Showing metabocard for PC(P-18:1(11Z)/24:1(15Z)) (BMDB0011297)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-10-03 18:16:06 UTC
Update Date2020-06-04 19:10:41 UTC
BMDB IDBMDB0011297
Secondary Accession Numbers
  • BMDB11297
Metabolite Identification
Common NamePC(P-18:1(11Z)/24:1(15Z))
DescriptionPC(P-18:1(11Z)/24:1(15Z)) 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)/24:1(15Z)), in particular, consists of one 1Z,11Z-octadecadienyl chain to the C-1 atom, and one 15Z-tetracosenoyl 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-nervonoyl-sn-glycero-3-phosphocholineHMDB
Gpcho(18:1/24:1)HMDB
Gpcho(18:1n7/24:1n9)HMDB
Gpcho(18:1W7/24:1W9)HMDB
Gpcho(42:2)HMDB
1-(1Z,11Z-Octadecadienyl)-2-nervonoyl-GPCHMDB
1-(1Z,11Z-Octadecadienyl)-2-nervonoyl-sn-glycero-3-phosphocholineHMDB
1-(1Z,11Z-Octadecadienyl)-2-nervonoyl-sn-glycero-phosphatidylcholineHMDB
GPC(18:2/24:1)HMDB
GPC(42:3)HMDB
GPC(O-18:2(1Z,11Z)/24:1(15Z))HMDB
GPC(O-18:2(1Z,11Z)/24:1n9)HMDB
GPC(O-18:2(1Z,11Z)/24:1W9)HMDB
GPC(p-18:1(11Z)/24:1(15Z))HMDB
GPC(p-18:1(11Z)/24:1n9)HMDB
GPC(p-18:1(11Z)/24:1W9)HMDB
GPCho(18:2/24:1)HMDB
GPCho(42:3)HMDB
GPCho(O-18:2(1Z,11Z)/24:1(15Z))HMDB
GPCho(O-18:2(1Z,11Z)/24:1n9)HMDB
GPCho(O-18:2(1Z,11Z)/24:1W9)HMDB
GPCho(p-18:1(11Z)/24:1(15Z))HMDB
GPCho(p-18:1(11Z)/24:1n9)HMDB
GPCho(p-18:1(11Z)/24:1W9)HMDB
PC(18:2/24:1)HMDB
PC(42:3)HMDB
PC(O-18:2(1Z,11Z)/24:1(15Z))HMDB
PC(O-18:2(1Z,11Z)/24:1n9)HMDB
PC(O-18:2(1Z,11Z)/24:1W9)HMDB
PC(p-18:1(11Z)/24:1n9)HMDB
PC(p-18:1(11Z)/24:1W9)HMDB
Phosphatidylcholine(18:2/24:1)HMDB
Phosphatidylcholine(42:3)HMDB
Phosphatidylcholine(O-18:2(1Z,11Z)/24:1(15Z))HMDB
Phosphatidylcholine(O-18:2(1Z,11Z)/24:1n9)HMDB
Phosphatidylcholine(O-18:2(1Z,11Z)/24:1W9)HMDB
Phosphatidylcholine(p-18:1(11Z)/24:1(15Z))HMDB
Phosphatidylcholine(p-18:1(11Z)/24:1n9)HMDB
Phosphatidylcholine(p-18:1(11Z)/24:1W9)HMDB
Chemical FormulaC50H96NO7P
Average Molecular Weight854.2735
Monoisotopic Molecular Weight853.692440943
IUPAC Nametrimethyl(2-{[(2R)-3-[(1Z,11Z)-octadeca-1,11-dien-1-yloxy]-2-[(15Z)-tetracos-15-enoyloxy]propyl phosphonato]oxy}ethyl)azanium
Traditional Nametrimethyl(2-{[(2R)-3-[(1Z,11Z)-octadeca-1,11-dien-1-yloxy]-2-[(15Z)-tetracos-15-enoyloxy]propyl phosphonato]oxy}ethyl)azanium
CAS Registry NumberNot Available
SMILES
CCCCCCCC\C=C/CCCCCCCCCCCCCC(=O)O[C@]([H])(CO\C=C/CCCCCCCC\C=C/CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C
InChI Identifier
InChI=1S/C50H96NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-26-27-28-29-31-33-35-37-39-41-43-50(52)58-49(48-57-59(53,54)56-46-44-51(3,4)5)47-55-45-42-40-38-36-34-32-30-23-21-19-17-15-13-11-9-7-2/h17,19-20,22,42,45,49H,6-16,18,21,23-41,43-44,46-48H2,1-5H3/b19-17-,22-20-,45-42-/t49-/m1/s1
InChI KeyJSYLSPXKJLUURP-AGCBSNCXSA-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
logP6.98ALOGPS
logP12.23ChemAxon
logS-7.6ALOGPS
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 Count47ChemAxon
Refractivity264.45 m³·mol⁻¹ChemAxon
Polarizability107.88 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-9106212130-afa7d6cf13500a1ab512View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0012-4219111100-8627cfc6218843ffba49View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00ej-7019003200-b98560f8da4ad329d076View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0gb9-0068000290-14da791e6e9ee1876b24View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014j-1095100510-99961a3ffa6bf134514eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014j-5059100000-5ee83b3c14884f65a5b5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0000000090-fa683c998cacc001940fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0000000090-fa683c998cacc001940fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00rl-0004920170-40f59b9f740052418d34View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0000000090-e853a3638bcff17c07eeView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0023002290-ea244fe02c8f4f8e8ae9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-4019700000-a45564370aa2923e00f3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0000000090-3e6a9355af2acd596ebeView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0f89-0900000050-96196dc0f050416a6048View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ufa-1900141690-fc1e8a76772b904f5d7bView 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 IDHMDB0011297
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB028044
KNApSAcK IDNot Available
Chemspider ID24767572
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53480785
PDB IDNot Available
ChEBI ID89909
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available