Showing metabocard for LysoPC(0:0/18:1(9Z)) (BMDB0109699)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2020-05-06 19:42:29 UTC
Update Date2020-05-07 14:45:00 UTC
BMDB IDBMDB0109699
Secondary Accession NumbersNone
Metabolite Identification
Common NameLysoPC(0:0/18:1(9Z))
Description2-oleoyl-sn-glycero-3-phosphocholine, also known as 2-18:1(omega-9) LPC or PC(0:0/18:1(9Z)), belongs to the class of organic compounds known as 2-acyl-sn-glycero-3-phosphocholines. These are glycerophosphocholines in which the glycerol is esterified with a fatty acid at O-2 position, and linked at position 3 to a phosphocholine. Thus, 2-oleoyl-sn-glycero-3-phosphocholine is considered to be a glycerophosphocholine lipid molecule. 2-oleoyl-sn-glycero-3-phosphocholine is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2-(9Z-Octadecenoyl)-sn-glycero-3-phosphocholineChEBI
2-18:1(Omega-9) LPCChEBI
PC(0:0/18:1(9Z))ChEBI
PC(0:0/18:1)ChEBI
2-Oleoyl-GPCHMDB
2-Oleoyl-lysophosphatidylcholineHMDB
2-Oleoyl-sn-glycero-3-phosphocholineHMDB
2-Oleoyl-sn-glycero-3-phosphorylcholineHMDB
GPC(0:0/18:1(9Z))HMDB
GPC(0:0/18:1n9)HMDB
GPC(0:0/18:1w9)HMDB
GPC(18:1(9Z))HMDB
GPC(18:1)HMDB
GPC(18:1n9)HMDB
GPC(18:1w9)HMDB
LPC(0:0/18:1(9Z))HMDB
LPC(0:0/18:1n9)HMDB
LPC(0:0/18:1w9)HMDB
LPC(18:1(9Z))HMDB
LPC(18:1)HMDB
LPC(18:1n9)HMDB
LPC(18:1w9)HMDB
LysoPC(0:0/18:1(9Z))HMDB
LysoPC(0:0/18:1n9)HMDB
LysoPC(0:0/18:1w9)HMDB
LysoPC(18:1(9Z))HMDB
LysoPC(18:1)HMDB
LysoPC(18:1n9)HMDB
LysoPC(18:1w9)HMDB
Lysophosphatidylcholine(0:0/18:1(9Z))HMDB
Lysophosphatidylcholine(0:0/18:1n9)HMDB
Lysophosphatidylcholine(0:0/18:1w9)HMDB
Lysophosphatidylcholine(18:1(9Z))HMDB
Lysophosphatidylcholine(18:1)HMDB
Lysophosphatidylcholine(18:1n9)HMDB
Lysophosphatidylcholine(18:1w9)HMDB
Chemical FormulaC26H52NO7P
Average Molecular Weight521.676
Monoisotopic Molecular Weight521.348140016
IUPAC Name(2-{[(2R)-3-hydroxy-2-[(9Z)-octadec-9-enoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium
Traditional Name(2-{[(2R)-3-hydroxy-2-[(9Z)-octadec-9-enoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium
CAS Registry NumberNot Available
SMILES
[H][C@@](CO)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCC
InChI Identifier
InChI=1S/C26H52NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26(29)34-25(23-28)24-33-35(30,31)32-22-21-27(2,3)4/h12-13,25,28H,5-11,14-24H2,1-4H3/b13-12-/t25-/m1/s1
InChI KeySULIDBRAXVDKBU-PTGWMXDISA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as 2-acyl-sn-glycero-3-phosphocholines. These are glycerophosphocholines in which the glycerol is esterified with a fatty acid at O-2 position, and linked at position 3 to a phosphocholine.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassGlycerophospholipids
Sub ClassGlycerophosphocholines
Direct Parent2-acyl-sn-glycero-3-phosphocholines
Alternative Parents
Substituents
  • 2-acyl-sn-glycero-3-phosphocholine
  • Phosphocholine
  • Fatty acid ester
  • Dialkyl phosphate
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Alkyl phosphate
  • Fatty acyl
  • Tetraalkylammonium salt
  • Quaternary ammonium salt
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Organic oxide
  • Alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Primary alcohol
  • Carbonyl group
  • Organic salt
  • Amine
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
StatusDetected but not Quantified
OriginNot Available
BiofunctionNot Available
ApplicationNot Available
Cellular locationsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP2.37ALOGPS
logP1.72ChemAxon
logS-6.4ALOGPS
pKa (Strongest Acidic)1.86ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area105.12 ŲChemAxon
Rotatable Bond Count25ChemAxon
Refractivity152.59 m³·mol⁻¹ChemAxon
Polarizability60.81 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-007k-9821020000-e2d93c123d610cd22d13View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0000090000-7abf2fed0ff3146e20f8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0089-0090160000-f83a9cb86fe978badc58View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-003r-7290200000-c2ddfcae5356c1fcc5cfView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0100090000-282cc56a18b261b2f533View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-2900010000-7c912c646a5f3fd91b67View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00dr-6900000000-49e7551025ad06322e07View in MoNA
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Liver
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
LiverDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0061701
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID24823031
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound24779494
PDB IDNot Available
ChEBI ID76071
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available