Showing metabocard for PC(P-18:0/14:1(9Z)) (BMDB0011237)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-10-03 18:14:59 UTC
Update Date2020-06-04 19:50:31 UTC
BMDB IDBMDB0011237
Secondary Accession Numbers
  • BMDB11237
Metabolite Identification
Common NamePC(P-18:0/14:1(9Z))
DescriptionPC(P-18:0/14:1(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-18:0/14:1(9Z)), in particular, consists of one 1Z-octadecenyl chain to the C-1 atom, and one 9Z-tetradecenoyl 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-myristoleoyl-sn-glycero-3-phosphocholineHMDB
Gpcho(18:0/14:1)HMDB
Gpcho(18:0/14:1n5)HMDB
Gpcho(18:0/14:1W5)HMDB
Gpcho(32:1)HMDB
1-(1Z-Octadecenyl)-2-myristoleoyl-GPCHMDB
1-(1Z-Octadecenyl)-2-myristoleoyl-sn-glycero-3-phosphocholineHMDB
1-(1Z-Octadecenyl)-2-myristoleoyl-sn-glycero-phosphatidylcholineHMDB
GPC(18:1/14:1)HMDB
GPC(32:2)HMDB
GPC(O-18:1(1Z)/14:1(9Z))HMDB
GPC(O-18:1(1Z)/14:1n5)HMDB
GPC(O-18:1(1Z)/14:1W5)HMDB
GPC(p-18:0/14:1(9Z))HMDB
GPC(p-18:0/14:1n5)HMDB
GPC(p-18:0/14:1W5)HMDB
GPCho(18:1/14:1)HMDB
GPCho(32:2)HMDB
GPCho(O-18:1(1Z)/14:1(9Z))HMDB
GPCho(O-18:1(1Z)/14:1n5)HMDB
GPCho(O-18:1(1Z)/14:1W5)HMDB
GPCho(p-18:0/14:1(9Z))HMDB
GPCho(p-18:0/14:1n5)HMDB
GPCho(p-18:0/14:1W5)HMDB
PC(18:1/14:1)HMDB
PC(32:2)HMDB
PC(O-18:1(1Z)/14:1(9Z))HMDB
PC(O-18:1(1Z)/14:1n5)HMDB
PC(O-18:1(1Z)/14:1W5)HMDB
PC(p-18:0/14:1n5)HMDB
PC(p-18:0/14:1W5)HMDB
Phosphatidylcholine(18:1/14:1)HMDB
Phosphatidylcholine(32:2)HMDB
Phosphatidylcholine(O-18:1(1Z)/14:1(9Z))HMDB
Phosphatidylcholine(O-18:1(1Z)/14:1n5)HMDB
Phosphatidylcholine(O-18:1(1Z)/14:1W5)HMDB
Phosphatidylcholine(p-18:0/14:1(9Z))HMDB
Phosphatidylcholine(p-18:0/14:1n5)HMDB
Phosphatidylcholine(p-18:0/14:1W5)HMDB
Chemical FormulaC40H78NO7P
Average Molecular Weight716.0236
Monoisotopic Molecular Weight715.551590367
IUPAC Nametrimethyl(2-{[(2R)-3-[(1Z)-octadec-1-en-1-yloxy]-2-[(9Z)-tetradec-9-enoyloxy]propyl phosphonato]oxy}ethyl)azanium
Traditional Nametrimethyl(2-{[(2R)-3-[(1Z)-octadec-1-en-1-yloxy]-2-[(9Z)-tetradec-9-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)CCCCCCC\C=C/CCCC
InChI Identifier
InChI=1S/C40H78NO7P/c1-6-8-10-12-14-16-18-19-20-21-22-24-26-28-30-32-35-45-37-39(38-47-49(43,44)46-36-34-41(3,4)5)48-40(42)33-31-29-27-25-23-17-15-13-11-9-7-2/h13,15,32,35,39H,6-12,14,16-31,33-34,36-38H2,1-5H3/b15-13-,35-32-/t39-/m1/s1
InChI KeyYCWPYAHFDSLECT-ZFHQVLSYSA-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
logP5.63ALOGPS
logP8.14ChemAxon
logS-7.4ALOGPS
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 Count38ChemAxon
Refractivity217.32 m³·mol⁻¹ChemAxon
Polarizability88.42 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, Positivesplash10-053i-9151221200-4568eeb5447aebbeeb4eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0pc9-5492222000-7742a7ea9ecbd7ba8c9aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0kci-9254032000-f3f3b2e3bcaeb5fdae37View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03fr-0090001500-9864005bb90c7edd8c4dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-02di-1190103100-1eda721e0167fe565673View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-056r-4190100000-7153f397091b4f9f9453View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0000000900-c54b053241eaee7b35ecView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00lr-0900000500-4492c2b16bfd497a4a8dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05o0-1901336900-631a8f4518c46163d8d0View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0000000900-8835613e15e0fa490acdView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0000000900-8835613e15e0fa490acdView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0uml-0030900600-041ffb5624f5fe1040e1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0000000900-fc017c28b23073fe344eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-08fr-0070023900-8b9d7090b5960fe4a2ecView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-4193101000-43964ed7036dc9a611d1View 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 IDHMDB0011237
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB027988
KNApSAcK IDNot Available
Chemspider ID24767512
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound52923928
PDB IDNot Available
ChEBI ID89966
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available