Showing metabocard for PC(P-18:0/16:1(9Z)) (BMDB0011240)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-10-03 18:15:03 UTC
Update Date2020-06-04 20:08:10 UTC
BMDB IDBMDB0011240
Secondary Accession Numbers
  • BMDB11240
Metabolite Identification
Common NamePC(P-18:0/16:1(9Z))
DescriptionPC(P-18:0/16:1(9Z)) 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-18:0/16:1(9Z)), in particular, consists of one 1Z-octadecenyl chain to the C-1 atom, and one 9Z-hexadecenoyl 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-palmitoleoyl-sn-glycero-3-phosphocholineHMDB
Gpcho(18:0/16:1)HMDB
Gpcho(18:0/16:1n7)HMDB
Gpcho(18:0/16:1W7)HMDB
Gpcho(34:1)HMDB
1-(1Z-Octadecenyl)-2-palmitoleoyl-GPCHMDB
1-(1Z-Octadecenyl)-2-palmitoleoyl-sn-glycero-3-phosphocholineHMDB
1-(1Z-Octadecenyl)-2-palmitoleoyl-sn-glycero-phosphatidylcholineHMDB
GPC(18:1/16:1)HMDB
GPC(34:2)HMDB
GPC(O-18:1(1Z)/16:1(9Z))HMDB
GPC(O-18:1(1Z)/16:1n7)HMDB
GPC(O-18:1(1Z)/16:1W7)HMDB
GPC(p-18:0/16:1(9Z))HMDB
GPC(p-18:0/16:1n7)HMDB
GPC(p-18:0/16:1W7)HMDB
GPCho(18:1/16:1)HMDB
GPCho(34:2)HMDB
GPCho(O-18:1(1Z)/16:1(9Z))HMDB
GPCho(O-18:1(1Z)/16:1n7)HMDB
GPCho(O-18:1(1Z)/16:1W7)HMDB
GPCho(p-18:0/16:1(9Z))HMDB
GPCho(p-18:0/16:1n7)HMDB
GPCho(p-18:0/16:1W7)HMDB
PC(18:1/16:1)HMDB
PC(34:2)HMDB
PC(O-18:1(1Z)/16:1(9Z))HMDB
PC(O-18:1(1Z)/16:1n7)HMDB
PC(O-18:1(1Z)/16:1W7)HMDB
PC(p-18:0/16:1n7)HMDB
PC(p-18:0/16:1W7)HMDB
Phosphatidylcholine(18:1/16:1)HMDB
Phosphatidylcholine(34:2)HMDB
Phosphatidylcholine(O-18:1(1Z)/16:1(9Z))HMDB
Phosphatidylcholine(O-18:1(1Z)/16:1n7)HMDB
Phosphatidylcholine(O-18:1(1Z)/16:1W7)HMDB
Phosphatidylcholine(p-18:0/16:1(9Z))HMDB
Phosphatidylcholine(p-18:0/16:1n7)HMDB
Phosphatidylcholine(p-18:0/16:1W7)HMDB
Chemical FormulaC42H82NO7P
Average Molecular Weight744.0767
Monoisotopic Molecular Weight743.582890495
IUPAC Name(2-{[(2R)-2-[(9Z)-hexadec-9-enoyloxy]-3-[(1Z)-octadec-1-en-1-yloxy]propyl phosphonato]oxy}ethyl)trimethylazanium
Traditional Name(2-{[(2R)-2-[(9Z)-hexadec-9-enoyloxy]-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)CCCCCCC\C=C/CCCCCC
InChI Identifier
InChI=1S/C42H82NO7P/c1-6-8-10-12-14-16-18-20-21-22-24-26-28-30-32-34-37-47-39-41(40-49-51(45,46)48-38-36-43(3,4)5)50-42(44)35-33-31-29-27-25-23-19-17-15-13-11-9-7-2/h17,19,34,37,41H,6-16,18,20-33,35-36,38-40H2,1-5H3/b19-17-,37-34-/t41-/m1/s1
InChI KeyKMNVIRCHUMQGHD-RCINKDPXSA-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
logP5.96ALOGPS
logP9.03ChemAxon
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 Count40ChemAxon
Refractivity226.52 m³·mol⁻¹ChemAxon
Polarizability92.61 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, Positivesplash10-000l-9161221300-6b8411e4a4a75ba61066View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0f79-4292121000-dd06c0cc8e7e8d57d033View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-9174023000-d91cdee1c12eac52fe70View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0f6x-0090001500-01a5383b5fec06e7b5ceView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00kr-0090103000-e8449a5be0e532f645d9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0v09-3090100000-ecd414aa68c21814f709View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0000000900-414ec66860f431bd7276View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001l-0900000500-cd6d14b4683902869209View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0016-1900436900-21830324f4062153007eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0000000900-190e542fe7b67b8c2014View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0000000900-190e542fe7b67b8c2014View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0fi3-0030900600-9812b745b3836bcac8d4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0000000900-23872d2e94db2d9fdf31View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000f-0070023900-8544ea1c8ca2e4e40f5cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ufr-4093100000-32d3ef029f48895a2d55View 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 IDHMDB0011240
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB027991
KNApSAcK IDNot Available
Chemspider ID24767515
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound52923934
PDB IDNot Available
ChEBI ID89972
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available