Showing metabocard for PC(P-18:0/18:1(11Z)) (BMDB0011242)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-10-03 18:15:05 UTC
Update Date2020-06-04 19:57:05 UTC
BMDB IDBMDB0011242
Secondary Accession Numbers
  • BMDB11242
Metabolite Identification
Common NamePC(P-18:0/18:1(11Z))
DescriptionPC(P-18:0/18:1(11Z)) 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-18:0/18:1(11Z)), in particular, consists of one 1Z-octadecenyl chain to the C-1 atom, and one 11Z-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-stearoyl)-2-vaccenoyl-sn-glycero-3-phosphocholineHMDB
Gpcho(18:0/18:1)HMDB
Gpcho(18:0/18:1n7)HMDB
Gpcho(18:0/18:1W7)HMDB
Gpcho(36:1)HMDB
1-(1Z-Octadecenyl)-2-cis-vaccenoyl-GPCHMDB
1-(1Z-Octadecenyl)-2-cis-vaccenoyl-sn-glycero-3-phosphocholineHMDB
1-(1Z-Octadecenyl)-2-cis-vaccenoyl-sn-glycero-phosphatidylcholineHMDB
GPC(18:1/18:1)HMDB
GPC(36:2)HMDB
GPC(O-18:1(1Z)/18:1(11Z))HMDB
GPC(O-18:1(1Z)/18:1n7)HMDB
GPC(O-18:1(1Z)/18:1W7)HMDB
GPC(p-18:0/18:1(11Z))HMDB
GPC(p-18:0/18:1n7)HMDB
GPC(p-18:0/18:1W7)HMDB
GPCho(18:1/18:1)HMDB
GPCho(36:2)HMDB
GPCho(O-18:1(1Z)/18:1(11Z))HMDB
GPCho(O-18:1(1Z)/18:1n7)HMDB
GPCho(O-18:1(1Z)/18:1W7)HMDB
GPCho(p-18:0/18:1(11Z))HMDB
GPCho(p-18:0/18:1n7)HMDB
GPCho(p-18:0/18:1W7)HMDB
PC(18:1/18:1)HMDB
PC(36:2)HMDB
PC(O-18:1(1Z)/18:1(11Z))HMDB
PC(O-18:1(1Z)/18:1n7)HMDB
PC(O-18:1(1Z)/18:1W7)HMDB
PC(p-18:0/18:1n7)HMDB
PC(p-18:0/18:1W7)HMDB
Phosphatidylcholine(18:1/18:1)HMDB
Phosphatidylcholine(36:2)HMDB
Phosphatidylcholine(O-18:1(1Z)/18:1(11Z))HMDB
Phosphatidylcholine(O-18:1(1Z)/18:1n7)HMDB
Phosphatidylcholine(O-18:1(1Z)/18:1W7)HMDB
Phosphatidylcholine(p-18:0/18:1(11Z))HMDB
Phosphatidylcholine(p-18:0/18:1n7)HMDB
Phosphatidylcholine(p-18:0/18:1W7)HMDB
Chemical FormulaC44H86NO7P
Average Molecular Weight772.1299
Monoisotopic Molecular Weight771.614190623
IUPAC Nametrimethyl(2-{[(2R)-3-[(1Z)-octadec-1-en-1-yloxy]-2-[(11Z)-octadec-11-enoyloxy]propyl phosphonato]oxy}ethyl)azanium
Traditional Nametrimethyl(2-{[(2R)-3-[(1Z)-octadec-1-en-1-yloxy]-2-[(11Z)-octadec-11-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)CCCCCCCCC\C=C/CCCCCC
InChI Identifier
InChI=1S/C44H86NO7P/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/h17,19,36,39,43H,6-16,18,20-35,37-38,40-42H2,1-5H3/b19-17-,39-36-/t43-/m1/s1
InChI KeyJDTHSYITWRQVSV-CESBNGMCSA-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
logP6.24ALOGPS
logP9.92ChemAxon
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 Count42ChemAxon
Refractivity235.72 m³·mol⁻¹ChemAxon
Polarizability96.83 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-9161231300-9f197f3c66e2afac45dfView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0uy0-4293131000-25f0b220d425bba98a8aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-9085031100-a2dfbd319be052e68c2bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00e9-0090001600-168cacb41346472c5737View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014r-1090103100-ad6d94b5f7321c3f8d84View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-02d0-3090100000-61aab7d1c26b6da079d9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0000000900-afeccba552b4299f629bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0229-0040010900-e640514c715d39755ffeView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-003r-4090401000-a573a199398ebbd5be5cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0000000900-c9ee98592191a777e9e5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0089-0900000500-53bbedc27651cf399473View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-023r-0500120900-12590304215ae75bba31View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0000000090-4bddad7d3cb753a851a7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0000000090-4bddad7d3cb753a851a7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ac3-0030911510-8e372753ce2db820d011View 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 IDHMDB0011242
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB027993
KNApSAcK IDNot Available
Chemspider ID24767517
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53480707
PDB IDNot Available
ChEBI ID89973
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available