Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 02:06:15 UTC
Update Date2024-04-30 19:54:32 UTC
Metabolite IDMMDBc0032192
Metabolite Identification
Common NamePG(18:1(9Z)/18:0)
DescriptionPG(18:0/18:1(9Z)) 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(18:0/18:1(9Z)), in particular, consists of one octadecanoyl chain to the C-1 atom, and one 9Z-octadecenoyl 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
Synonyms
ValueSource
1-(9Z-Octadecenoyl)-2-octadecanoyl-sn-glycero-3-phospho-(1'-glycerol)HMDB
1-Oleoyl-2-stearoyl-sn-glycero-3-phosphoglycerolHMDB
GPG(18:1/18:0)HMDB
GPG(18:1N9/18:0)HMDB
GPG(18:1W9/18:0)HMDB
GPG(36:1)HMDB
PG(18:1/18:0)HMDB
PG(18:1N9/18:0)HMDB
PG(18:1W9/18:0)HMDB
PG(36:1)HMDB
Phosphatidylglycerol(18:1/18:0)HMDB
Phosphatidylglycerol(18:1n9/18:0)HMDB
Phosphatidylglycerol(18:1W9/18:0)HMDB
Phosphatidylglycerol(36:1)HMDB
1-(9Z-Octadecenoyl)-2-octadecanoyl-sn-glycero-3-phosphoglycerolHMDB
PG(18:1(9Z)/18:0)Lipid Annotator
Molecular FormulaC42H81O10P
Average Mass777.0603
Monoisotopic Mass776.556735324
IUPAC Name[(2S)-2,3-dihydroxypropoxy][(2R)-3-[(9Z)-octadec-9-enoyloxy]-2-(octadecanoyloxy)propoxy]phosphinic acid
Traditional Name(2S)-2,3-dihydroxypropoxy(2R)-3-[(9Z)-octadec-9-enoyloxy]-2-(octadecanoyloxy)propoxyphosphinic acid
CAS Registry NumberNot Available
SMILES
[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC
InChI Identifier
InChI=1S/C42H81O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-41(45)49-37-40(38-51-53(47,48)50-36-39(44)35-43)52-42(46)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17,19,39-40,43-44H,3-16,18,20-38H2,1-2H3,(H,47,48)/b19-17-/t39-,40+/m0/s1
InChI KeyURDBSUCIYKJPCG-INSSKLQOSA-N