Showing metabocard for PC(P-18:1(11Z)/20:3(5Z,8Z,11Z)) (BMDB0011284)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-10-03 18:15:51 UTC
Update Date2020-06-04 19:40:14 UTC
BMDB IDBMDB0011284
Secondary Accession Numbers
  • BMDB11284
Metabolite Identification
Common NamePC(P-18:1(11Z)/20:3(5Z,8Z,11Z))
DescriptionPC(P-18:1(11Z)/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-18:1(11Z)/20:3(5Z,8Z,11Z)), in particular, consists of one 1Z,11Z-octadecadienyl 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-vaccenoyl)-2-meadoyl-sn-glycero-3-phosphocholineHMDB
Gpcho(18:1/20:3)HMDB
Gpcho(18:1n7/20:3n9)HMDB
Gpcho(18:1W7/20:3W9)HMDB
Gpcho(38:4)HMDB
1-(1Z,11Z-Octadecadienyl)-2-meadoyl-GPCHMDB
1-(1Z,11Z-Octadecadienyl)-2-meadoyl-sn-glycero-3-phosphocholineHMDB
1-(1Z,11Z-Octadecadienyl)-2-meadoyl-sn-glycero-phosphatidylcholineHMDB
GPC(18:2/20:3)HMDB
GPC(38:5)HMDB
GPC(O-18:2(1Z,11Z)/20:3(5Z,8Z,11Z))HMDB
GPC(O-18:2(1Z,11Z)/20:3n9)HMDB
GPC(O-18:2(1Z,11Z)/20:3W9)HMDB
GPC(p-18:1(11Z)/20:3(5Z,8Z,11Z))HMDB
GPC(p-18:1(11Z)/20:3n9)HMDB
GPC(p-18:1(11Z)/20:3W9)HMDB
GPCho(18:2/20:3)HMDB
GPCho(38:5)HMDB
GPCho(O-18:2(1Z,11Z)/20:3(5Z,8Z,11Z))HMDB
GPCho(O-18:2(1Z,11Z)/20:3n9)HMDB
GPCho(O-18:2(1Z,11Z)/20:3W9)HMDB
GPCho(p-18:1(11Z)/20:3(5Z,8Z,11Z))HMDB
GPCho(p-18:1(11Z)/20:3n9)HMDB
GPCho(p-18:1(11Z)/20:3W9)HMDB
PC(18:2/20:3)HMDB
PC(38:5)HMDB
PC(O-18:2(1Z,11Z)/20:3(5Z,8Z,11Z))HMDB
PC(O-18:2(1Z,11Z)/20:3n9)HMDB
PC(O-18:2(1Z,11Z)/20:3W9)HMDB
PC(p-18:1(11Z)/20:3n9)HMDB
PC(p-18:1(11Z)/20:3W9)HMDB
Phosphatidylcholine(18:2/20:3)HMDB
Phosphatidylcholine(38:5)HMDB
Phosphatidylcholine(O-18:2(1Z,11Z)/20:3(5Z,8Z,11Z))HMDB
Phosphatidylcholine(O-18:2(1Z,11Z)/20:3n9)HMDB
Phosphatidylcholine(O-18:2(1Z,11Z)/20:3W9)HMDB
Phosphatidylcholine(p-18:1(11Z)/20:3(5Z,8Z,11Z))HMDB
Phosphatidylcholine(p-18:1(11Z)/20:3n9)HMDB
Phosphatidylcholine(p-18:1(11Z)/20:3W9)HMDB
Chemical FormulaC46H84NO7P
Average Molecular Weight794.1354
Monoisotopic Molecular Weight793.598540559
IUPAC Name[2-({2-[(5Z,8Z,11Z)-icosa-5,8,11-trienoyloxy]-3-[(1Z,11Z)-octadeca-1,11-dien-1-yloxy]propyl phosphonato}oxy)ethyl]trimethylazanium
Traditional Name[2-({2-[(5Z,8Z,11Z)-icosa-5,8,11-trienoyloxy]-3-[(1Z,11Z)-octadeca-1,11-dien-1-yloxy]propyl phosphonato}oxy)ethyl]trimethylazanium
CAS Registry NumberNot Available
SMILES
CCCCCCCC\C=C/C\C=C/C\C=C/CCCC(=O)OC(CO\C=C/CCCCCCCC\C=C/CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C
InChI Identifier
InChI=1S/C46H84NO7P/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/h17,19-20,22,25,27,31,33,38,41,45H,6-16,18,21,23-24,26,28-30,32,34-37,39-40,42-44H2,1-5H3/b19-17-,22-20-,27-25-,33-31-,41-38-
InChI KeyDYFGXBAIDOATAE-DSLLYOFSSA-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 DescriptorsNot Available
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
logP6.39ALOGPS
logP9.73ChemAxon
logS-7.4ALOGPS
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 Count41ChemAxon
Refractivity248.28 m³·mol⁻¹ChemAxon
Polarizability97.27 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-9042212400-e751c1ab9e4d11646ca7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-5293123100-1be7ade68edd3b179e0bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0079-9075012100-42daf9e8bbf4b2215f32View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-052f-0075000900-ac52cf171cd79f596a80View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-05n0-1091102300-352c9da0f6e602387ecdView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ar9-5093200000-0934cfaaf6458b06f3f6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0000000900-f292162a8fb8cf3b779bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001l-0900000500-1425e2ff9c0ceb479e96View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001c-0500110900-8c95e089230af3151c7cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0000000090-cdad73e7de1ad9fcdafdView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0000000090-cdad73e7de1ad9fcdafdView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05dl-0004920710-3fab868839fa6ef6d767View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0000000900-44255476ae0c53e7e317View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-0031010900-9b3e86ffc3df38854e79View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0aor-5029800000-625e95ea4d2697e63333View 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 IDHMDB0011284
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB028031
KNApSAcK IDNot Available
Chemspider ID24767559
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53480759
PDB IDNot Available
ChEBI ID89928
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available