Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 00:50:15 UTC
Update Date2023-02-07 23:23:51 UTC
Metabolite IDMMDBc0031465
Metabolite Identification
Common NamePG(14:0/14:0(3-OH))
DescriptionPG(14:0(3-OH)/14:0) 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)/14:0), in particular, consists of one 3-hydroxytetradecanoyl chain to the C-1 atom, and one tetradecanoyl 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 FormulaC34H67O11P
Average Mass682.873
Monoisotopic Mass682.442099975
IUPAC Name[(2S)-2,3-dihydroxypropoxy][(2R)-2-[(3-hydroxytetradecanoyl)oxy]-3-(tetradecanoyloxy)propoxy]phosphinic acid
Traditional Name(2S)-2,3-dihydroxypropoxy((2R)-2-[(3-hydroxytetradecanoyl)oxy]-3-(tetradecanoyloxy)propoxy)phosphinic acid
CAS Registry NumberNot Available
SMILES
[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCCCC
InChI Identifier
InChI=1S/C34H67O11P/c1-3-5-7-9-11-13-14-16-18-20-22-24-33(38)42-28-32(29-44-46(40,41)43-27-31(37)26-35)45-34(39)25-30(36)23-21-19-17-15-12-10-8-6-4-2/h30-32,35-37H,3-29H2,1-2H3,(H,40,41)/t30?,31-,32+/m0/s1
InChI KeyCKUPYCTUDPTRNY-XXWVNBFBSA-N