Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 00:50:01 UTC
Update Date2022-08-31 18:10:55 UTC
Metabolite IDMMDBc0031460
Metabolite Identification
Common NamePG(12:0/19:iso)
DescriptionPG(12:0/19:iso) 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(12:0/19:iso), in particular, consists of one dodecanoyl chain to the C-1 atom, and one 17-methylocatdecanoyl 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 FormulaC37H73O10P
Average Mass708.9433
Monoisotopic Mass708.494135068
IUPAC Name(2,3-dihydroxypropoxy)[3-(dodecanoyloxy)-2-[(17-methyloctadecanoyl)oxy]propoxy]phosphinic acid
Traditional Name2,3-dihydroxypropoxy(3-(dodecanoyloxy)-2-[(17-methyloctadecanoyl)oxy]propoxy)phosphinic acid
CAS Registry NumberNot Available
SMILES
CCCCCCCCCCCC(=O)OCC(COP(O)(=O)OCC(O)CO)OC(=O)CCCCCCCCCCCCCCCC(C)C
InChI Identifier
InChI=1S/C37H73O10P/c1-4-5-6-7-8-14-18-21-24-27-36(40)44-31-35(32-46-48(42,43)45-30-34(39)29-38)47-37(41)28-25-22-19-16-13-11-9-10-12-15-17-20-23-26-33(2)3/h33-35,38-39H,4-32H2,1-3H3,(H,42,43)
InChI KeyYXTUZYZYVPKQMY-UHFFFAOYSA-N