Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 00:49:46 UTC
Update Date2023-02-07 23:26:44 UTC
Metabolite IDMMDBc0031453
Metabolite Identification
Common NamePG(17:0cycw7c/12:0(3-OH))
DescriptionPG(12:0(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(12:0(3-OH)/17:0cycw7c), in particular, consists of one 3-hydroxydodecanoyl 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 FormulaC35H67O11P
Average Mass694.884
Monoisotopic Mass694.442099975
IUPAC Name[(2S)-2,3-dihydroxypropoxy][(2R)-3-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-2-[(3-hydroxydodecanoyl)oxy]propoxy]phosphinic acid
Traditional Name(2S)-2,3-dihydroxypropoxy((2R)-3-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-2-[(3-hydroxydodecanoyl)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)CCCCCCCCC
InChI Identifier
InChI=1S/C35H67O11P/c1-3-5-7-9-10-13-17-21-31(37)24-35(40)46-33(28-45-47(41,42)44-26-32(38)25-36)27-43-34(39)22-18-14-11-12-16-20-30-23-29(30)19-15-8-6-4-2/h29-33,36-38H,3-28H2,1-2H3,(H,41,42)/t29?,30?,31?,32-,33+/m0/s1
InChI KeyYVRUTOLLRQUDBY-QOGUGHGESA-N