Showing metabocard for PC(P-18:1(11Z)/18:2(9Z,12Z)) (BMDB0011277)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-10-03 18:15:42 UTC
Update Date2020-06-04 19:51:38 UTC
BMDB IDBMDB0011277
Secondary Accession Numbers
  • BMDB11277
Metabolite Identification
Common NamePC(P-18:1(11Z)/18:2(9Z,12Z))
DescriptionPC(P-18:1(11Z)/18:2(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(11Z)/18:2(9Z,12Z)), in particular, consists of one 1Z,11Z-octadecadienyl chain to the C-1 atom, and one 9Z,12Z-octadecadienoyl 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-linoleoyl-sn-glycero-3-phosphocholineHMDB
1-(1Z,11Z-Octadecadienyl)-2-linoleoyl-GPCHMDB
1-(1Z,11Z-Octadecadienyl)-2-linoleoyl-sn-glycero-3-phosphocholineHMDB
1-(1Z,11Z-Octadecadienyl)-2-linoleoyl-sn-glycero-phosphatidylcholineHMDB
GPC(18:2/18:2)HMDB
GPC(36:4)HMDB
GPC(O-18:2(1Z,11Z)/18:2(9Z,12Z))HMDB
GPC(O-18:2(1Z,11Z)/18:2n6)HMDB
GPC(O-18:2(1Z,11Z)/18:2W6)HMDB
GPC(p-18:1(11Z)/18:2(9Z,12Z))HMDB
GPC(p-18:1(11Z)/18:2n6)HMDB
GPC(p-18:1(11Z)/18:2W6)HMDB
GPCho(18:2/18:2)HMDB
GPCho(36:4)HMDB
GPCho(O-18:2(1Z,11Z)/18:2(9Z,12Z))HMDB
GPCho(O-18:2(1Z,11Z)/18:2n6)HMDB
GPCho(O-18:2(1Z,11Z)/18:2W6)HMDB
GPCho(p-18:1(11Z)/18:2(9Z,12Z))HMDB
GPCho(p-18:1(11Z)/18:2n6)HMDB
GPCho(p-18:1(11Z)/18:2W6)HMDB
PC(18:2/18:2)HMDB
PC(36:4)HMDB
PC(O-18:2(1Z,11Z)/18:2(9Z,12Z))HMDB
PC(O-18:2(1Z,11Z)/18:2n6)HMDB
PC(O-18:2(1Z,11Z)/18:2W6)HMDB
PC(p-18:1(11Z)/18:2n6)HMDB
PC(p-18:1(11Z)/18:2W6)HMDB
Phosphatidylcholine(18:2/18:2)HMDB
Phosphatidylcholine(36:4)HMDB
Phosphatidylcholine(O-18:2(1Z,11Z)/18:2(9Z,12Z))HMDB
Phosphatidylcholine(O-18:2(1Z,11Z)/18:2n6)HMDB
Phosphatidylcholine(O-18:2(1Z,11Z)/18:2W6)HMDB
Phosphatidylcholine(p-18:1(11Z)/18:2(9Z,12Z))HMDB
Phosphatidylcholine(p-18:1(11Z)/18:2n6)HMDB
Phosphatidylcholine(p-18:1(11Z)/18:2W6)HMDB
Chemical FormulaC44H82NO7P
Average Molecular Weight768.0981
Monoisotopic Molecular Weight767.582890495
IUPAC Nametrimethyl(2-{[(2R)-3-[(1Z,11Z)-octadeca-1,11-dien-1-yloxy]-2-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl phosphonato]oxy}ethyl)azanium
Traditional Nametrimethyl(2-{[(2R)-3-[(1Z,11Z)-octadeca-1,11-dien-1-yloxy]-2-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl phosphonato]oxy}ethyl)azanium
CAS Registry NumberNot Available
SMILES
CCCCCC\C=C/CCCCCCCC\C=C/OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC
InChI Identifier
InChI=1S/C44H82NO7P/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/h15-18,21,23,36,39,43H,6-14,19-20,22,24-35,37-38,40-42H2,1-5H3/b17-15-,18-16-,23-21-,39-36-/t43-/m1/s1
InChI KeyABOXWZCNWOBUEO-DNRJJOHKSA-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
logP6.1ALOGPS
logP9.2ChemAxon
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 Count40ChemAxon
Refractivity237.96 m³·mol⁻¹ChemAxon
Polarizability93.86 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-9161231300-67c032c1239d02cf92b3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01p2-4193121000-3706d857247dd64e2294View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-007a-9085032100-6495c6362c4698407dceView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-016r-0090001600-894efc663f022b23e325View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0170-1090103100-93ae5e758b6e2637614fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-3090100000-7164228b267dad48e6f5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0000000900-744784855ba282b3b501View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00lr-0900000500-4114fb4df2817bba96d1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-068i-0500120900-b6936065c05c1594e990View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0000000090-707cc296d352c5f6c2ffView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0000000090-707cc296d352c5f6c2ffView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0uml-0030911510-93312cb6184e9227ec7bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0000000900-4debbea5304ca280bf65View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0040010900-8bc5df59b0315a27d1a0View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-4090300000-f2f2a9d5af94e5c717b5View 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 IDHMDB0011277
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID24767552
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53480745
PDB IDNot Available
ChEBI IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available