Showing metabocard for PC(P-18:1(11Z)/18:4(6Z,9Z,12Z,15Z)) (BMDB0011280)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-10-03 18:15:46 UTC
Update Date2020-06-04 19:27:24 UTC
BMDB IDBMDB0011280
Secondary Accession Numbers
  • BMDB11280
Metabolite Identification
Common NamePC(P-18:1(11Z)/18:4(6Z,9Z,12Z,15Z))
DescriptionPC(P-18:1(11Z)/18:4(6Z,9Z,12Z,15Z)) 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-18:1(11Z)/18:4(6Z,9Z,12Z,15Z)), in particular, consists of one 1Z,11Z-octadecadienyl chain to the C-1 atom, and one 6Z,9Z,12Z,15Z-octadecatetraenoyl 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-vaccenoyl)-2-stearidonoyl-sn-glycero-3-phosphocholineHMDB
Gpcho(18:1/18:4)HMDB
Gpcho(18:1n7/18:4n3)HMDB
Gpcho(18:1W7/18:4W3)HMDB
Gpcho(36:5)HMDB
1-(1Z,11Z-Octadecadienyl)-2-stearidonoyl-GPCHMDB
1-(1Z,11Z-Octadecadienyl)-2-stearidonoyl-sn-glycero-3-phosphocholineHMDB
1-(1Z,11Z-Octadecadienyl)-2-stearidonoyl-sn-glycero-phosphatidylcholineHMDB
GPC(18:2/18:4)HMDB
GPC(36:6)HMDB
GPC(O-18:2(1Z,11Z)/18:4(6Z,9Z,12Z,15Z))HMDB
GPC(O-18:2(1Z,11Z)/18:4n3)HMDB
GPC(O-18:2(1Z,11Z)/18:4W3)HMDB
GPC(p-18:1(11Z)/18:4(6Z,9Z,12Z,15Z))HMDB
GPC(p-18:1(11Z)/18:4n3)HMDB
GPC(p-18:1(11Z)/18:4W3)HMDB
GPCho(18:2/18:4)HMDB
GPCho(36:6)HMDB
GPCho(O-18:2(1Z,11Z)/18:4(6Z,9Z,12Z,15Z))HMDB
GPCho(O-18:2(1Z,11Z)/18:4n3)HMDB
GPCho(O-18:2(1Z,11Z)/18:4W3)HMDB
GPCho(p-18:1(11Z)/18:4(6Z,9Z,12Z,15Z))HMDB
GPCho(p-18:1(11Z)/18:4n3)HMDB
GPCho(p-18:1(11Z)/18:4W3)HMDB
PC(18:2/18:4)HMDB
PC(36:6)HMDB
PC(O-18:2(1Z,11Z)/18:4(6Z,9Z,12Z,15Z))HMDB
PC(O-18:2(1Z,11Z)/18:4n3)HMDB
PC(O-18:2(1Z,11Z)/18:4W3)HMDB
PC(p-18:1(11Z)/18:4n3)HMDB
PC(p-18:1(11Z)/18:4W3)HMDB
Phosphatidylcholine(18:2/18:4)HMDB
Phosphatidylcholine(36:6)HMDB
Phosphatidylcholine(O-18:2(1Z,11Z)/18:4(6Z,9Z,12Z,15Z))HMDB
Phosphatidylcholine(O-18:2(1Z,11Z)/18:4n3)HMDB
Phosphatidylcholine(O-18:2(1Z,11Z)/18:4W3)HMDB
Phosphatidylcholine(p-18:1(11Z)/18:4(6Z,9Z,12Z,15Z))HMDB
Phosphatidylcholine(p-18:1(11Z)/18:4n3)HMDB
Phosphatidylcholine(p-18:1(11Z)/18:4W3)HMDB
Chemical FormulaC44H78NO7P
Average Molecular Weight764.0664
Monoisotopic Molecular Weight763.551590367
IUPAC Nametrimethyl(2-{[(2R)-3-[(1Z,11Z)-octadeca-1,11-dien-1-yloxy]-2-[(6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoyloxy]propyl phosphonato]oxy}ethyl)azanium
Traditional Nametrimethyl(2-{[(2R)-3-[(1Z,11Z)-octadeca-1,11-dien-1-yloxy]-2-[(6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoyloxy]propyl phosphonato]oxy}ethyl)azanium
CAS Registry NumberNot Available
SMILES
CCCCCC\C=C/CCCCCCCC\C=C/OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCC\C=C/C\C=C/C\C=C/C\C=C/CC
InChI Identifier
InChI=1S/C44H78NO7P/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/h9,11,15-18,21,23,27,29,36,39,43H,6-8,10,12-14,19-20,22,24-26,28,30-35,37-38,40-42H2,1-5H3/b11-9-,17-15-,18-16-,23-21-,29-27-,39-36-/t43-/m1/s1
InChI KeyDBMSAJFSJLCYLI-YAYDGDQKSA-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 DescriptorsNot Available
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
logP5.92ALOGPS
logP8.48ChemAxon
logS-7.3ALOGPS
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
Refractivity240.19 m³·mol⁻¹ChemAxon
Polarizability92.38 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, Positivesplash10-052r-9161221300-bbd8594391c8496cc029View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a5j-4292121100-f13a86c87d0dd984cd68View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05aa-8094030000-ef6db14a308037b68473View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03fr-0090001500-e6da19a40c6eca541c44View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00or-1090103100-5dad076c5915f148154dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-2090100000-0d2d04726b4e30219579View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0000000900-02671b0c451109667518View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01q9-0900000500-84937171e27072e1cad3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-06si-0500210900-efc0bf0942679ebbcf32View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0000000900-0b3addbc4a30e889b9bcView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0000000900-0b3addbc4a30e889b9bcView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0095-0030911600-7e7928e47162642f7dc6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0000000900-5e879d0a64a34ebf5084View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-0040010900-c737f870f3ad90dc16a7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-056r-3190100000-3d755bcb2a9a7a487cc5View 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 IDHMDB0011280
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB028027
KNApSAcK IDNot Available
Chemspider ID24767555
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53480751
PDB IDNot Available
ChEBI ID89931
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available