Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 00:48:58 UTC
Update Date2023-02-07 23:26:32 UTC
Metabolite IDMMDBc0031435
Metabolite Identification
Common NamePG(17:0cycw7c/10:0(3-OH))
DescriptionPG(10:0(3-OH)/17:0cycw7c) 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(10:0(3-OH)/17:0cycw7c), in particular, consists of one 3-hydroxydecanoyl chain to the C-1 atom, and one heptadec-9-10-cyclo-anoyl 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 FormulaC33H63O11P
Average Mass666.83
Monoisotopic Mass666.410799847
IUPAC Name[(2S)-2,3-dihydroxypropoxy][(2R)-3-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-2-[(3-hydroxydecanoyl)oxy]propoxy]phosphinic acid
Traditional Name(2S)-2,3-dihydroxypropoxy((2R)-3-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-2-[(3-hydroxydecanoyl)oxy]propoxy)phosphinic acid
CAS Registry NumberNot Available
SMILES
[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CC(O)CCCCCCC
InChI Identifier
InChI=1S/C33H63O11P/c1-3-5-7-10-15-19-29(35)22-33(38)44-31(26-43-45(39,40)42-24-30(36)23-34)25-41-32(37)20-16-12-9-11-14-18-28-21-27(28)17-13-8-6-4-2/h27-31,34-36H,3-26H2,1-2H3,(H,39,40)/t27?,28?,29?,30-,31+/m0/s1
InChI KeyLAGVQECOFFXEMS-AIMSBCCHSA-N