Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 00:48:46 UTC
Update Date2023-02-07 23:24:06 UTC
Metabolite IDMMDBc0031431
Metabolite Identification
Common NamePG(15:0/10:0(3-OH))
DescriptionPG(10:0(3-OH)/15:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(10:0(3-OH)/15:0), in particular, consists of one 3-hydroxydecanoyl chain to the C-1 atom, and one pentadecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.
Structure
SynonymsNot Available
Molecular FormulaC31H61O11P
Average Mass640.792
Monoisotopic Mass640.395149782
IUPAC Name[(2S)-2,3-dihydroxypropoxy][(2R)-2-[(3-hydroxydecanoyl)oxy]-3-(pentadecanoyloxy)propoxy]phosphinic acid
Traditional Name(2S)-2,3-dihydroxypropoxy((2R)-2-[(3-hydroxydecanoyl)oxy]-3-(pentadecanoyloxy)propoxy)phosphinic acid
CAS Registry NumberNot Available
SMILES
[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCC
InChI Identifier
InChI=1S/C31H61O11P/c1-3-5-7-9-10-11-12-13-14-15-17-19-21-30(35)39-25-29(26-41-43(37,38)40-24-28(34)23-32)42-31(36)22-27(33)20-18-16-8-6-4-2/h27-29,32-34H,3-26H2,1-2H3,(H,37,38)/t27?,28-,29+/m0/s1
InChI KeySXSHIPIDJVVEJP-CVWZLOPKSA-N