Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 05:03:22 UTC
Update Date2024-04-30 20:17:16 UTC
Metabolite IDMMDBc0033791
Metabolite Identification
Common NamePC(16:1(9Z)/20:1(11Z))
DescriptionPC(16:1(9Z)/20:1(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(16:1(9Z)/20:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain to the C-1 atom, and one 11Z-eicosenoyl 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
GPCho(36:2)HMDB
PC(16:1/20:1)HMDB
LecithinHMDB
PC(36:2)HMDB
GPCho(16:1/20:1)HMDB
Phosphatidylcholine(36:2)HMDB
1-Palmitoleoyl-2-eicosenoyl-sn-glycero-3-phosphocholineHMDB
1-(9Z-Hexadecenoyl)-2-(11-eicosenoyl)-sn-glycero-3-phosphocholineHMDB
Phosphatidylcholine(16:1/20:1)HMDB
PC(16:1(9Z)/20:1(11Z))Lipid Annotator
Molecular FormulaC44H84NO8P
Average Mass786.1134
Monoisotopic Mass785.593455181
IUPAC Name(2-{[(2R)-3-[(9Z)-hexadec-9-enoyloxy]-2-[(11Z)-icos-11-enoyloxy]propyl phosphonato]oxy}ethyl)trimethylazanium
Traditional Namelecithin
CAS Registry NumberNot Available
SMILES
CCCCCCCC\C=C/CCCCCCCCCC(=O)O[C@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C
InChI Identifier
InChI=1S/C44H84NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-24-19-17-15-13-11-9-7-2/h17,19-21,42H,6-16,18,22-41H2,1-5H3/b19-17-,21-20-/t42-/m1/s1
InChI KeyRPEHVLWFOYUNMD-NPCYKUJHSA-N