Hmdb loader
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2008-09-12 01:31:13 UTC
Update Date2022-03-07 02:50:02 UTC
HMDB IDHMDB0008092
Secondary Accession Numbers
  • HMDB08092
Metabolite Identification
Common NamePC(18:1(11Z)/24:1(15Z))
DescriptionPC(18:1(11Z)/24:1(15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(11Z)/24:1(15Z)), in particular, consists of one chain of vaccenic acid at the C-1 position and one chain of nervonic acid at the C-2 position. The vaccenic acid moiety is derived from butter fat and animal fat, while the nervonic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.
Structure
Data?1582752535
Synonyms
ValueSource
1-Vaccenoyl-2-nervonoyl-sn-glycero-3-phosphocholineHMDB
Gpcho(18:1/24:1)HMDB
Gpcho(18:1n7/24:1n9)HMDB
Gpcho(18:1W7/24:1W9)HMDB
Gpcho(42:2)HMDB
LecithinHMDB
PC Aa C42:2HMDB
PC(18:1/24:1)HMDB
PC(18:1n7/24:1n9)HMDB
PC(18:1W7/24:1W9)HMDB
PC(42:2)HMDB
Phosphatidylcholine(18:1/24:1)HMDB
Phosphatidylcholine(18:1n7/24:1n9)HMDB
Phosphatidylcholine(18:1W7/24:1W9)HMDB
Phosphatidylcholine(42:2)HMDB
1-(11Z-Octadecenoyl)-2-(15Z-tetracosanoyl)-sn-glycero-3-phosphocholineHMDB
PC(18:1(11Z)/24:1(15Z))Lipid Annotator
Chemical FormulaC50H96NO8P
Average Molecular Weight870.2729
Monoisotopic Molecular Weight869.687355565
IUPAC Nametrimethyl(2-{[(2R)-3-[(11Z)-octadec-11-enoyloxy]-2-[(15Z)-tetracos-15-enoyloxy]propyl phosphonato]oxy}ethyl)azanium
Traditional Namelecithin
CAS Registry NumberNot Available
SMILES
CCCCCCCC\C=C/CCCCCCCCCCCCCC(=O)O[C@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C
InChI Identifier
InChI=1S/C50H96NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-26-27-29-31-33-35-37-39-41-43-50(53)59-48(47-58-60(54,55)57-45-44-51(3,4)5)46-56-49(52)42-40-38-36-34-32-30-28-21-19-17-15-13-11-9-7-2/h17,19-20,22,48H,6-16,18,21,23-47H2,1-5H3/b19-17-,22-20-/t48-/m1/s1
InChI KeyPRNSLAVQZUIWHD-PRTODFFFSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phosphatidylcholines. These are glycerophosphocholines in which the two free -OH are attached to one fatty acid each through an ester linkage.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassGlycerophospholipids
Sub ClassGlycerophosphocholines
Direct ParentPhosphatidylcholines
Alternative Parents
Substituents
  • Diacylglycero-3-phosphocholine
  • Phosphocholine
  • Fatty acid ester
  • Dialkyl phosphate
  • Dicarboxylic acid or derivatives
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Alkyl phosphate
  • Fatty acyl
  • Quaternary ammonium salt
  • Tetraalkylammonium salt
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Amine
  • Organic salt
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect
Disposition
Biological locationSource
Process
Naturally occurring process