Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 14:48:10 UTC
Update Date2022-09-01 01:35:27 UTC
Metabolite IDMMDBc0046674
Metabolite Identification
Common NamePG(15:1(9Z)/26:1(11Z))
DescriptionPG(15:1(9Z)/26:1(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(9Z)/26:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain to the C-1 atom, and one 11Z-hexacosenoyl 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-[(12Z)-hexacos-12-enoyloxy]-3-[(9Z)-pentadec-9-enoyloxy]propoxy]phosphinateGenerator
Molecular FormulaC47H89O10P
Average Mass845.193
Monoisotopic Mass844.619336064
IUPAC Name[(2S)-2,3-dihydroxypropoxy][(2R)-2-[(12Z)-hexacos-12-enoyloxy]-3-[(9Z)-pentadec-9-enoyloxy]propoxy]phosphinic acid
Traditional Name(2S)-2,3-dihydroxypropoxy((2R)-2-[(12Z)-hexacos-12-enoyloxy]-3-[(9Z)-pentadec-9-enoyloxy]propoxy)phosphinic acid
CAS Registry NumberNot Available
SMILES
[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC
InChI Identifier
InChI=1S/C47H89O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-47(51)57-45(43-56-58(52,53)55-41-44(49)40-48)42-54-46(50)38-36-34-32-30-28-16-14-12-10-8-6-4-2/h12,14,22-23,44-45,48-49H,3-11,13,15-21,24-43H2,1-2H3,(H,52,53)/b14-12-,23-22-/t44-,45+/m0/s1
InChI KeyQUPGNIQJZFVLMU-CLJBKGMUSA-N