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Record Information
Version1.0
Creation Date2020-03-18 19:04:09 UTC
Update Date2021-04-30 20:57:47 UTC
LmdbLMDB01128
Secondary Accession NumbersNone
Metabolite Identification
Common NamePC(18:0/22:1(13Z))
DescriptionPC(18:0/22:1(13Z)) 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(18:0/22:1(13Z)), in particular, consists of one octadecanoyl chain to the C-1 atom, and one 13Z-docosenoyl 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-Stearoyl-2-erucoyl-sn-glycero-3-phosphocholineChEBI
GPCho(18:0/22:1n9)ChEBI
GPCho(18:0/22:1W9)ChEBI
PC(18:0/22:1n9)ChEBI
PC(18:0/22:1W9)ChEBI
Phosphatidylcholine(18:0/22:1n9)ChEBI
Phosphatidylcholine(18:0/22:1W9)ChEBI
PC(18:0/22:1)Lipid Annotator, HMDB
PC(40:1)Lipid Annotator, HMDB
LecithinLipid Annotator, HMDB
Phosphatidylcholine(18:0/22:1)Lipid Annotator, HMDB
PC(18:0/22:1(13Z))Lipid Annotator
Phosphatidylcholine(40:1)Lipid Annotator, HMDB
GPCho(18:0/22:1)Lipid Annotator, HMDB
1-octadecanoyl-2-(13Z-docosenoyl)-sn-glycero-3-phosphocholineLipid Annotator, HMDB
GPCho(40:1)Lipid Annotator, HMDB
Chemical FormulaNot Available
Average Molecular WeightNot Available
Monoisotopic Molecular WeightNot Available
IUPAC Name(2-{[(2R)-2-[(13Z)-docos-13-enoyloxy]-3-(octadecanoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium
Traditional Name(2-{[(2R)-2-[(13Z)-docos-13-enoyloxy]-3-(octadecanoyloxy)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
logP6.4ALOGPS
logP11.31ChemAxon
logS-7.7ALOGPS
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 Count47ChemAxon
Refractivity253.79 m³·mol⁻¹ChemAxon
Polarizability106.11 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-9055041140-b44695c6822a7f27eb24Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0110-5297021010-4419945028d38ef9ce7eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000l-8097002200-2b479d4ac6cc3f295443Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-015l-0093000030-03b15caa6ecaca053972Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00lr-0091000100-638bab363cfb6dd2bd76Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-015i-5095100000-08b85174c3dc1494d21aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0000000090-dbe776188aa89b0b0b94Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000x-0026004290-20e5905cc40e3907b63fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001i-2094200000-6ccdc28f446ee567f919Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0000000090-6296d2906ca2ee9256aeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000x-0600000090-3b1930716761ccad587aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001i-1900041120-2c9aceb205a2107ff1b3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0000000090-109192709555b508a7a2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-0000000090-d0f9d60bf177b41ef9e2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001k-0700159020-ffc5896347a8c3a8efb6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0000000090-4732bb0b2c7ef1475c18Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0000000190-0c0186f15ea0660eb6b8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0159-0100197110-76850beb6d1c1aed3f5aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0000000090-ae9945bf4e21dd58c5c0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0011000090-3a0a0e71425e7bf77c9fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-006i-0099000090-313661847d8f4bdcc9b3Spectrum
Biological Properties
Cellular LocationsNot Available
Biofluid Locations and Tissue Locations
  • Serum
Concentrations
BiofluidStatusValueConditionSpeciesReferenceDetails
SerumDetected and Quantified0.1823 +/- 0.048 uM
Normal
Ovine
    • Goldansaz et al.,...
details
SerumDetected and Quantified0.1888 +/- 0.0399 uM
Normal
Ovine
    • Goldansaz et al.,...
details
SerumDetected and Quantified0.1771 +/- 0.0378 uM
Normal
Ovine
    • Goldansaz et al.,...
details
SerumDetected and Quantified0.1713 +/- 0.0337 uM
Normal
Ovine
    • Goldansaz et al.,...
details
SerumDetected and Quantified0.1814 +/- 0.0731 uM
Normal
Ovine
    • Goldansaz et al.,...
details
SerumDetected and Quantified0.185 +/- 0.0421 uM
Normal
Ovine
    • Goldansaz et al.,...
details
SerumDetected and Quantified0.1786 +/- 0.0397 uM
Normal
Ovine
    • Goldansaz et al.,...
details
SerumDetected and Quantified0.1775 +/- 0.0401 uM
Normal
Ovine
    • Goldansaz et al.,...
details
SerumDetected and Quantified0.1854 +/- 0.0361 uM
Normal
Ovine
    • Goldansaz et al.,...
details
SerumDetected and Quantified0.18 +/- 0.07 uMNot AvailableOvine
    • Candidate serum m...
details
SerumDetected and Quantified0.2155 +/- 0.1114 uM
Normal
Ovine
    • Goldansaz et al.,...
details
SerumDetected and Quantified0.1957 +/- 0.0666 uM
Normal
Ovine
    • Goldansaz et al.,...
details
SerumDetected and Quantified0.1855 +/- 0.0646 uM
Normal
Ovine
    • Goldansaz et al.,...
details
DrugBank IDNot Available
HMDB IDHMDB0008052
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 IDNot Available
ChEBI ID86196
PubChem Compound ID24778866
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available