Showing metabocard for PC(P-18:1(9Z)/18:1(9Z)) (BMDB0011309)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-10-03 18:16:16 UTC
Update Date2020-06-04 19:58:05 UTC
BMDB IDBMDB0011309
Secondary Accession Numbers
  • BMDB11309
Metabolite Identification
Common NamePC(P-18:1(9Z)/18:1(9Z))
DescriptionPC(P-18:1(9Z)/18:1(9Z)) 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)/18:1(9Z)), in particular, consists of one 1Z,9Z-octadecadienyl chain to the C-1 atom, and one 9Z-octadecenoyl 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-oleoyl-sn-glycero-3-phosphocholineHMDB
Gpcho(18:1/18:1)HMDB
Gpcho(18:1n9/18:1n9)HMDB
Gpcho(18:1W9/18:1W9)HMDB
Gpcho(36:2)HMDB
1-(1Z,9Z-Octadecadienyl)-2-oleoyl-GPCHMDB
1-(1Z,9Z-Octadecadienyl)-2-oleoyl-sn-glycero-3-phosphocholineHMDB
1-(1Z,9Z-Octadecadienyl)-2-oleoyl-sn-glycero-phosphatidylcholineHMDB
GPC(18:2/18:1)HMDB
GPC(36:3)HMDB
GPC(O-18:2(1Z,9Z)/18:1(9Z))HMDB
GPC(O-18:2(1Z,9Z)/18:1n9)HMDB
GPC(O-18:2(1Z,9Z)/18:1W9)HMDB
GPC(p-18:1(9Z)/18:1(9Z))HMDB
GPC(p-18:1(9Z)/18:1n9)HMDB
GPC(p-18:1(9Z)/18:1W9)HMDB
GPCho(18:2/18:1)HMDB
GPCho(36:3)HMDB
GPCho(O-18:2(1Z,9Z)/18:1(9Z))HMDB
GPCho(O-18:2(1Z,9Z)/18:1n9)HMDB
GPCho(O-18:2(1Z,9Z)/18:1W9)HMDB
GPCho(p-18:1(9Z)/18:1(9Z))HMDB
GPCho(p-18:1(9Z)/18:1n9)HMDB
GPCho(p-18:1(9Z)/18:1W9)HMDB
PC(18:2/18:1)HMDB
PC(36:3)HMDB
PC(O-18:2(1Z,9Z)/18:1(9Z))HMDB
PC(O-18:2(1Z,9Z)/18:1n9)HMDB
PC(O-18:2(1Z,9Z)/18:1W9)HMDB
PC(p-18:1(9Z)/18:1n9)HMDB
PC(p-18:1(9Z)/18:1W9)HMDB
Phosphatidylcholine(18:2/18:1)HMDB
Phosphatidylcholine(36:3)HMDB
Phosphatidylcholine(O-18:2(1Z,9Z)/18:1(9Z))HMDB
Phosphatidylcholine(O-18:2(1Z,9Z)/18:1n9)HMDB
Phosphatidylcholine(O-18:2(1Z,9Z)/18:1W9)HMDB
Phosphatidylcholine(p-18:1(9Z)/18:1(9Z))HMDB
Phosphatidylcholine(p-18:1(9Z)/18:1n9)HMDB
Phosphatidylcholine(p-18:1(9Z)/18:1W9)HMDB
Chemical FormulaC44H84NO7P
Average Molecular Weight770.114
Monoisotopic Molecular Weight769.598540559
IUPAC Nametrimethyl(2-{[(2R)-2-[(9Z)-octadec-9-enoyloxy]-3-[(1Z,9Z)-octadeca-1,9-dien-1-yloxy]propyl phosphonato]oxy}ethyl)azanium
Traditional Nametrimethyl(2-{[(2R)-2-[(9Z)-octadec-9-enoyloxy]-3-[(1Z,9Z)-octadeca-1,9-dien-1-yloxy]propyl phosphonato]oxy}ethyl)azanium
CAS Registry NumberNot Available
SMILES
CCCCCCCC\C=C/CCCCCCCC(=O)O[C@]([H])(CO\C=C/CCCCCC\C=C/CCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C
InChI Identifier
InChI=1S/C44H84NO7P/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/h20-23,36,39,43H,6-19,24-35,37-38,40-42H2,1-5H3/b22-20-,23-21-,39-36-/t43-/m1/s1
InChI KeyDIHWZUCEXWUHOD-IIVNATNGSA-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
logP6.15ALOGPS
logP9.56ChemAxon
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 Count41ChemAxon
Refractivity236.84 m³·mol⁻¹ChemAxon
Polarizability95.08 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-9161231300-232926dece9c00971524View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00ks-4292021000-7c2e4642a61e4be808f1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0079-9085033100-fbacb68be2cf89d99a28View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0159-0080002900-4c61188879baf621cf99View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0159-1090205300-bc1dd692bb9c11e98f24View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-02cr-4090100000-fd89ac11c94d9d5ae487View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0000000900-f8446695140eef013859View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0089-0900000500-cd8c0d0cdfcf2e96697cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0240-0500120900-bb08571f4d1734ff6207View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0000000090-3d6811548a7d3de72b59View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0000000090-3d6811548a7d3de72b59View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ul3-0030911510-f3acb3bfc2ecda08bb52View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0000000900-a77b4361de0929ecf0e7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0040010900-65af1ffa08f6f3b33eeeView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00o0-5192800000-ecf139baca748a8dce69View 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 IDHMDB0011309
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB028052
KNApSAcK IDNot Available
Chemspider ID24767584
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53480801
PDB IDNot Available
ChEBI ID89504
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available