Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 14:45:57 UTC
Update Date2022-09-01 01:34:56 UTC
Metabolite IDMMDBc0046630
Metabolite Identification
Common NamePG(15:1(11Z)/22:1(11Z))
DescriptionPG(15:1(11Z)/22:1(11Z)) 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(15:1(11Z)/22:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain to the C-1 atom, and one 11Z-docosenoyl 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
Synonyms
ValueSource
[(2S)-2,3-Dihydroxypropoxy][(2R)-2-[(11Z)-docos-11-enoyloxy]-3-[(11Z)-pentadec-11-enoyloxy]propoxy]phosphinateGenerator
Molecular FormulaC43H81O10P
Average Mass789.085
Monoisotopic Mass788.556735806
IUPAC Name[(2S)-2,3-dihydroxypropoxy][(2R)-2-[(11Z)-docos-11-enoyloxy]-3-[(11Z)-pentadec-11-enoyloxy]propoxy]phosphinic acid
Traditional Name(2S)-2,3-dihydroxypropoxy((2R)-2-[(11Z)-docos-11-enoyloxy]-3-[(11Z)-pentadec-11-enoyloxy]propoxy)phosphinic acid
CAS Registry NumberNot Available
SMILES
[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC
InChI Identifier
InChI=1S/C43H81O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-43(47)53-41(39-52-54(48,49)51-37-40(45)36-44)38-50-42(46)34-32-30-28-26-24-16-14-12-10-8-6-4-2/h8,10,19-20,40-41,44-45H,3-7,9,11-18,21-39H2,1-2H3,(H,48,49)/b10-8-,20-19-/t40-,41+/m0/s1
InChI KeyONVLFYILJLYQCB-FTVRACRASA-N