Showing metabocard for PC(P-18:0/24:1(15Z)) (BMDB0011264)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-10-03 18:15:32 UTC
Update Date2020-06-04 19:08:29 UTC
BMDB IDBMDB0011264
Secondary Accession Numbers
  • BMDB11264
Metabolite Identification
Common NamePC(P-18:0/24:1(15Z))
DescriptionPC(P-18:0/24:1(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-18:0/24:1(15Z)), in particular, consists of one 1Z-octadecenyl 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-stearoyl)-2-nervonoyl-sn-glycero-3-phosphocholineHMDB
Gpcho(18:0/24:1)HMDB
Gpcho(18:0/24:1n9)HMDB
Gpcho(18:0/24:1W9)HMDB
Gpcho(42:1)HMDB
1-(1Z-Octadecenyl)-2-nervonoyl-GPCHMDB
1-(1Z-Octadecenyl)-2-nervonoyl-sn-glycero-3-phosphocholineHMDB
1-(1Z-Octadecenyl)-2-nervonoyl-sn-glycero-phosphatidylcholineHMDB
GPC(18:1/24:1)HMDB
GPC(42:2)HMDB
GPC(O-18:1(1Z)/24:1(15Z))HMDB
GPC(O-18:1(1Z)/24:1n9)HMDB
GPC(O-18:1(1Z)/24:1W9)HMDB
GPC(p-18:0/24:1(15Z))HMDB
GPC(p-18:0/24:1n9)HMDB
GPC(p-18:0/24:1W9)HMDB
GPCho(18:1/24:1)HMDB
GPCho(42:2)HMDB
GPCho(O-18:1(1Z)/24:1(15Z))HMDB
GPCho(O-18:1(1Z)/24:1n9)HMDB
GPCho(O-18:1(1Z)/24:1W9)HMDB
GPCho(p-18:0/24:1(15Z))HMDB
GPCho(p-18:0/24:1n9)HMDB
GPCho(p-18:0/24:1W9)HMDB
PC(18:1/24:1)HMDB
PC(42:2)HMDB
PC(O-18:1(1Z)/24:1(15Z))HMDB
PC(O-18:1(1Z)/24:1n9)HMDB
PC(O-18:1(1Z)/24:1W9)HMDB
PC(p-18:0/24:1n9)HMDB
PC(p-18:0/24:1W9)HMDB
Phosphatidylcholine(18:1/24:1)HMDB
Phosphatidylcholine(42:2)HMDB
Phosphatidylcholine(O-18:1(1Z)/24:1(15Z))HMDB
Phosphatidylcholine(O-18:1(1Z)/24:1n9)HMDB
Phosphatidylcholine(O-18:1(1Z)/24:1W9)HMDB
Phosphatidylcholine(p-18:0/24:1(15Z))HMDB
Phosphatidylcholine(p-18:0/24:1n9)HMDB
Phosphatidylcholine(p-18:0/24:1W9)HMDB
Chemical FormulaC50H98NO7P
Average Molecular Weight856.2894
Monoisotopic Molecular Weight855.708091007
IUPAC Nametrimethyl(2-{[(2R)-3-[(1Z)-octadec-1-en-1-yloxy]-2-[(15Z)-tetracos-15-enoyloxy]propyl phosphonato]oxy}ethyl)azanium
Traditional Nametrimethyl(2-{[(2R)-3-[(1Z)-octadec-1-en-1-yloxy]-2-[(15Z)-tetracos-15-enoyloxy]propyl phosphonato]oxy}ethyl)azanium
CAS Registry NumberNot Available
SMILES
CCCCCCCCCCCCCCCC\C=C/OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCC\C=C/CCCCCCCC
InChI Identifier
InChI=1S/C50H98NO7P/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/h20,22,42,45,49H,6-19,21,23-41,43-44,46-48H2,1-5H3/b22-20-,45-42-/t49-/m1/s1
InChI KeyFBDSXWIHBJVKBS-LFSKQVNVSA-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
logP6.96ALOGPS
logP12.59ChemAxon
logS-7.7ALOGPS
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 Count48ChemAxon
Refractivity263.33 m³·mol⁻¹ChemAxon
Polarizability109.47 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, Positivesplash10-052r-9116211130-2dc542da203777f7711bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0znj-4249111100-e10376bf6e951420f01aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0fa9-7039002200-13c3f68de64874e8859aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0uxr-0068000290-a3f15d9062e466be693fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0gb9-1095100510-ddbb9e698748182e355dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014j-5059100000-57a12ee19c8ddee0348bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0000000090-b70028eb0c7a06a3592cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udj-0007002390-664ffaba7d6b8189327eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-4019310000-eaedd007862c3b274001View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0000000090-28726400aeed8fafe597View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-053r-0900000050-14ab3bfc4568054a3965View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a5a-1900141690-be1552ad86e505e889aeView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0000000090-f3736779b504d6459e8fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-0000000090-f3736779b504d6459e8fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-0004920170-8c0337ec71b7f9d8d716View 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 IDHMDB0011264
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB028015
KNApSAcK IDNot Available
Chemspider ID24767539
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53480727
PDB IDNot Available
ChEBI ID89964
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available