Showing metabocard for PC(P-18:0/18:3(6Z,9Z,12Z)) (BMDB0011245)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-10-03 18:15:09 UTC
Update Date2020-06-04 19:51:37 UTC
BMDB IDBMDB0011245
Secondary Accession Numbers
  • BMDB11245
Metabolite Identification
Common NamePC(P-18:0/18:3(6Z,9Z,12Z))
DescriptionPC(P-18:0/18:3(6Z,9Z,12Z)) 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-18:0/18:3(6Z,9Z,12Z)), in particular, consists of one 1Z-octadecenyl chain to the C-1 atom, and one 6Z,9Z,12Z-octadecatrienoyl 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-g-linolenoyl-sn-glycero-3-phosphocholineHMDB
1-(1-Enyl-stearoyl)-2-gamma-linolenoyl-sn-glycero-3-phosphocholineHMDB
Gpcho(18:0/18:3)HMDB
Gpcho(18:0/18:3n6)HMDB
Gpcho(18:0/18:3W6)HMDB
Gpcho(36:3)HMDB
1-(1Z-Octadecenyl)-2-gamma-linolenoyl-GPCHMDB
1-(1Z-Octadecenyl)-2-gamma-linolenoyl-sn-glycero-3-phosphocholineHMDB
1-(1Z-Octadecenyl)-2-gamma-linolenoyl-sn-glycero-phosphatidylcholineHMDB
GPC(18:1/18:3)HMDB
GPC(36:4)HMDB
GPC(O-18:1(1Z)/18:3(6Z,9Z,12Z))HMDB
GPC(O-18:1(1Z)/18:3n6)HMDB
GPC(O-18:1(1Z)/18:3W6)HMDB
GPC(p-18:0/18:3(6Z,9Z,12Z))HMDB
GPC(p-18:0/18:3n6)HMDB
GPC(p-18:0/18:3W6)HMDB
GPCho(18:1/18:3)HMDB
GPCho(36:4)HMDB
GPCho(O-18:1(1Z)/18:3(6Z,9Z,12Z))HMDB
GPCho(O-18:1(1Z)/18:3n6)HMDB
GPCho(O-18:1(1Z)/18:3W6)HMDB
GPCho(p-18:0/18:3(6Z,9Z,12Z))HMDB
GPCho(p-18:0/18:3n6)HMDB
GPCho(p-18:0/18:3W6)HMDB
PC(18:1/18:3)HMDB
PC(36:4)HMDB
PC(O-18:1(1Z)/18:3(6Z,9Z,12Z))HMDB
PC(O-18:1(1Z)/18:3n6)HMDB
PC(O-18:1(1Z)/18:3W6)HMDB
PC(p-18:0/18:3n6)HMDB
PC(p-18:0/18:3W6)HMDB
Phosphatidylcholine(18:1/18:3)HMDB
Phosphatidylcholine(36:4)HMDB
Phosphatidylcholine(O-18:1(1Z)/18:3(6Z,9Z,12Z))HMDB
Phosphatidylcholine(O-18:1(1Z)/18:3n6)HMDB
Phosphatidylcholine(O-18:1(1Z)/18:3W6)HMDB
Phosphatidylcholine(p-18:0/18:3(6Z,9Z,12Z))HMDB
Phosphatidylcholine(p-18:0/18:3n6)HMDB
Phosphatidylcholine(p-18:0/18:3W6)HMDB
Chemical FormulaC44H82NO7P
Average Molecular Weight768.0981
Monoisotopic Molecular Weight767.582890495
IUPAC Nametrimethyl(2-{[(2R)-3-[(1Z)-octadec-1-en-1-yloxy]-2-[(6Z,9Z,12Z)-octadeca-6,9,12-trienoyloxy]propyl phosphonato]oxy}ethyl)azanium
Traditional Nametrimethyl(2-{[(2R)-3-[(1Z)-octadec-1-en-1-yloxy]-2-[(6Z,9Z,12Z)-octadeca-6,9,12-trienoyloxy]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)CCCC\C=C/C\C=C/C\C=C/CCCCC
InChI Identifier
InChI=1S/C44H82NO7P/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/h15,17,21,23,27,29,36,39,43H,6-14,16,18-20,22,24-26,28,30-35,37-38,40-42H2,1-5H3/b17-15-,23-21-,29-27-,39-36-/t43-/m1/s1
InChI KeyQQZAQKGMSREYHF-KDEBBMLKSA-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
logP6.17ALOGPS
logP9.2ChemAxon
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 Count40ChemAxon
Refractivity237.96 m³·mol⁻¹ChemAxon
Polarizability94.08 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-d7f1b3f8c542840e0e77View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0il9-4192021000-6a199775f41d979338edView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0f80-8094031000-307264683a95fd0dd7d6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-016r-0090001500-96cefa353eacc9d632c7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-016r-1090103100-dd67bbf303020bda032cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-2090100000-211899e557f41f6bfda9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0000000090-707cc296d352c5f6c2ffView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0000000090-707cc296d352c5f6c2ffView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0uml-0030911510-9257d7d0fc294d4f8f21View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0000000900-744784855ba282b3b501View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00lr-0900000500-4114fb4df2817bba96d1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0689-0500120900-dedb87953f46ded5f8feView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0000000900-4debbea5304ca280bf65View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-066r-0050010900-6a35d2e15df6d232c8b3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-3090200000-630b24071e2b09a61aceView 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 IDHMDB0011245
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB027996
KNApSAcK IDNot Available
Chemspider ID24767520
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound52923946
PDB IDNot Available
ChEBI ID89968
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available