Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 00:50:55 UTC
Update Date2023-02-07 23:17:05 UTC
Metabolite IDMMDBc0031483
Metabolite Identification
Common NamePG(10:0(3-OH)/15:0cyclo)
DescriptionPG(15:0cyclo/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(15:0cyclo/10:0(3-OH)), in particular, consists of one cis-9,10-Methylenetetradecanoic acid 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 FormulaC31H59O11P
Average Mass638.776
Monoisotopic Mass638.379499718
IUPAC Name[(2R)-2-{[8-(2-butylcyclopropyl)octanoyl]oxy}-3-[(3-hydroxydecanoyl)oxy]propoxy][(2S)-2,3-dihydroxypropoxy]phosphinic acid
Traditional Name(2R)-2-{[8-(2-butylcyclopropyl)octanoyl]oxy}-3-[(3-hydroxydecanoyl)oxy]propoxy((2S)-2,3-dihydroxypropoxy)phosphinic acid
CAS Registry NumberNot Available
SMILES
[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCC1CC1CCCC
InChI Identifier
InChI=1S/C31H59O11P/c1-3-5-7-9-13-17-27(33)20-31(36)39-23-29(24-41-43(37,38)40-22-28(34)21-32)42-30(35)18-14-11-8-10-12-16-26-19-25(26)15-6-4-2/h25-29,32-34H,3-24H2,1-2H3,(H,37,38)/t25?,26?,27?,28-,29+/m0/s1
InChI KeyVVWIPXWKDIPOFX-IFULXZEUSA-N