Showing Compound Card for Cannabinodivarin (CDB000434)

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Record Information
Version1.0
Created at2020-03-19 00:36:47 UTC
Updated at2020-11-18 16:35:10 UTC
CannabisDB IDCDB000434
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameCannabinodivarin
DescriptionCannabinodivarin (CBVD) is the C3 analogue of Cannabinnodiol (CBND). It is present in Cannabis sativa plants at very low concentrations. Cannabinodiol and Cannabinodivarin (CBVD) are the only two known members of the cannabinodiol class of cannabinoids (PMID: 6991645 ). CBVD is the fully aromatized derivative of cannabidivarin (CBDV). No experimental data exist as to how CBDV is produced. Even though the oxidation of CBD to CBND seems to be a rational mechanism of conversion, it has not been proven experimentally. It is very likely, however, that the mechanism would be similar to what has been experimentally demonstrated for the photochemical conversion of cannabinol (CBN) into CBD, with the opening of the pyrane ring ( Ref:DOI ). Cannabinodiol is one of more than 120 cannabinoid compounds that are known to occur in cannabis (PMID: 6991645 ).
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
SynonymsNot Available
Chemical FormulaC19H22O2
Average Molecular Weight282.38
Monoisotopic Molecular Weight282.162
IUPAC Name5'-methyl-2'-(prop-1-en-2-yl)-4-propyl-[1,1'-biphenyl]-2,6-diol
Traditional Name5'-methyl-2'-(prop-1-en-2-yl)-4-propyl-[1,1'-biphenyl]-2,6-diol
CAS Registry NumberNot Available
SMILES
CCCC1=CC(O)=C(C(O)=C1)C1=C(C=CC(C)=C1)C(C)=C
InChI Identifier
InChI=1S/C19H22O2/c1-5-6-14-10-17(20)19(18(21)11-14)16-9-13(4)7-8-15(16)12(2)3/h7-11,20-21H,2,5-6H2,1,3-4H3
InChI KeyCOURSARJQZMTEZ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as biphenyls and derivatives. These are organic compounds containing to benzene rings linked together by a C-C bond.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBiphenyls and derivatives
Direct ParentBiphenyls and derivatives
Alternative Parents
Substituents
  • Biphenyl
  • Phenylpropene
  • Phenylpropane
  • Styrene
  • Resorcinol
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Toluene
  • Phenol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Not Available
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP4.93ALOGPS
logP5.97ChemAxon
logS-4.2ALOGPS
pKa (Strongest Acidic)9.12ChemAxon
pKa (Strongest Basic)-5.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area40.46 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity88.41 m³·mol⁻¹ChemAxon
Polarizability33 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSCannabinodivarin, 1 TMS, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSCannabinodivarin, 2 TMS, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available2020-06-30View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDNot Available
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 Compound59444390
PDB IDNot Available
ChEBI IDNot Available
References
General References
  1. Turner CE, Elsohly MA, Boeren EG: Constituents of Cannabis sativa L. XVII. A review of the natural constituents. J Nat Prod. 1980 Mar-Apr;43(2):169-234. doi: 10.1021/np50008a001. [PubMed:6991645 ]