Showing metabocard for PC(P-18:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) (BMDB0011262)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-10-03 18:15:29 UTC
Update Date2020-05-11 19:14:48 UTC
BMDB IDBMDB0011262
Secondary Accession Numbers
  • BMDB11262
Metabolite Identification
Common NamePC(P-18:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z))
DescriptionPC(P-18:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) 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-18:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)), in particular, consists of one 1Z-octadecenyl chain to the C-1 atom, and one 4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl 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-palmitoyl)-2-docosahexaenoyl-sn-glycero-3-phosphocholineChEBI
1-(1-Enyl-stearoyl)-2-docosahexaenoyl-GPCChEBI
1-(1-Enyl-stearoyl)-2-docosahexaenoyl-GPC (p-18:0/22:6)ChEBI
1-[(1Z)-Octadecenyl]-2-[(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl]-sn-glycero-3-phosphocholineChEBI
GPC(p-18:0/22:6)ChEBI
PC(p-18:0/22:6)ChEBI
Phosphatidylcholine(p-18:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z))ChEBI
Phosphatidylcholine(p-18:0/22:6)ChEBI
1-(1-Enyl-stearoyl)-2-docosahexaenoyl-sn-glycero-3-phosphocholineHMDB
1-(1Z-Octadecenyl)-2-docosahexaenoyl-GPCHMDB
1-(1Z-Octadecenyl)-2-docosahexaenoyl-sn-glycero-3-phosphocholineHMDB
1-(1Z-Octadecenyl)-2-docosahexaenoyl-sn-glycero-phosphatidylcholineHMDB
GPC(18:1/22:6)HMDB
GPC(40:7)HMDB
GPC(O-18:1(1Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z))HMDB
GPC(O-18:1(1Z)/22:6n3)HMDB
GPC(O-18:1(1Z)/22:6W3)HMDB
GPC(p-18:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z))HMDB
GPC(p-18:0/22:6n3)HMDB
GPC(p-18:0/22:6W3)HMDB
GPCho(18:1/22:6)HMDB
GPCho(40:7)HMDB
GPCho(O-18:1(1Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z))HMDB
GPCho(O-18:1(1Z)/22:6n3)HMDB
GPCho(O-18:1(1Z)/22:6W3)HMDB
GPCho(p-18:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z))HMDB
GPCho(p-18:0/22:6n3)HMDB
GPCho(p-18:0/22:6W3)HMDB
PC(18:1/22:6)HMDB
PC(40:7)HMDB
PC(O-18:1(1Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z))HMDB
PC(O-18:1(1Z)/22:6n3)HMDB
PC(O-18:1(1Z)/22:6W3)HMDB
PC(p-18:0/22:6n3)HMDB
PC(p-18:0/22:6W3)HMDB
Phosphatidylcholine(18:1/22:6)HMDB
Phosphatidylcholine(40:7)HMDB
Phosphatidylcholine(O-18:1(1Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z))HMDB
Phosphatidylcholine(O-18:1(1Z)/22:6n3)HMDB
Phosphatidylcholine(O-18:1(1Z)/22:6W3)HMDB
Phosphatidylcholine(p-18:0/22:6n3)HMDB
Phosphatidylcholine(p-18:0/22:6W3)HMDB
Chemical FormulaC48H84NO7P
Average Molecular Weight818.1568
Monoisotopic Molecular Weight817.598540559
IUPAC Name(2-{[(2R)-2-[(4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoyloxy]-3-[(1Z)-octadec-1-en-1-yloxy]propyl phosphonato]oxy}ethyl)trimethylazanium
Traditional Name(2-{[(2R)-2-[(4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoyloxy]-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)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC
InChI Identifier
InChI=1S/C48H84NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-26-27-29-31-33-35-37-39-41-48(50)56-47(46-55-57(51,52)54-44-42-49(3,4)5)45-53-43-40-38-36-34-32-30-28-23-21-19-17-15-13-11-9-7-2/h8,10,14,16,20,22,25-26,29,31,35,37,40,43,47H,6-7,9,11-13,15,17-19,21,23-24,27-28,30,32-34,36,38-39,41-42,44-46H2,1-5H3/b10-8-,16-14-,22-20-,26-25-,31-29-,37-35-,43-40-/t47-/m1/s1
InChI KeyTXHZYNSTTCIWMJ-RXSQUPBGSA-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
logP6.54ALOGPS
logP9.89ChemAxon
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 Count41ChemAxon
Refractivity259.71 m³·mol⁻¹ChemAxon
Polarizability97.13 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-9025212130-ad04e0e1ca49ba420c0cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0w2i-6389112110-76f0bd168e4ed0732e04View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0fa9-9077002100-06dfc5b6a0645f696266View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-016r-0078000290-71191e821111c4070544View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-016r-1094100510-63106fd3bc2e1600b946View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-056r-6089200000-0f37cf708104a4881ea1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0000000090-f7b9b72dbad816dbb47eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0000000090-f7b9b72dbad816dbb47eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0uml-0004920170-502aeae635145620ed05View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0000000090-828f37edc20838d4368bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00lr-0900000050-94fc445e376f7de51fccView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0689-1900331690-a86f551a64d1d16c8372View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0000000090-6268287f147d5cc70ad1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0003002390-e502b82454666c155410View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-4198000000-8611c8d583e14f4f0916View 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 IDHMDB0011262
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID24767537
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound42607430
PDB IDNot Available
ChEBI ID133664
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available