Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 00:50:10 UTC
Update Date2023-02-07 23:21:07 UTC
Metabolite IDMMDBc0031463
Metabolite Identification
Common NamePG(12:0/14:0(3-OH))
DescriptionPG(14:0(3-OH)/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(14:0(3-OH)/12:0), in particular, consists of one 3-hydroxytetradecanoyl 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 FormulaC32H63O11P
Average Mass654.819
Monoisotopic Mass654.410799847
IUPAC Name[(2S)-2,3-dihydroxypropoxy][(2R)-3-(dodecanoyloxy)-2-[(3-hydroxytetradecanoyl)oxy]propoxy]phosphinic acid
Traditional Name(2S)-2,3-dihydroxypropoxy((2R)-3-(dodecanoyloxy)-2-[(3-hydroxytetradecanoyl)oxy]propoxy)phosphinic acid
CAS Registry NumberNot Available
SMILES
[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCCCC
InChI Identifier
InChI=1S/C32H63O11P/c1-3-5-7-9-11-13-15-17-19-21-28(34)23-32(37)43-30(27-42-44(38,39)41-25-29(35)24-33)26-40-31(36)22-20-18-16-14-12-10-8-6-4-2/h28-30,33-35H,3-27H2,1-2H3,(H,38,39)/t28?,29-,30+/m0/s1
InChI KeyONEUIIRUIAVFSL-YHCMTOLSSA-N