Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 00:49:54 UTC
Update Date2023-02-07 23:16:11 UTC
Metabolite IDMMDBc0031457
Metabolite Identification
Common NamePG(10:0(3-OH)/12:0)
DescriptionPG(12:0/10:0(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(12:0/10:0(3-OH)), in particular, consists of one dodecanoyl chain to the C-1 atom, and one 3-hydroxydecanoyl 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 FormulaC28H55O11P
Average Mass598.711
Monoisotopic Mass598.348199589
IUPAC Name[(2S)-2,3-dihydroxypropoxy][(2R)-2-(dodecanoyloxy)-3-[(3-hydroxydecanoyl)oxy]propoxy]phosphinic acid
Traditional Name(2S)-2,3-dihydroxypropoxy((2R)-2-(dodecanoyloxy)-3-[(3-hydroxydecanoyl)oxy]propoxy)phosphinic acid
CAS Registry NumberNot Available
SMILES
[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCCCCC
InChI Identifier
InChI=1S/C28H55O11P/c1-3-5-7-9-10-11-12-14-16-18-27(32)39-26(23-38-40(34,35)37-21-25(31)20-29)22-36-28(33)19-24(30)17-15-13-8-6-4-2/h24-26,29-31H,3-23H2,1-2H3,(H,34,35)/t24?,25-,26+/m0/s1
InChI KeyBOZBFXFMSIIUKI-XBCLTQTASA-N