Showing metabocard for PC(P-18:0/20:3(5Z,8Z,11Z)) (BMDB0011251)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-10-03 18:15:16 UTC
Update Date2020-06-04 19:31:46 UTC
BMDB IDBMDB0011251
Secondary Accession Numbers
  • BMDB11251
Metabolite Identification
Common NamePC(P-18:0/20:3(5Z,8Z,11Z))
DescriptionPC(P-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(P-18:0/20:3(5Z,8Z,11Z)), in particular, consists of one 1Z-octadecenyl chain to the C-1 atom, and one 5Z,8Z,11Z-eicosatrienoyl 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
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1-(1-Enyl-stearoyl)-2-meadoyl-sn-glycero-3-phosphocholineHMDB
Gpcho(18:0/20:3)HMDB
Gpcho(18:0/20:3n9)HMDB
Gpcho(18:0/20:3W9)HMDB
Gpcho(38:3)HMDB
1-(1Z-Octadecenyl)-2-meadoyl-GPCHMDB
1-(1Z-Octadecenyl)-2-meadoyl-sn-glycero-3-phosphocholineHMDB
1-(1Z-Octadecenyl)-2-meadoyl-sn-glycero-phosphatidylcholineHMDB
GPC(18:1/20:3)HMDB
GPC(38:4)HMDB
GPC(O-18:1(1Z)/20:3(5Z,8Z,11Z))HMDB
GPC(O-18:1(1Z)/20:3n9)HMDB
GPC(O-18:1(1Z)/20:3W9)HMDB
GPC(p-18:0/20:3(5Z,8Z,11Z))HMDB
GPC(p-18:0/20:3n9)HMDB
GPC(p-18:0/20:3W9)HMDB
GPCho(18:1/20:3)HMDB
GPCho(38:4)HMDB
GPCho(O-18:1(1Z)/20:3(5Z,8Z,11Z))HMDB
GPCho(O-18:1(1Z)/20:3n9)HMDB
GPCho(O-18:1(1Z)/20:3W9)HMDB
GPCho(p-18:0/20:3(5Z,8Z,11Z))HMDB
GPCho(p-18:0/20:3n9)HMDB
GPCho(p-18:0/20:3W9)HMDB
PC(18:1/20:3)HMDB
PC(38:4)HMDB
PC(O-18:1(1Z)/20:3(5Z,8Z,11Z))HMDB
PC(O-18:1(1Z)/20:3n9)HMDB
PC(O-18:1(1Z)/20:3W9)HMDB
PC(p-18:0/20:3n9)HMDB
PC(p-18:0/20:3W9)HMDB
Phosphatidylcholine(18:1/20:3)HMDB
Phosphatidylcholine(38:4)HMDB
Phosphatidylcholine(O-18:1(1Z)/20:3(5Z,8Z,11Z))HMDB
Phosphatidylcholine(O-18:1(1Z)/20:3n9)HMDB
Phosphatidylcholine(O-18:1(1Z)/20:3W9)HMDB
Phosphatidylcholine(p-18:0/20:3(5Z,8Z,11Z))HMDB
Phosphatidylcholine(p-18:0/20:3n9)HMDB
Phosphatidylcholine(p-18:0/20:3W9)HMDB
Chemical FormulaC46H86NO7P
Average Molecular Weight796.1513
Monoisotopic Molecular Weight795.614190623
IUPAC Name(2-{[(2R)-2-[(5Z,8Z,11Z)-icosa-5,8,11-trienoyloxy]-3-[(1Z)-octadec-1-en-1-yloxy]propyl phosphonato]oxy}ethyl)trimethylazanium
Traditional Name(2-{[(2R)-2-[(5Z,8Z,11Z)-icosa-5,8,11-trienoyloxy]-3-[(1Z)-octadec-1-en-1-yloxy]propyl phosphonato]oxy}ethyl)trimethylazanium
CAS Registry NumberNot Available
SMILES
CCCCCCCCCCCCCCCC\C=C/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/C46H86NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-27-29-31-33-35-37-39-46(48)54-45(44-53-55(49,50)52-42-40-47(3,4)5)43-51-41-38-36-34-32-30-28-26-23-21-19-17-15-13-11-9-7-2/h20,22,25,27,31,33,38,41,45H,6-19,21,23-24,26,28-30,32,34-37,39-40,42-44H2,1-5H3/b22-20-,27-25-,33-31-,41-38-/t45-/m1/s1
InChI KeyGDXHWAGFLXXWJB-FJXNGXPBSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as 1-(1z-alkenyl),2-acyl-glycerophosphocholines. These are glycerophosphocholines that carry exactly one acyl chain attached to the glycerol moiety through an ester linkage at the O2-position, and one 1Z-alkenyl chain attached through an ether linkage at the O1-position.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassGlycerophospholipids
Sub ClassGlycerophosphocholines
Direct Parent1-(1Z-alkenyl),2-acyl-glycerophosphocholines
Alternative Parents
Substituents
  • 1-(1z-alkenyl),2-acyl-glycerophosphocholine
  • Phosphocholine
  • Glycerol vinyl ether
  • Fatty acid ester
  • Dialkyl phosphate
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Alkyl phosphate
  • Fatty acyl
  • Quaternary ammonium salt
  • Tetraalkylammonium salt
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Amine
  • Organic oxide
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic salt
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Intracellular membrane
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP6.48ALOGPS
logP10.09ChemAxon
logS-7.5ALOGPS
pKa (Strongest Acidic)1.86ChemAxon
pKa (Strongest Basic)-4.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area94.12 ŲChemAxon
Rotatable Bond Count42ChemAxon
Refractivity247.16 m³·mol⁻¹ChemAxon
Polarizability98.66 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-9152212400-4556f7ab351f90f75b1eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0f79-4293112100-9078f78c964fa29242bdView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-9085004200-a96f4bb0b4592b88f39eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-052f-0085000900-30b1f07b7d32f9a17082View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-05n3-1091101300-1a0e8fe8bad1760a25beView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ar9-5093100000-8d070f20f091fe44d29aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0000000900-6787195d11ad42096df1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001j-0900000500-aed1fcbb2effd700e0c4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001t-0500110900-06f3ecdaa97169c8a625View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0000000900-396b53711a21a76df333View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000f-0031010900-44094210b4c066a176adView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-7059500000-19aedce35fc7d0e5f82bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0000000090-a8777a162743af0cfcd5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0000000090-a8777a162743af0cfcd5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05al-0004920710-c8060e8146f3fe774851View in MoNA
Biological Properties
Cellular Locations
  • Cell membrane
  • Intracellular membrane
  • Membrane
Biospecimen Locations
  • All Tissues
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
All TissuesExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0011251
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB028002
KNApSAcK IDNot Available
Chemspider ID24767526
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53480713
PDB IDNot Available
ChEBI ID89956
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available