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Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-12-10 18:51:19 UTC
Update Date2022-08-31 06:10:31 UTC
Metabolite IDMMDBc0000622
Metabolite Identification
Common NamePC(18:0/20:3(5Z,8Z,11Z))
DescriptionPC(18:0/20:3(5Z,8Z,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(18:0/20:3(5Z,8Z,11Z)) in particular, consists of one hexadecanoyl chain to the C-1 atom, and one 5Z,8Z,11Z-eicosatrienoyl chain 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
Molecular FormulaC46H86NO8P
Average Mass812.1507
Monoisotopic Mass811.609105245
IUPAC Name(2-{[(2R)-2-[(5Z,8Z,11Z)-icosa-5,8,11-trienoyloxy]-3-(octadecanoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium
Traditional Namelecithin
CAS Registry NumberNot Available
SMILES
CCCCCCCCCCCCCCCCCC(=O)OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/CCCCCCCC
InChI Identifier
InChI=1S/C46H86NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h20,22,25,27,31,33,44H,6-19,21,23-24,26,28-30,32,34-43H2,1-5H3/b22-20-,27-25-,33-31-/t44-/m1/s1
InChI KeyQXDDDGCNWRUEFM-UMKMFDOBSA-N