Showing metabocard for PC(P-18:0/20:3(8Z,11Z,14Z)) (BMDB0011252)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-10-03 18:15:17 UTC
Update Date2020-06-04 19:31:46 UTC
BMDB IDBMDB0011252
Secondary Accession Numbers
  • BMDB11252
Metabolite Identification
Common NamePC(P-18:0/20:3(8Z,11Z,14Z))
DescriptionPC(P-18:0/20:3(8Z,11Z,14Z)) 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-18:0/20:3(8Z,11Z,14Z)), in particular, consists of one 1Z-octadecenyl chain to the C-1 atom, and one 8Z,11Z,14Z-eicosatrienoyl 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-homo-g-linolenoyl-sn-glycero-3-phosphocholineHMDB
1-(1-Enyl-stearoyl)-2-homo-gamma-linolenoyl-sn-glycero-3-phosphocholineHMDB
Gpcho(18:0/20:3)HMDB
Gpcho(18:0/20:3n6)HMDB
Gpcho(18:0/20:3W6)HMDB
Gpcho(38:3)HMDB
1-(1Z-Octadecenyl)-2-dihomo-gamma-linolenoyl-GPCHMDB
1-(1Z-Octadecenyl)-2-dihomo-gamma-linolenoyl-sn-glycero-3-phosphocholineHMDB
1-(1Z-Octadecenyl)-2-dihomo-gamma-linolenoyl-sn-glycero-phosphatidylcholineHMDB
GPC(18:1/20:3)HMDB
GPC(38:4)HMDB
GPC(O-18:1(1Z)/20:3(8Z,11Z,14Z))HMDB
GPC(O-18:1(1Z)/20:3n6)HMDB
GPC(O-18:1(1Z)/20:3W6)HMDB
GPC(p-18:0/20:3(8Z,11Z,14Z))HMDB
GPC(p-18:0/20:3n6)HMDB
GPC(p-18:0/20:3W6)HMDB
GPCho(18:1/20:3)HMDB
GPCho(38:4)HMDB
GPCho(O-18:1(1Z)/20:3(8Z,11Z,14Z))HMDB
GPCho(O-18:1(1Z)/20:3n6)HMDB
GPCho(O-18:1(1Z)/20:3W6)HMDB
GPCho(p-18:0/20:3(8Z,11Z,14Z))HMDB
GPCho(p-18:0/20:3n6)HMDB
GPCho(p-18:0/20:3W6)HMDB
PC(18:1/20:3)HMDB
PC(38:4)HMDB
PC(O-18:1(1Z)/20:3(8Z,11Z,14Z))HMDB
PC(O-18:1(1Z)/20:3n6)HMDB
PC(O-18:1(1Z)/20:3W6)HMDB
PC(p-18:0/20:3n6)HMDB
PC(p-18:0/20:3W6)HMDB
Phosphatidylcholine(18:1/20:3)HMDB
Phosphatidylcholine(38:4)HMDB
Phosphatidylcholine(O-18:1(1Z)/20:3(8Z,11Z,14Z))HMDB
Phosphatidylcholine(O-18:1(1Z)/20:3n6)HMDB
Phosphatidylcholine(O-18:1(1Z)/20:3W6)HMDB
Phosphatidylcholine(p-18:0/20:3(8Z,11Z,14Z))HMDB
Phosphatidylcholine(p-18:0/20:3n6)HMDB
Phosphatidylcholine(p-18:0/20:3W6)HMDB
Chemical FormulaC46H86NO7P
Average Molecular Weight796.1513
Monoisotopic Molecular Weight795.614190623
IUPAC Name(2-{[(2R)-2-[(8Z,11Z,14Z)-icosa-8,11,14-trienoyloxy]-3-[(1Z)-octadec-1-en-1-yloxy]propyl phosphonato]oxy}ethyl)trimethylazanium
Traditional Name(2-{[(2R)-2-[(8Z,11Z,14Z)-icosa-8,11,14-trienoyloxy]-3-[(1Z)-octadec-1-en-1-yloxy]propyl phosphonato]oxy}ethyl)trimethylazanium
CAS Registry NumberNot Available
SMILES
CCCCCCCCCCCCCCCC\C=C/OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCC\C=C/C\C=C/C\C=C/CCCCC
InChI Identifier
InChI=1S/C46H86NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-27-29-31-33-35-37-39-46(48)54-45(44-53-55(49,50)52-42-40-47(3,4)5)43-51-41-38-36-34-32-30-28-26-23-21-19-17-15-13-11-9-7-2/h14,16,20,22,25,27,38,41,45H,6-13,15,17-19,21,23-24,26,28-37,39-40,42-44H2,1-5H3/b16-14-,22-20-,27-25-,41-38-/t45-/m1/s1
InChI KeyLIRPHCPLRLOMHJ-ABWFFGIPSA-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
StatusDetected 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
logP6.43ALOGPS
logP10.09ChemAxon
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
Refractivity247.16 m³·mol⁻¹ChemAxon
Polarizability98.38 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-9152211400-58092cc4f76b8b8f21baView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0f79-4293112100-a3ef8cf00691da268402View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-9085003100-6e4579ae4027fbf9d850View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-052f-0085000900-30b1f07b7d32f9a17082View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-05n3-1091101300-1a0e8fe8bad1760a25beView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ar9-5093100000-8d070f20f091fe44d29aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0000000900-396b53711a21a76df333View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000f-0031010900-a016fe27081b02034fa1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-7059500000-19e46b507033ac011cd6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0000000900-6787195d11ad42096df1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001j-0900000500-aed1fcbb2effd700e0c4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001t-0500110900-06f3ecdaa97169c8a625View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0000000090-a8777a162743af0cfcd5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0000000090-a8777a162743af0cfcd5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05al-0004920710-c8060e8146f3fe774851View in MoNA
Biological Properties
Cellular Locations
  • Cell membrane
  • Intracellular membrane
  • Membrane
Biospecimen Locations
  • All Tissues
  • Blood
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
All TissuesExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Hepatic lipidosis		 details
HMDB IDHMDB0011252
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB028003
KNApSAcK IDNot Available
Chemspider ID24767527
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound52923962
PDB IDNot Available
ChEBI ID89953
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available