Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 02:10:51 UTC
Update Date2023-02-07 18:51:46 UTC
Metabolite IDMMDBc0032300
Metabolite Identification
Common NamePG(17:0cycw7c/15:0cyclo)
DescriptionPG(15:0cyclo/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(15:0cyclo/17:0cycw7c), in particular, consists of one cis-9,10-Methylenetetradecanoic acid 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 FormulaC38H71O10P
Average Mass718.95
Monoisotopic Mass718.478485484
IUPAC Name[(2R)-2-{[8-(2-butylcyclopropyl)octanoyl]oxy}-3-{[8-(2-hexylcyclopropyl)octanoyl]oxy}propoxy][(2S)-2,3-dihydroxypropoxy]phosphinic acid
Traditional Name(2R)-2-{[8-(2-butylcyclopropyl)octanoyl]oxy}-3-{[8-(2-hexylcyclopropyl)octanoyl]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)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC
InChI Identifier
InChI=1S/C38H71O10P/c1-3-5-7-14-20-33-26-34(33)22-16-10-8-12-17-23-37(41)45-29-36(30-47-49(43,44)46-28-35(40)27-39)48-38(42)24-18-13-9-11-15-21-32-25-31(32)19-6-4-2/h31-36,39-40H,3-30H2,1-2H3,(H,43,44)/t31?,32?,33?,34?,35-,36+/m0/s1
InChI KeyKMFKTOIJVNSQTK-CWMDRTTDSA-N