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SpeciesSaccharomyces cerevisiae
StrainBrewer's yeast
DescriptionPC(o-18:2(9Z,12Z)/20:0) 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(o-18:2(9Z,12Z)/20:0), in particular, consists of one chain of Linoleyl alcohol at the C-1 position and one chain of arachidic acid at the C-2 position. The Linoleyl alcohol moiety is derived from seed oils, while the arachidic acid moiety is derived from peanut oil. 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.
  • 1-Linoleyl-2-arachidonyl-sn-glycero-3-phosphocholine
  • GPCho(18:2/20:0)
  • GPCho(18:2n6/20:0)
  • GPCho(18:2w6/20:0)
  • GPCho(38:2)
  • Lecithin
  • PC(18:2/20:0)
  • PC(18:2w6/20:0)
  • PC(38:2)
  • Phosphatidylcholine(18:2/20:0)
  • Phosphatidylcholine(18:2n6/20:0)
  • Phosphatidylcholine(18:2w6/20:0)
  • Phosphatidylcholine(38:2)
  • PC(18:2n6/20:0)
CAS numberNot Available
WeightAverage: 800.1831
Monoisotopic: 799.645490751
IUPAC Name(2-{[2-(icosanoyloxy)-3-(octadeca-9,12-dien-1-yloxy)propyl phosphonato]oxy}ethyl)trimethylazanium
Traditional IUPAC Name(2-{[2-(icosanoyloxy)-3-(octadeca-9,12-dien-1-yloxy)propyl phosphonato]oxy}ethyl)trimethylazanium
Chemical FormulaC46H90NO7P
Chemical Taxonomy
Description belongs to the class of organic compounds known as 1-alkyl,2-acylglycero-3-phosphocholines. These are glycerophosphocholines that carry exactly one acyl chain attached to the glycerol moiety through an ester linkage at the O2-position, and one alkyl chain attached through an ether linkage at the O1-position.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
Sub ClassGlycerophosphocholines
Direct Parent1-alkyl,2-acylglycero-3-phosphocholines
Alternative Parents
  • 1-alkyl,2-acylglycero-3-phosphocholine
  • Phosphocholine
  • Fatty acid ester
  • Dialkyl phosphate
  • Glycerol ether
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Fatty acyl
  • Alkyl phosphate
  • Tetraalkylammonium salt
  • Quaternary ammonium salt
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Dialkyl ether
  • Ether
  • Monocarboxylic acid or derivatives
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Carbonyl group
  • Amine
  • Organic nitrogen compound
  • Organooxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organic salt
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Physical Properties
Melting pointNot Available
Experimental Properties
Water SolubilityNot AvailablePhysProp
LogPNot AvailablePhysProp
Predicted Properties
Water Solubility2.2e-05 g/LALOGPS
pKa (Strongest Acidic)1.86ChemAxon
pKa (Strongest Basic)-4.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area94.12 ŲChemAxon
Rotatable Bond Count44ChemAxon
Refractivity245.95 m³·mol⁻¹ChemAxon
Polarizability102.11 ųChemAxon
Number of Rings0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular LocationsNot Available
Organoleptic PropertiesNot Available
SMPDB PathwaysNot Available
KEGG PathwaysNot Available
SMPDB ReactionsNot Available
KEGG ReactionsNot Available
Intracellular Concentrations
Intracellular ConcentrationSubstrateGrowth ConditionsStrainCitation
0.05 ± 0.0025 µM YEB media with 0.5 mM glucoseaerobicBrewer's yeastExperimentally Determined
Not Available
Conversion Details Here
Extracellular ConcentrationsNot Available
SpectraNot Available
References:Not Available
Synthesis Reference:Not Available
External Links:
CHEBI IDNot Available
Pubchem Compound ID76043929
Kegg IDNot Available
ChemSpider ID24767589
FOODB IDNot Available
Wikipedia IDNot Available
BioCyc IDNot Available