Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 05:02:17 UTC
Update Date2024-04-30 20:16:53 UTC
Metabolite IDMMDBc0033767
Metabolite Identification
Common NamePC(16:0/18:1(11Z))
DescriptionPC(16:0/18:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(16:0/18:1(11Z)), in particular, consists of one hexadecanoyl chain to the C-1 atom, and one 11Z-octadecenoyl to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.
Structure
Synonyms
ValueSource
1-Hexadecanoyl-2-(11Z-octadecenoyl)-sn-glycero-3-phosphocholineChEBI
1-Palmitoyl-2-vaccenoyl-sn-glycero-3-phosphocholineChEBI
GPCho(16:0/18:1)ChEBI
PC(34:1)Lipid Annotator, HMDB
PC(16:0/18:1)Lipid Annotator, HMDB
Phosphatidylcholine(34:1)Lipid Annotator, HMDB
PC(16:0/18:1(11Z))Lipid Annotator
LecithinLipid Annotator, HMDB
Phosphatidylcholine(16:0/18:1)Lipid Annotator, HMDB
GPCho(34:1)Lipid Annotator, HMDB
Molecular FormulaC42H82NO8P
Average Mass760.0761
Monoisotopic Mass759.577805117
IUPAC Name(2-{[(2R)-3-(hexadecanoyloxy)-2-[(11Z)-octadec-11-enoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium
Traditional Name(2-{[(2R)-3-(hexadecanoyloxy)-2-[(11Z)-octadec-11-enoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium
CAS Registry NumberNot Available
SMILES
[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCC
InChI Identifier
InChI=1S/C42H82NO8P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h16,18,40H,6-15,17,19-39H2,1-5H3/b18-16-/t40-/m1/s1
InChI KeyAEPVLLKGEBHLEJ-KWNHIAGJSA-N