Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 02:23:43 UTC
Update Date2022-08-31 18:47:43 UTC
Metabolite IDMMDBc0032612
Metabolite Identification
Common NameCDP-DG(16:1(9Z)/19:0cycw8c)
DescriptionCDP-DG(16:1(9Z)/19:0cycw8c) 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(16:1(9Z)/19:0cycw8c), in particular, consists of one 9Z-hexadecenoyl chain to C-1 atom, and one 9-(2-heptylcyclopropyl)nonanoyl 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(16:1(9Z)/19:0cycw8c) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.
Structure
SynonymsNot Available
Molecular FormulaC47H83N3O15P2
Average Mass992.135
Monoisotopic Mass991.529942981
IUPAC Name{[(2R,3R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({[(2R)-2-{[9-(2-heptylcyclopropyl)nonanoyl]oxy}-3-[(9Z)-hexadec-9-enoyloxy]propoxy](hydroxy)phosphoryl}oxy)phosphinic acid
Traditional Name[(2R,3R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy([(2R)-2-{[9-(2-heptylcyclopropyl)nonanoyl]oxy}-3-[(9Z)-hexadec-9-enoyloxy]propoxy(hydroxy)phosphoryl]oxy)phosphinic acid
CAS Registry NumberNot Available
SMILES
[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC1CC1CCCCCCC
InChI Identifier
InChI=1S/C47H83N3O15P2/c1-3-5-7-9-10-11-12-13-14-15-16-21-25-29-42(51)60-34-39(63-43(52)30-26-22-18-17-20-24-28-38-33-37(38)27-23-19-8-6-4-2)35-61-66(56,57)65-67(58,59)62-36-40-44(53)45(54)46(64-40)50-32-31-41(48)49-47(50)55/h11-12,31-32,37-40,44-46,53-54H,3-10,13-30,33-36H2,1-2H3,(H,56,57)(H,58,59)(H2,48,49,55)/b12-11-/t37?,38?,39-,40-,44+,45?,46-/m1/s1
InChI KeyNSQNFEFARGJCMO-QBPSIKBQSA-N