Showing Compound Card for LPA(18:1(11Z)/0:0) (CDB003312)

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Record Information
Version1.0
Created at2020-03-30 20:36:05 UTC
Updated at2020-11-18 16:38:17 UTC
CannabisDB IDCDB003312
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameLPA(18:1(11Z)/0:0)
DescriptionLPA(18:1(11Z)/0:0) is an extremely weak basic (essentially neutral) compound (based on its pKa). Within humans, lpa(18:1(11Z)/0:0) participates in a number of enzymatic reactions. In particular, lpa(18:1(11Z)/0:0) can be biosynthesized from cis-vaccenoyl-CoA and glycerol 3-phosphate; which is mediated by the enzyme glycerol-3-phosphate acyltransferase. In addition, lpa(18:1(11Z)/0:0) and palmitoleyl-CoA can be converted into PA(18:1(11Z)/16:1(9Z)) through its interaction with the enzyme 1-acyl-sn-glycerol-3-phosphate acyltransferase. In humans, lpa(18:1(11Z)/0:0) is involved in the metabolic disorder called de novo triacylglycerol biosynthesis pathway. This compound is expected to be in Cannabis as all living plants are known to produce and metabolize it.
Structure
Thumb
MOLSDFPDBSMILESInChI
SynonymsNot Available
Chemical FormulaC21H41O7P
Average Molecular Weight436.53
Monoisotopic Molecular Weight436.259
IUPAC Name{2-hydroxy-3-[(11Z)-octadec-11-enoyloxy]propoxy}phosphonic acid
Traditional Name2-hydroxy-3-[(11Z)-octadec-11-enoyloxy]propoxyphosphonic acid
CAS Registry NumberNot Available
SMILES
CCCCCC\C=C/CCCCCCCCCC(=O)OCC(O)COP(O)(O)=O
InChI Identifier
InChI=1S/C21H41O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(23)27-18-20(22)19-28-29(24,25)26/h7-8,20,22H,2-6,9-19H2,1H3,(H2,24,25,26)/b8-7-
InChI KeyLWSYATLSXCUNTB-FPLPWBNLSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as 1-acylglycerol-3-phosphates. These are lysophosphatidic acids where the glycerol is esterified with a fatty acid at O-1 position.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassGlycerophospholipids
Sub ClassGlycerophosphates
Direct Parent1-acylglycerol-3-phosphates
Alternative Parents
Substituents
  • 1-acylglycerol-3-phosphate
  • Monoalkyl phosphate
  • Fatty acid ester
  • Fatty acyl
  • Alkyl phosphate
  • Phosphoric acid ester
  • Organic phosphoric acid derivative
  • Secondary alcohol
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Not 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
logP4.68ALOGPS
logP5.49ChemAxon
logS-5.4ALOGPS
pKa (Strongest Acidic)1.51ChemAxon
pKa (Strongest Basic)-3.4ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area113.29 ŲChemAxon
Rotatable Bond Count21ChemAxon
Refractivity115.3 m³·mol⁻¹ChemAxon
Polarizability49.9 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSLPA(18:1(11Z)/0:0), non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-01ot-7951000000-54abd62e66f89f71433dSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-05n0-3675900000-f3bacae3283833f3d5402018-04-05View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ap1-9784100000-1aaf1b3e82342760f1e52018-04-05View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0avi-9481000000-cb4eff0eab7ebafe55b12018-04-05View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-01sr-4190400000-f15143287f03472576782018-04-06View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9050000000-4e38604d03bcf993e1672018-04-06View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-9f122f85c789b5480dc52018-04-06View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0187017
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound87977831
PDB IDNot Available
ChEBI IDNot Available
References
General ReferencesNot Available