Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 00:50:19 UTC
Update Date2023-02-07 23:24:41 UTC
Metabolite IDMMDBc0031467
Metabolite Identification
Common NamePG(15:0/14:0(3-OH))
DescriptionPG(14:0(3-OH)/15:0) 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)/15:0), in particular, consists of one 3-hydroxytetradecanoyl chain to the C-1 atom, and one pentadecanoyl 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 FormulaC35H69O11P
Average Mass696.9
Monoisotopic Mass696.45775004
IUPAC Name[(2S)-2,3-dihydroxypropoxy][(2R)-2-[(3-hydroxytetradecanoyl)oxy]-3-(pentadecanoyloxy)propoxy]phosphinic acid
Traditional Name(2S)-2,3-dihydroxypropoxy((2R)-2-[(3-hydroxytetradecanoyl)oxy]-3-(pentadecanoyloxy)propoxy)phosphinic acid
CAS Registry NumberNot Available
SMILES
[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCCCC
InChI Identifier
InChI=1S/C35H69O11P/c1-3-5-7-9-11-13-14-15-17-19-21-23-25-34(39)43-29-33(30-45-47(41,42)44-28-32(38)27-36)46-35(40)26-31(37)24-22-20-18-16-12-10-8-6-4-2/h31-33,36-38H,3-30H2,1-2H3,(H,41,42)/t31?,32-,33+/m0/s1
InChI KeyGCIXTHWMPWMEPY-ADIDXWPESA-N