Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 00:49:33 UTC
Update Date2023-02-07 23:21:47 UTC
Metabolite IDMMDBc0031448
Metabolite Identification
Common NamePG(14:0(3-OH)/12:0(3-OH))
DescriptionPG(12:0(3-OH)/14:0(3-OH)) 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(3-OH)/14:0(3-OH)), in particular, consists of one 3-hydroxydodecanoyl chain to the C-1 atom, and one 3-hydroxytetradecanoyl 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 FormulaC32H63O12P
Average Mass670.818
Monoisotopic Mass670.405714467
IUPAC Name[(2S)-2,3-dihydroxypropoxy][(2R)-2-[(3-hydroxydodecanoyl)oxy]-3-[(3-hydroxytetradecanoyl)oxy]propoxy]phosphinic acid
Traditional Name(2S)-2,3-dihydroxypropoxy((2R)-2-[(3-hydroxydodecanoyl)oxy]-3-[(3-hydroxytetradecanoyl)oxy]propoxy)phosphinic acid
CAS Registry NumberNot Available
SMILES
[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCC
InChI Identifier
InChI=1S/C32H63O12P/c1-3-5-7-9-11-12-14-16-17-19-27(34)21-31(37)41-25-30(26-43-45(39,40)42-24-29(36)23-33)44-32(38)22-28(35)20-18-15-13-10-8-6-4-2/h27-30,33-36H,3-26H2,1-2H3,(H,39,40)/t27?,28?,29-,30+/m0/s1
InChI KeyIVBBJHAFERDIDS-KPQOGYOCSA-N