Showing metabocard for PC(P-18:1(9Z)/22:2(13Z,16Z)) (BMDB0011324)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-10-03 18:16:34 UTC
Update Date2020-06-04 19:09:17 UTC
BMDB IDBMDB0011324
Secondary Accession Numbers
  • BMDB11324
Metabolite Identification
Common NamePC(P-18:1(9Z)/22:2(13Z,16Z))
DescriptionPC(P-18:1(9Z)/22:2(13Z,16Z)) 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)/22:2(13Z,16Z)), in particular, consists of one 1Z,9Z-octadecadienyl chain to the C-1 atom, and one 13Z,16Z-docosadienoyl 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-docosadienoyl-sn-glycero-3-phosphocholineHMDB
Gpcho(18:1/22:2)HMDB
Gpcho(18:1n9/22:2n6)HMDB
Gpcho(18:1W9/22:2W6)HMDB
Gpcho(40:3)HMDB
1-(1Z,9Z-Octadecadienyl)-2-docosadienoyl-GPCHMDB
1-(1Z,9Z-Octadecadienyl)-2-docosadienoyl-sn-glycero-3-phosphocholineHMDB
1-(1Z,9Z-Octadecadienyl)-2-docosadienoyl-sn-glycero-phosphatidylcholineHMDB
GPC(18:2/22:2)HMDB
GPC(40:4)HMDB
GPC(O-18:2(1Z,9Z)/22:2(13Z,16Z))HMDB
GPC(O-18:2(1Z,9Z)/22:2n6)HMDB
GPC(O-18:2(1Z,9Z)/22:2W6)HMDB
GPC(p-18:1(9Z)/22:2(13Z,16Z))HMDB
GPC(p-18:1(9Z)/22:2n6)HMDB
GPC(p-18:1(9Z)/22:2W6)HMDB
GPCho(18:2/22:2)HMDB
GPCho(40:4)HMDB
GPCho(O-18:2(1Z,9Z)/22:2(13Z,16Z))HMDB
GPCho(O-18:2(1Z,9Z)/22:2n6)HMDB
GPCho(O-18:2(1Z,9Z)/22:2W6)HMDB
GPCho(p-18:1(9Z)/22:2(13Z,16Z))HMDB
GPCho(p-18:1(9Z)/22:2n6)HMDB
GPCho(p-18:1(9Z)/22:2W6)HMDB
PC(18:2/22:2)HMDB
PC(40:4)HMDB
PC(O-18:2(1Z,9Z)/22:2(13Z,16Z))HMDB
PC(O-18:2(1Z,9Z)/22:2n6)HMDB
PC(O-18:2(1Z,9Z)/22:2W6)HMDB
PC(p-18:1(9Z)/22:2n6)HMDB
PC(p-18:1(9Z)/22:2W6)HMDB
Phosphatidylcholine(18:2/22:2)HMDB
Phosphatidylcholine(40:4)HMDB
Phosphatidylcholine(O-18:2(1Z,9Z)/22:2(13Z,16Z))HMDB
Phosphatidylcholine(O-18:2(1Z,9Z)/22:2n6)HMDB
Phosphatidylcholine(O-18:2(1Z,9Z)/22:2W6)HMDB
Phosphatidylcholine(p-18:1(9Z)/22:2(13Z,16Z))HMDB
Phosphatidylcholine(p-18:1(9Z)/22:2n6)HMDB
Phosphatidylcholine(p-18:1(9Z)/22:2W6)HMDB
Chemical FormulaC48H90NO7P
Average Molecular Weight824.2045
Monoisotopic Molecular Weight823.645490751
IUPAC Name(2-{[(2R)-2-[(13Z,16Z)-docosa-13,16-dienoyloxy]-3-[(1Z,9Z)-octadeca-1,9-dien-1-yloxy]propyl phosphonato]oxy}ethyl)trimethylazanium
Traditional Name(2-{[(2R)-2-[(13Z,16Z)-docosa-13,16-dienoyloxy]-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)CCCCCCCCCCC\C=C/C\C=C/CCCCC
InChI Identifier
InChI=1S/C48H90NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-26-27-29-31-33-35-37-39-41-48(50)56-47(46-55-57(51,52)54-44-42-49(3,4)5)45-53-43-40-38-36-34-32-30-28-23-21-19-17-15-13-11-9-7-2/h14,16,20-23,40,43,47H,6-13,15,17-19,24-39,41-42,44-46H2,1-5H3/b16-14-,22-20-,23-21-,43-40-/t47-/m1/s1
InChI KeySKUXUTQFIVWLNQ-DHAWJESTSA-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 Descriptors
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
logP6.65ALOGPS
logP10.98ChemAxon
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 Count44ChemAxon
Refractivity256.36 m³·mol⁻¹ChemAxon
Polarizability102.38 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-9026212130-000668749e11e49eae5eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05nn-5269112010-4dbec6d73f2880dac124View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0081-9068003200-d2e969da1a7eb39d6737View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00y0-0078000290-25a217c7d4c08de711a4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014r-1094100510-2df22bdd10dabd0ac512View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0170-6098200000-7a3c3833680ca01afed7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0000000090-35b0cc58318f5250b758View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0000000090-35b0cc58318f5250b758View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0abl-0004920170-95156985ea2684425ff6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0000000090-86cf1871415afecc1f61View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00xr-0007002390-c0da90652d6529db62b1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-002r-5019400000-4b6aaeb1210c4d7e8019View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0000000090-de220e58893f382072b8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0089-0900000050-93303d1f354afebe5cbbView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00z9-1900331690-9811bbed7ac5943db687View 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 IDHMDB0011324
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB028067
KNApSAcK IDNot Available
Chemspider ID24767599
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53480831
PDB IDNot Available
ChEBI ID89470
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available