Showing metabocard for PC(P-18:1(9Z)/18:3(6Z,9Z,12Z)) (BMDB0011311)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-10-03 18:16:18 UTC
Update Date2020-06-04 19:46:25 UTC
BMDB IDBMDB0011311
Secondary Accession Numbers
  • BMDB11311
Metabolite Identification
Common NamePC(P-18:1(9Z)/18:3(6Z,9Z,12Z))
DescriptionPC(P-18:1(9Z)/18:3(6Z,9Z,12Z)) 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)/18:3(6Z,9Z,12Z)), in particular, consists of one 1Z,9Z-octadecadienyl chain to the C-1 atom, and one 6Z,9Z,12Z-octadecatrienoyl 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-g-linolenoyl-sn-glycero-3-phosphocholineHMDB
1-(1-Enyl-oleoyl)-2-gamma-linolenoyl-sn-glycero-3-phosphocholineHMDB
Gpcho(18:1/18:3)HMDB
Gpcho(18:1n9/18:3n6)HMDB
Gpcho(18:1W9/18:3W6)HMDB
Gpcho(36:4)HMDB
1-(1Z,9Z-Octadecadienyl)-2-gamma-linolenoyl-GPCHMDB
1-(1Z,9Z-Octadecadienyl)-2-gamma-linolenoyl-sn-glycero-3-phosphocholineHMDB
1-(1Z,9Z-Octadecadienyl)-2-gamma-linolenoyl-sn-glycero-phosphatidylcholineHMDB
GPC(18:2/18:3)HMDB
GPC(36:5)HMDB
GPC(O-18:2(1Z,9Z)/18:3(6Z,9Z,12Z))HMDB
GPC(O-18:2(1Z,9Z)/18:3n6)HMDB
GPC(O-18:2(1Z,9Z)/18:3W6)HMDB
GPC(p-18:1(9Z)/18:3(6Z,9Z,12Z))HMDB
GPC(p-18:1(9Z)/18:3n6)HMDB
GPC(p-18:1(9Z)/18:3W6)HMDB
GPCho(18:2/18:3)HMDB
GPCho(36:5)HMDB
GPCho(O-18:2(1Z,9Z)/18:3(6Z,9Z,12Z))HMDB
GPCho(O-18:2(1Z,9Z)/18:3n6)HMDB
GPCho(O-18:2(1Z,9Z)/18:3W6)HMDB
GPCho(p-18:1(9Z)/18:3(6Z,9Z,12Z))HMDB
GPCho(p-18:1(9Z)/18:3n6)HMDB
GPCho(p-18:1(9Z)/18:3W6)HMDB
PC(18:2/18:3)HMDB
PC(36:5)HMDB
PC(O-18:2(1Z,9Z)/18:3(6Z,9Z,12Z))HMDB
PC(O-18:2(1Z,9Z)/18:3n6)HMDB
PC(O-18:2(1Z,9Z)/18:3W6)HMDB
PC(p-18:1(9Z)/18:3n6)HMDB
PC(p-18:1(9Z)/18:3W6)HMDB
Phosphatidylcholine(18:2/18:3)HMDB
Phosphatidylcholine(36:5)HMDB
Phosphatidylcholine(O-18:2(1Z,9Z)/18:3(6Z,9Z,12Z))HMDB
Phosphatidylcholine(O-18:2(1Z,9Z)/18:3n6)HMDB
Phosphatidylcholine(O-18:2(1Z,9Z)/18:3W6)HMDB
Phosphatidylcholine(p-18:1(9Z)/18:3(6Z,9Z,12Z))HMDB
Phosphatidylcholine(p-18:1(9Z)/18:3n6)HMDB
Phosphatidylcholine(p-18:1(9Z)/18:3W6)HMDB
Chemical FormulaC44H80NO7P
Average Molecular Weight766.0823
Monoisotopic Molecular Weight765.567240431
IUPAC Nametrimethyl(2-{[(2R)-3-[(1Z,9Z)-octadeca-1,9-dien-1-yloxy]-2-[(6Z,9Z,12Z)-octadeca-6,9,12-trienoyloxy]propyl phosphonato]oxy}ethyl)azanium
Traditional Nametrimethyl(2-{[(2R)-3-[(1Z,9Z)-octadeca-1,9-dien-1-yloxy]-2-[(6Z,9Z,12Z)-octadeca-6,9,12-trienoyloxy]propyl phosphonato]oxy}ethyl)azanium
CAS Registry NumberNot Available
SMILES
CCCCCCCC\C=C/CCCCCC\C=C/OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCC\C=C/C\C=C/C\C=C/CCCCC
InChI Identifier
InChI=1S/C44H80NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-39-49-41-43(42-51-53(47,48)50-40-38-45(3,4)5)52-44(46)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h15,17,20-23,27,29,36,39,43H,6-14,16,18-19,24-26,28,30-35,37-38,40-42H2,1-5H3/b17-15-,22-20-,23-21-,29-27-,39-36-/t43-/m1/s1
InChI KeyUMVUERLCXMUMBK-DSXXCHKPSA-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
logP6.05ALOGPS
logP8.84ChemAxon
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 Count39ChemAxon
Refractivity239.07 m³·mol⁻¹ChemAxon
Polarizability92.95 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-9131231300-3dff50aa75dbda80b08aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0012-7394153100-6def22718b9349129934View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0081-9074022000-0ba25d3ddcddfe13d3cfView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03fr-0090001600-cd13e7259aa09e9afc72View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-02di-1090103100-4e18827ccb70776574a4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-3090100000-599b2ef73c5364f391cfView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0000000090-1097a3dda9c044f6ac84View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0000000090-1097a3dda9c044f6ac84View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0uml-0030911510-d93816a9bfcfa75e47b5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0000000900-15e652a3c47d2e3a33b1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00lr-0900000500-b61bf5b02c50b97fb41eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05o0-0500120900-9a94770d5ba58655704bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0000000900-74925401eb11a223000fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-0040010900-e768d19a56111e2c9aadView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-3090200000-162e4ba5b0c8074c4d90View 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 IDHMDB0011311
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB028054
KNApSAcK IDNot Available
Chemspider ID24767586
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53480805
PDB IDNot Available
ChEBI ID89459
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available