Showing metabocard for PC(P-18:0/22:4(7Z,10Z,13Z,16Z)) (BMDB0011259)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-10-03 18:15:26 UTC
Update Date2020-06-04 19:13:57 UTC
BMDB IDBMDB0011259
Secondary Accession Numbers
  • BMDB11259
Metabolite Identification
Common NamePC(P-18:0/22:4(7Z,10Z,13Z,16Z))
DescriptionPC(P-18:0/22:4(7Z,10Z,13Z,16Z)) 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-18:0/22:4(7Z,10Z,13Z,16Z)), in particular, consists of one 1Z-octadecenyl chain to the C-1 atom, and one 7Z,10Z,13Z,16Z-docosatetraenoyl 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-adrenoyl-sn-glycero-3-phosphocholineHMDB
Gpcho(18:0/22:4)HMDB
Gpcho(18:0/22:4n6)HMDB
Gpcho(18:0/22:4W6)HMDB
Gpcho(40:4)HMDB
1-(1Z-Octadecenyl)-2-adrenoyl-GPCHMDB
1-(1Z-Octadecenyl)-2-adrenoyl-sn-glycero-3-phosphocholineHMDB
1-(1Z-Octadecenyl)-2-adrenoyl-sn-glycero-phosphatidylcholineHMDB
GPC(18:1/22:4)HMDB
GPC(40:5)HMDB
GPC(O-18:1(1Z)/22:4(7Z,10Z,13Z,16Z))HMDB
GPC(O-18:1(1Z)/22:4n6)HMDB
GPC(O-18:1(1Z)/22:4W6)HMDB
GPC(p-18:0/22:4(7Z,10Z,13Z,16Z))HMDB
GPC(p-18:0/22:4n6)HMDB
GPC(p-18:0/22:4W6)HMDB
GPCho(18:1/22:4)HMDB
GPCho(40:5)HMDB
GPCho(O-18:1(1Z)/22:4(7Z,10Z,13Z,16Z))HMDB
GPCho(O-18:1(1Z)/22:4n6)HMDB
GPCho(O-18:1(1Z)/22:4W6)HMDB
GPCho(p-18:0/22:4(7Z,10Z,13Z,16Z))HMDB
GPCho(p-18:0/22:4n6)HMDB
GPCho(p-18:0/22:4W6)HMDB
PC(18:1/22:4)HMDB
PC(40:5)HMDB
PC(O-18:1(1Z)/22:4(7Z,10Z,13Z,16Z))HMDB
PC(O-18:1(1Z)/22:4n6)HMDB
PC(O-18:1(1Z)/22:4W6)HMDB
PC(p-18:0/22:4n6)HMDB
PC(p-18:0/22:4W6)HMDB
Phosphatidylcholine(18:1/22:4)HMDB
Phosphatidylcholine(40:5)HMDB
Phosphatidylcholine(O-18:1(1Z)/22:4(7Z,10Z,13Z,16Z))HMDB
Phosphatidylcholine(O-18:1(1Z)/22:4n6)HMDB
Phosphatidylcholine(O-18:1(1Z)/22:4W6)HMDB
Phosphatidylcholine(p-18:0/22:4(7Z,10Z,13Z,16Z))HMDB
Phosphatidylcholine(p-18:0/22:4n6)HMDB
Phosphatidylcholine(p-18:0/22:4W6)HMDB
Chemical FormulaC48H88NO7P
Average Molecular Weight822.1886
Monoisotopic Molecular Weight821.629840687
IUPAC Name(2-{[(2R)-2-[(7Z,10Z,13Z,16Z)-docosa-7,10,13,16-tetraenoyloxy]-3-[(1Z)-octadec-1-en-1-yloxy]propyl phosphonato]oxy}ethyl)trimethylazanium
Traditional Name(2-{[(2R)-2-[(7Z,10Z,13Z,16Z)-docosa-7,10,13,16-tetraenoyloxy]-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)CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC
InChI Identifier
InChI=1S/C48H88NO7P/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/h14,16,20,22,25-26,29,31,40,43,47H,6-13,15,17-19,21,23-24,27-28,30,32-39,41-42,44-46H2,1-5H3/b16-14-,22-20-,26-25-,31-29-,43-40-/t47-/m1/s1
InChI KeyVDLGCGQWZPLRIL-PRDDZFMDSA-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
logP6.68ALOGPS
logP10.62ChemAxon
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 Count43ChemAxon
Refractivity257.48 m³·mol⁻¹ChemAxon
Polarizability101.06 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, Negativesplash10-0a4i-0000000090-b7c8a116364ea2bba82eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0000000090-b7c8a116364ea2bba82eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ac3-0004920170-e58cc776feab03bcd143View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0000000090-152cca4d1b4a0f807f6fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0089-0900000050-3e7272a9ce49bb1df65cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-023r-1900331690-e0b39ac656fc898450d3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0000000090-962bd95453baa95f8916View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0005002390-3c1908ae45e5c24b8a1eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00o0-5139200000-d5bdff578827c539596cView 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 IDHMDB0011259
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB028010
KNApSAcK IDNot Available
Chemspider ID24767534
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound52923974
PDB IDNot Available
ChEBI IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available