Showing metabocard for PC(P-18:1(9Z)/20:3(5Z,8Z,11Z)) (BMDB0011317)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-10-03 18:16:25 UTC
Update Date2020-06-04 19:40:15 UTC
BMDB IDBMDB0011317
Secondary Accession Numbers
  • BMDB11317
Metabolite Identification
Common NamePC(P-18:1(9Z)/20:3(5Z,8Z,11Z))
DescriptionPC(P-18:1(9Z)/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(9Z)/20:3(5Z,8Z,11Z)), in particular, consists of one 1Z,9Z-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-oleoyl)-2-meadoyl-sn-glycero-3-phosphocholineHMDB
Gpcho(18:1/20:3)HMDB
Gpcho(18:1n9/20:3n9)HMDB
Gpcho(18:1W9/20:3W9)HMDB
Gpcho(38:4)HMDB
1-(1Z,9Z-Octadecadienyl)-2-meadoyl-GPCHMDB
1-(1Z,9Z-Octadecadienyl)-2-meadoyl-sn-glycero-3-phosphocholineHMDB
1-(1Z,9Z-Octadecadienyl)-2-meadoyl-sn-glycero-phosphatidylcholineHMDB
GPC(18:2/20:3)HMDB
GPC(38:5)HMDB
GPC(O-18:2(1Z,9Z)/20:3(5Z,8Z,11Z))HMDB
GPC(O-18:2(1Z,9Z)/20:3n9)HMDB
GPC(O-18:2(1Z,9Z)/20:3W9)HMDB
GPC(p-18:1(9Z)/20:3(5Z,8Z,11Z))HMDB
GPC(p-18:1(9Z)/20:3n9)HMDB
GPC(p-18:1(9Z)/20:3W9)HMDB
GPCho(18:2/20:3)HMDB
GPCho(38:5)HMDB
GPCho(O-18:2(1Z,9Z)/20:3(5Z,8Z,11Z))HMDB
GPCho(O-18:2(1Z,9Z)/20:3n9)HMDB
GPCho(O-18:2(1Z,9Z)/20:3W9)HMDB
GPCho(p-18:1(9Z)/20:3(5Z,8Z,11Z))HMDB
GPCho(p-18:1(9Z)/20:3n9)HMDB
GPCho(p-18:1(9Z)/20:3W9)HMDB
PC(18:2/20:3)HMDB
PC(38:5)HMDB
PC(O-18:2(1Z,9Z)/20:3(5Z,8Z,11Z))HMDB
PC(O-18:2(1Z,9Z)/20:3n9)HMDB
PC(O-18:2(1Z,9Z)/20:3W9)HMDB
PC(p-18:1(9Z)/20:3n9)HMDB
PC(p-18:1(9Z)/20:3W9)HMDB
Phosphatidylcholine(18:2/20:3)HMDB
Phosphatidylcholine(38:5)HMDB
Phosphatidylcholine(O-18:2(1Z,9Z)/20:3(5Z,8Z,11Z))HMDB
Phosphatidylcholine(O-18:2(1Z,9Z)/20:3n9)HMDB
Phosphatidylcholine(O-18:2(1Z,9Z)/20:3W9)HMDB
Phosphatidylcholine(p-18:1(9Z)/20:3(5Z,8Z,11Z))HMDB
Phosphatidylcholine(p-18:1(9Z)/20:3n9)HMDB
Phosphatidylcholine(p-18:1(9Z)/20:3W9)HMDB
Chemical FormulaC46H84NO7P
Average Molecular Weight794.1354
Monoisotopic Molecular Weight793.598540559
IUPAC Name(2-{[(2R)-2-[(5Z,8Z,11Z)-icosa-5,8,11-trienoyloxy]-3-[(1Z,9Z)-octadeca-1,9-dien-1-yloxy]propyl phosphonato]oxy}ethyl)trimethylazanium
Traditional Name(2-{[(2R)-2-[(5Z,8Z,11Z)-icosa-5,8,11-trienoyloxy]-3-[(1Z,9Z)-octadeca-1,9-dien-1-yloxy]propyl phosphonato]oxy}ethyl)trimethylazanium
CAS Registry NumberNot Available
SMILES
CCCCCCCC\C=C/CCCCCC\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/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/h20-23,25,27,31,33,38,41,45H,6-19,24,26,28-30,32,34-37,39-40,42-44H2,1-5H3/b22-20-,23-21-,27-25-,33-31-,41-38-/t45-/m1/s1
InChI KeyCJYQPRLJFDUQJN-XDCBNNJESA-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
StatusDetected 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
logP6.4ALOGPS
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
Polarizability97.33 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-9052212400-d6c4e889114c5ca970c2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000j-4293012000-f98ed7a43593b6ebbd16View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0079-9075013100-7c92350dadb064bd8b80View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-052f-0075000900-ec5d0f468e07c15d93b0View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-05n0-1091101300-d31d60ce8117a8ffa331View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ar9-5093200000-c1551645c3a7655bd964View 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, Negativesplash10-0006-0031010900-999d9cd0b097a718b5efView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-7069500000-64fc862f3ecf58ec49f4View 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
Biological Properties
Cellular Locations
  • Cell membrane
  • Intracellular membrane
  • Membrane
Biospecimen Locations
  • All Tissues
  • Blood
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
All TissuesExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Hepatic lipidosis		 details
HMDB IDHMDB0011317
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB028060
KNApSAcK IDNot Available
Chemspider ID24767592
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53480817
PDB IDNot Available
ChEBI ID89464
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available