acid derivative
Monosaccharide
Hydroxy acid
Hydropyrimidine
Dicarboxylic acid or derivatives
Heteroaromatic compound
Tetrahydrofuran
Secondary alcohol
Carboxylic acid ester
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	0.016 g/L	ALOGPS
logP	4.87	ALOGPS
logP	7.72	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	-0.032	ChemAxon
pKa (Strongest Basic)	3.27	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	283.5 Å²	ChemAxon
Rotatable Bond Count	40	ChemAxon
Refractivity	237.07 m³·mol⁻¹	ChemAxon
Polarizability	102.88 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-0910001001-e3f345244af0424f4ae5	2015-09-16	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-1910001000-3af19d46e1859c367c59	2015-09-16	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-3920000000-957a828767989f4e331e	2015-09-16	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4j-0930001103-f82c30cd23fdf880e88e	2015-09-16	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03xs-2931100100-4764c9dfce3db80c9829	2015-09-16	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0bvi-5921000000-0fb847ac1209aaca900b	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)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		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

Proteins

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Related Health Condition	Evidence Type	Measured in Matrix	Data Source	Reference

Microbial Sources

Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
	Proteobacteria	1	Human	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference	Details

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(12:0(3-OH)/19:iso) (MMDBc0032571)

MOL for #<Metabolite:0x000055b76d245f70>

3D MOL for #<Metabolite:0x000055b76d245f70>

3D SDF for #<Metabolite:0x000055b76d245f70>

3D-SDF for #<Metabolite:0x000055b76d245f70>

PDB for #<Metabolite:0x000055b76d245f70>

3D PDB for #<Metabolite:0x000055b76d245f70>

SMILES for #<Metabolite:0x000055b76d245f70>

INCHI for #<Metabolite:0x000055b76d245f70>

Structure for #<Metabolite:0x000055b76d245f70>

3D Structure for #<Metabolite:0x000055b76d245f70>