Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 02:11:47 UTC
Update Date2023-02-07 18:53:59 UTC
Metabolite IDMMDBc0032324
Metabolite Identification
Common NamePG(12:0/19:1(9Z))
DescriptionPG(19:1(9Z)/12:0) 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(19:1(9Z)/12:0), in particular, consists of one 9Z-nonadecenoyl chain to the C-1 atom, and one dodecanoyl 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 FormulaC37H71O10P
Average Mass706.939
Monoisotopic Mass706.478485484
IUPAC Name[(2S)-2,3-dihydroxypropoxy][(2R)-3-(dodecanoyloxy)-2-[(9Z)-nonadec-9-enoyloxy]propoxy]phosphinic acid
Traditional Name(2S)-2,3-dihydroxypropoxy((2R)-3-(dodecanoyloxy)-2-[(9Z)-nonadec-9-enoyloxy]propoxy)phosphinic acid
CAS Registry NumberNot Available
SMILES
[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC
InChI Identifier
InChI=1S/C37H71O10P/c1-3-5-7-9-11-13-14-15-16-17-18-19-21-23-25-27-29-37(41)47-35(33-46-48(42,43)45-31-34(39)30-38)32-44-36(40)28-26-24-22-20-12-10-8-6-4-2/h16-17,34-35,38-39H,3-15,18-33H2,1-2H3,(H,42,43)/b17-16-/t34-,35+/m0/s1
InChI KeyJYDSICMKMSYKSO-ODLGQNLUSA-N