Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 00:48:55 UTC
Update Date2023-02-07 23:25:58 UTC
Metabolite IDMMDBc0031434
Metabolite Identification
Common NamePG(16:1(9Z)/10:0(3-OH))
DescriptionPG(10:0(3-OH)/16:1(9Z)) 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)/16:1(9Z)), in particular, consists of one 3-hydroxydecanoyl chain to the C-1 atom, and one 9Z-hexadecenoyl 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 FormulaC32H61O11P
Average Mass652.803
Monoisotopic Mass652.395149782
IUPAC Name[(2S)-2,3-dihydroxypropoxy][(2R)-3-[(9Z)-hexadec-9-enoyloxy]-2-[(3-hydroxydecanoyl)oxy]propoxy]phosphinic acid
Traditional Name(2S)-2,3-dihydroxypropoxy((2R)-3-[(9Z)-hexadec-9-enoyloxy]-2-[(3-hydroxydecanoyl)oxy]propoxy)phosphinic acid
CAS Registry NumberNot Available
SMILES
[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CC(O)CCCCCCC
InChI Identifier
InChI=1S/C32H61O11P/c1-3-5-7-9-10-11-12-13-14-15-16-18-20-22-31(36)40-26-30(27-42-44(38,39)41-25-29(35)24-33)43-32(37)23-28(34)21-19-17-8-6-4-2/h11-12,28-30,33-35H,3-10,13-27H2,1-2H3,(H,38,39)/b12-11-/t28?,29-,30+/m0/s1
InChI KeyIMPXUTLHCUEPBX-MIJJTBKJSA-N