MiMeDB: Showing metabocard for CDP-DG(10:0(3-OH)/19:iso) (MMDBc0032556)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 02:21:22 UTC

Update Date

2022-08-31 18:44:54 UTC

Metabolite ID

MMDBc0032556

Metabolite Identification

Common Name

CDP-DG(10:0(3-OH)/19:iso)

Description

CDP-DG(10:0(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(10:0(3-OH)/19:iso), in particular, consists of one 3-hydroxydecanoyl 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(10:0(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


  Mrv1572009081521522D          

 62 63  0  0  1  0            999 V2000
    2.1363   14.3361    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8738   13.9662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5628   14.4200    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3003   14.0502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9893   14.5039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3487   13.2266    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6597   12.7728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9223   13.1427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0862   12.8568    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8189   13.2360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4060   12.6564    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2200   12.7907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7432   12.1529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5572   12.2871    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    8.6915   11.4731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4230   13.1011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3712   12.4214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8945   11.7836    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    9.2567   11.2603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5323   12.3069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4178   11.1458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2318   11.2801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7551   10.6423    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4644    9.8702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6504    9.7359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3597    8.9638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8830    8.3260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5457    8.8296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2550    8.0575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7782    7.4197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4410    7.9232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1502    7.1511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3362    7.0168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0455    6.2448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2315    6.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9408    5.3384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1268    5.2041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5691   10.7765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0924   10.1387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8017    9.3667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9064   10.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4297    9.6352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2437    9.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7670    9.1317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5809    9.2660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1042    8.6281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9182    8.7624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4415    8.1246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2555    8.2589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7788    7.6211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5928    7.7554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1161    7.1175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9301    7.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4534    6.6140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2674    6.7483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7907    6.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6047    6.2448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4999    5.3384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0361   11.9189    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4154   11.1863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2205   12.0428    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6409   11.4557    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
 23 38  1  6  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 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  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
 56 58  1  0  0  0  0
 11 59  1  0  0  0  0
 59 60  1  1  0  0  0
 59 61  1  0  0  0  0
  9 61  1  0  0  0  0
 61 62  1  1  0  0  0
M  END


  Mrv1572009081521522D          

 62 63  0  0  1  0            999 V2000
    2.1363   14.3361    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8738   13.9662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5628   14.4200    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3003   14.0502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9893   14.5039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3487   13.2266    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6597   12.7728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9223   13.1427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0862   12.8568    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8189   13.2360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4060   12.6564    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2200   12.7907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7432   12.1529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5572   12.2871    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    8.6915   11.4731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4230   13.1011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3712   12.4214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8945   11.7836    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    9.2567   11.2603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5323   12.3069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4178   11.1458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2318   11.2801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7551   10.6423    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4644    9.8702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6504    9.7359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3597    8.9638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8830    8.3260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5457    8.8296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2550    8.0575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7782    7.4197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4410    7.9232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1502    7.1511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3362    7.0168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0455    6.2448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2315    6.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9408    5.3384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1268    5.2041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5691   10.7765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0924   10.1387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8017    9.3667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9064   10.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4297    9.6352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2437    9.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7670    9.1317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5809    9.2660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1042    8.6281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9182    8.7624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4415    8.1246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2555    8.2589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7788    7.6211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5928    7.7554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1161    7.1175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9301    7.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4534    6.6140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2674    6.7483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7907    6.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6047    6.2448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4999    5.3384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0361   11.9189    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4154   11.1863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2205   12.0428    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6409   11.4557    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
 23 38  1  6  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 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  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
 56 58  1  0  0  0  0
 11 59  1  0  0  0  0
 59 60  1  1  0  0  0
 59 61  1  0  0  0  0
  9 61  1  0  0  0  0
 61 62  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0032556

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCCCCC(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/C41H75N3O16P2/c1-4-5-6-16-20-23-32(45)27-37(47)55-28-33(58-36(46)24-21-18-15-13-11-9-7-8-10-12-14-17-19-22-31(2)3)29-56-61(51,52)60-62(53,54)57-30-34-38(48)39(49)40(59-34)44-26-25-35(42)43-41(44)50/h25-26,31-34,38-40,45,48-49H,4-24,27-30H2,1-3H3,(H,51,52)(H,53,54)(H2,42,43,50)/t32?,33-,34-,38-,39-,40-/m1/s1

> <INCHI_KEY>
HBWHAFZNLKQYMY-HSKYYDRWSA-N

> <FORMULA>
C41H75N3O16P2

> <MOLECULAR_WEIGHT>
928.004

> <EXACT_MASS>
927.462257343

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
137

> <JCHEM_AVERAGE_POLARIZABILITY>
98.53000810744504

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

> <ALOGPS_LOGP>
4.34

> <JCHEM_LOGP>
6.8346831480000025

> <ALOGPS_LOGS>
-4.53

> <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>
227.87060000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
38

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.73e-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-hydroxydecanoyl)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       3.988  26.761   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       5.364  26.070   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       6.651  26.917   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       8.027  26.227   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       9.313  27.074   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0       8.118  24.690   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       6.831  23.843   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.455  24.533   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.494  23.999   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      10.862  24.707   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      11.958  23.625   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.477  23.876   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      14.454  22.685   0.000  0.00  0.00           O+0
HETATM   14  P   UNK     0      15.974  22.936   0.000  0.00  0.00           P+0
HETATM   15  O   UNK     0      16.224  21.417   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      15.723  24.455   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      17.493  23.187   0.000  0.00  0.00           O+0
HETATM   18  P   UNK     0      18.470  21.996   0.000  0.00  0.00           P+0
HETATM   19  O   UNK     0      17.279  21.019   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      19.660  22.973   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      19.447  20.805   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      20.966  21.056   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      21.943  19.866   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      21.400  18.424   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      19.881  18.174   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      19.338  16.732   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      20.315  15.542   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      17.819  16.482   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      17.276  15.041   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      18.253  13.850   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      15.756  14.790   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      15.214  13.349   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      13.694  13.098   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      13.152  11.657   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      11.632  11.406   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      11.090   9.965   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       9.570   9.714   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      23.462  20.116   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      24.439  18.926   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      23.896  17.484   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      25.959  19.176   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      26.935  17.986   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      28.455  18.236   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      29.432  17.046   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      30.951  17.296   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      31.928  16.106   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      33.447  16.357   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      34.424  15.166   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      35.944  15.417   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      36.920  14.226   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      38.440  14.477   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      39.417  13.286   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      40.936  13.537   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      41.913  12.346   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      43.432  12.597   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      44.409  11.406   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      45.929  11.657   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      43.867   9.965   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      11.267  22.249   0.000  0.00  0.00           C+0
HETATM   60  O   UNK     0      11.975  20.881   0.000  0.00  0.00           O+0
HETATM   61  C   UNK     0       9.745  22.480   0.000  0.00  0.00           C+0
HETATM   62  O   UNK     0       8.663  21.384   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   61                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   59                                                  
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   38                                                  
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                                                            
CONECT   38   23   39                                                       
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   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   53                                                       
CONECT   53   52   54                                                       
CONECT   54   53   55                                                       
CONECT   55   54   56                                                       
CONECT   56   55   57   58                                                  
CONECT   57   56                                                            
CONECT   58   56                                                            
CONECT   59   11   60   61                                                  
CONECT   60   59                                                            
CONECT   61   59    9   62                                                  
CONECT   62   61                                                            
MASTER        0    0    0    0    0    0    0    0   62    0  126    0
END

Synonyms

Not Available

Molecular Formula

C₄₁H₇₅N₃O₁₆P₂

Average Mass

928.004

Monoisotopic Mass

927.462257343

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

CAS Registry Number

Not Available

SMILES

CCCCCCCC(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/C41H75N3O16P2/c1-4-5-6-16-20-23-32(45)27-37(47)55-28-33(58-36(46)24-21-18-15-13-11-9-7-8-10-12-14-17-19-22-31(2)3)29-56-61(51,52)60-62(53,54)57-30-34-38(48)39(49)40(59-34)44-26-25-35(42)43-41(44)50/h25-26,31-34,38-40,45,48-49H,4-24,27-30H2,1-3H3,(H,51,52)(H,53,54)(H2,42,43,50)/t32?,33-,34-,38-,39-,40-/m1/s1

InChI Key

HBWHAFZNLKQYMY-HSKYYDRWSA-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	0.027 g/L	ALOGPS
logP	4.34	ALOGPS
logP	6.83	ChemAxon
logS	-4.5	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	38	ChemAxon
Refractivity	227.87 m³·mol⁻¹	ChemAxon
Polarizability	98.53 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-0910001001-6c25f9d14775ef5d6bd3	2015-09-16	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-1910001000-e8d061c308cd6fdb494b	2015-09-16	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-3930000000-4cd56a5d88ae064d1d2b	2015-09-16	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0ar0-0910001011-32f356474f440c5f58ff	2015-09-16	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-07wi-2901101000-327690c4e6fa438833cd	2015-09-16	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0bvi-4900000000-448d06efafca54e69d47	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)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-21	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(10:0(3-OH)/19:iso) (MMDBc0032556)

MOL for #<Metabolite:0x00007fdb4c2e87e8>

3D MOL for #<Metabolite:0x00007fdb4c2e87e8>

3D SDF for #<Metabolite:0x00007fdb4c2e87e8>

3D-SDF for #<Metabolite:0x00007fdb4c2e87e8>

PDB for #<Metabolite:0x00007fdb4c2e87e8>

3D PDB for #<Metabolite:0x00007fdb4c2e87e8>

SMILES for #<Metabolite:0x00007fdb4c2e87e8>

INCHI for #<Metabolite:0x00007fdb4c2e87e8>

Structure for #<Metabolite:0x00007fdb4c2e87e8>

3D Structure for #<Metabolite:0x00007fdb4c2e87e8>