Showing metabocard for PC(P-18:0/18:2(9Z,12Z)) (BMDB0011244)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-10-03 18:15:08 UTC
Update Date2020-06-04 19:58:02 UTC
BMDB IDBMDB0011244
Secondary Accession Numbers
  • BMDB11244
Metabolite Identification
Common NamePC(P-18:0/18:2(9Z,12Z))
DescriptionPC(P-18:0/18:2(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-18:0/18:2(9Z,12Z)), in particular, consists of one 1Z-octadecenyl chain to the C-1 atom, and one 9Z,12Z-octadecadienoyl 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-linoleoyl-GPCChEBI
1-(1-Enyl-stearoyl)-2-linoleoyl-GPC (p-18:0/18:2)ChEBI
1-(1-Enyl-stearoyl)-2-linoleoyl-sn-glycero-3-phosphocholineChEBI
GPC(p-18:0/18:2)ChEBI
PC(p-18:0/18:2)ChEBI
Gpcho(18:0/18:2)HMDB
Gpcho(18:0/18:2n6)HMDB
Gpcho(18:0/18:2W6)HMDB
PC(18:0/18:2)HMDB
PC(18:0/18:2n6)HMDB
PC(18:0/18:2W6)HMDB
Phosphatidylcholine(18:0/18:2)HMDB
Phosphatidylcholine(18:0/18:2n6)HMDB
Phosphatidylcholine(18:0/18:2W6)HMDB
Gpcho(36:2)HMDB
1-(1Z-Octadecenyl)-2-linoleoyl-GPCHMDB
1-(1Z-Octadecenyl)-2-linoleoyl-sn-glycero-3-phosphocholineHMDB
1-(1Z-Octadecenyl)-2-linoleoyl-sn-glycero-phosphatidylcholineHMDB
GPC(18:1/18:2)HMDB
GPC(36:3)HMDB
GPC(O-18:1(1Z)/18:2(9Z,12Z))HMDB
GPC(O-18:1(1Z)/18:2n6)HMDB
GPC(O-18:1(1Z)/18:2W6)HMDB
GPC(p-18:0/18:2(9Z,12Z))HMDB
GPC(p-18:0/18:2n6)HMDB
GPC(p-18:0/18:2W6)HMDB
GPCho(18:1/18:2)HMDB
GPCho(36:3)HMDB
GPCho(O-18:1(1Z)/18:2(9Z,12Z))HMDB
GPCho(O-18:1(1Z)/18:2n6)HMDB
GPCho(O-18:1(1Z)/18:2W6)HMDB
GPCho(p-18:0/18:2(9Z,12Z))HMDB
GPCho(p-18:0/18:2n6)HMDB
GPCho(p-18:0/18:2W6)HMDB
PC(18:1/18:2)HMDB
PC(36:3)HMDB
PC(O-18:1(1Z)/18:2(9Z,12Z))HMDB
PC(O-18:1(1Z)/18:2n6)HMDB
PC(O-18:1(1Z)/18:2W6)HMDB
PC(p-18:0/18:2n6)HMDB
PC(p-18:0/18:2W6)HMDB
Phosphatidylcholine(18:1/18:2)HMDB
Phosphatidylcholine(36:3)HMDB
Phosphatidylcholine(O-18:1(1Z)/18:2(9Z,12Z))HMDB
Phosphatidylcholine(O-18:1(1Z)/18:2n6)HMDB
Phosphatidylcholine(O-18:1(1Z)/18:2W6)HMDB
Phosphatidylcholine(p-18:0/18:2(9Z,12Z))HMDB
Phosphatidylcholine(p-18:0/18:2n6)HMDB
Phosphatidylcholine(p-18:0/18:2W6)HMDB
Chemical FormulaC44H84NO7P
Average Molecular Weight770.114
Monoisotopic Molecular Weight769.598540559
IUPAC Nametrimethyl(2-{[(2R)-3-[(1Z)-octadec-1-en-1-yloxy]-2-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl phosphonato]oxy}ethyl)azanium
Traditional Nametrimethyl(2-{[(2R)-3-[(1Z)-octadec-1-en-1-yloxy]-2-[(9Z,12Z)-octadeca-9,12-dienoyloxy]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)CCCCCCC\C=C/C\C=C/CCCCC
InChI Identifier
InChI=1S/C44H84NO7P/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/h15,17,21,23,36,39,43H,6-14,16,18-20,22,24-35,37-38,40-42H2,1-5H3/b17-15-,23-21-,39-36-/t43-/m1/s1
InChI KeyPWPOLLAYFXIWOQ-PXSMKGAESA-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
logP9.56ChemAxon
logS-7.6ALOGPS
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
Refractivity236.84 m³·mol⁻¹ChemAxon
Polarizability95.49 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-9131231300-3efa6774b8909782cf68View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0w2i-8394142100-8cc00b3ccee4404bc3d0View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-9074032100-2aeed2275e8d8891abbdView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0090001600-120271d1606be28df367View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-016r-1090103100-50742a419410506f539eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-3090100000-822081254a3e0b54bdfdView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0000000900-f8446695140eef013859View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0089-0900000500-cd8c0d0cdfcf2e96697cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-023r-0500120900-921f2de023248f2b2f44View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0000000090-3d6811548a7d3de72b59View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0000000090-3d6811548a7d3de72b59View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0uml-0030911510-f4a93240f0f7c9bd5b9bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0000000900-a77b4361de0929ecf0e7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-02t9-0050010900-120c8ec360148dc59cedView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-4091300000-4dc032599ddb96991a8eView 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 IDHMDB0011244
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB027995
KNApSAcK IDNot Available
Chemspider ID24767519
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound52923944
PDB IDNot Available
ChEBI ID84555
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available