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Record Information
Version1.0
Creation Date2020-03-18 19:05:05 UTC
Update Date2021-04-30 20:57:48 UTC
LmdbLMDB01160
Secondary Accession NumbersNone
Metabolite Identification
Common NamePC(20:0/20:2(11Z,14Z))
DescriptionPC(20:0/20:2(11Z,14Z)) 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(20:0/20:2(11Z,14Z)), in particular, consists of one eicosanoyl chain to the C-1 atom, and one 11Z,14Z-eicosadienoyl 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
Thumb
Synonyms
ValueSource
1-Arachidonyl-2-eicosadienoyl-sn-glycero-3-phosphocholineChEBI
GPCho(20:0/20:2n6)ChEBI
GPCho(20:0/20:2W6)ChEBI
PC(20:0/20:2n6)ChEBI
PC(20:0/20:2W6)ChEBI
Phosphatidylcholine(20:0/20:2n6)ChEBI
Phosphatidylcholine(20:0/20:2W6)ChEBI
PC(40:2)Lipid Annotator, HMDB
PC(20:0/20:2(11Z,14Z))Lipid Annotator
Phosphatidylcholine(20:0/20:2)Lipid Annotator, HMDB
LecithinLipid Annotator, HMDB
GPCho(20:0/20:2)Lipid Annotator, HMDB
GPCho(40:2)Lipid Annotator, HMDB
PC(20:0/20:2)Lipid Annotator, HMDB
1-eicosanoyl-2-(11Z,14Z-eicosadienoyl)-sn-glycero-3-phosphocholineLipid Annotator, HMDB
Phosphatidylcholine(40:2)Lipid Annotator, HMDB
Chemical FormulaNot Available
Average Molecular WeightNot Available
Monoisotopic Molecular WeightNot Available
IUPAC Name(2-{[(2R)-2-[(11Z,14Z)-icosa-11,14-dienoyloxy]-3-(icosanoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium
Traditional Name(2-{[(2R)-2-[(11Z,14Z)-icosa-11,14-dienoyloxy]-3-(icosanoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium
CAS Registry NumberNot Available
SMILES
InChI Identifier
Not Available
InChI KeyNot Available
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
StatusDetected and Quantified
OriginNot Available
BiofunctionNot Available
ApplicationNot Available
Cellular locationsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP6.39ALOGPS
logP10.95ChemAxon
logS-7.6ALOGPS
pKa (Strongest Acidic)1.86ChemAxon
pKa (Strongest Basic)-6.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area111.19 ŲChemAxon
Rotatable Bond Count46ChemAxon
Refractivity254.91 m³·mol⁻¹ChemAxon
Polarizability105.34 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001c-9072051140-6b7a9c380a8711f668c2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0017-4292021110-1576f7a16028a36b718cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00lj-9076012200-cb594edb4df5b503349cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-01ox-0079000170-8b797278ffa5a6ef0334Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03dl-0069000200-daf088494364c4630027Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-08i3-6189200000-22fc5fa79e7e97af4355Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0000000090-22004a077e65cf532e85Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-0000000190-063b8600b5379c7321f0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-015i-0200498220-2cc7aefa3188edcab2eeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0000000090-4b489c53edd2019c68bfSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01ox-0029003270-5b643e3121c2913c9b82Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-08fr-3029100000-38a71f952961f4e4d8b1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0000000090-7798f4de22a79938254aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0003000090-62fa809d3b6eeebba9edSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0dmi-0009000040-cd452ba6375d3b33b4c9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0000000090-22c680cb0cae12530752Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000x-0600000090-2ed5ce7d2651aa92b053Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001i-1900041120-f16115d6508eff7686bcSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0000000090-334ce021df69056ff46bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-0000000090-b86490a18567af168853Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000t-0900369030-70a5b10e63e2ee0fe7d7Spectrum
Biological Properties
Cellular LocationsNot Available
Biofluid Locations and Tissue Locations
  • Serum
Concentrations
BiofluidStatusValueConditionSpeciesReferenceDetails
SerumDetected and Quantified0.2428 +/- 0.0806 uM
Normal
Ovine
    • Goldansaz et al.,...
details
SerumDetected and Quantified0.2236 +/- 0.0684 uM
Normal
Ovine
    • Goldansaz et al.,...
details
SerumDetected and Quantified0.2369 +/- 0.0614 uM
Normal
Ovine
    • Goldansaz et al.,...
details
SerumDetected and Quantified0.2118 +/- 0.0344 uM
Normal
Ovine
    • Goldansaz et al.,...
details
SerumDetected and Quantified0.2337 +/- 0.0513 uM
Normal
Ovine
    • Goldansaz et al.,...
details
SerumDetected and Quantified0.221 +/- 0.0875 uM
Normal
Ovine
    • Goldansaz et al.,...
details
SerumDetected and Quantified0.225 +/- 0.0517 uM
Normal
Ovine
    • Goldansaz et al.,...
details
SerumDetected and Quantified0.2321 +/- 0.0523 uM
Normal
Ovine
    • Goldansaz et al.,...
details
SerumDetected and Quantified0.2249 +/- 0.0549 uM
Normal
Ovine
    • Goldansaz et al.,...
details
SerumDetected and Quantified0.2303 +/- 0.052 uM
Normal
Ovine
    • Goldansaz et al.,...
details
SerumDetected and Quantified0.2962 +/- 0.1772 uM
Normal
Ovine
    • Goldansaz et al.,...
details
SerumDetected and Quantified0.33 +/- 0.15 uMNot AvailableOvine
    • Candidate serum m...
details
SerumDetected and Quantified0.2534 +/- 0.0984 uM
Normal
Ovine
    • Goldansaz et al.,...
details
DrugBank IDNot Available
HMDB IDHMDB0008276
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID24766937
ChEBI ID86199
PubChem Compound ID24779046
Kegg Compound IDNot Available
YMDB IDYMDB02041
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available