Showing Compound Card for Cannabichromevarin (CDB000009)

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Record Information
Version1.0
Created at2020-03-19 00:35:08 UTC
Updated at2020-11-18 16:35:09 UTC
CannabisDB IDCDB000009
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameCannabichromevarin
DescriptionCannabichromevarin (CBCV) belongs to the class of organic compounds known as 1-benzopyrans. These are organic aromatic compounds that include a 1-benzopyran moiety, a bicyclic structure made up of a benzene and a pyran ring fused together, so that the oxygen atom is at position one. Cannabichromevarin is a neutral compound. CBCV is the C3 analogue of cannabichromene (CBC) and bears structural similarity to other natural cannabinoids, including tetrahydrocannabinol (THC), tetrahydrocannabivarin (THCV), cannabidiol (CBD), and cannabinol (CBN), among others. CBCV is a product of the decarboxylation of cannabichromevarinic acid (CBCVA), which occurs over time or after reaching temperatures above 90 °C. CBCVA is a product of the cyclization of cannabigerovarinic acid (CBGVA) (PMID: 30023762 ) ( Ref:DOI ). CBCV and its derivatives are as abundant as cannabinols in cannabis plants. CBCV is not psychoactive and is not scheduled by the Convention on Psychotropic Substances. CBCV is a propyl cannabinoid and an effective anticonvulsant used to treat brain cancer and epilepsy ( Ref:DOI ).
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
SynonymsNot Available
Chemical FormulaC19H26O2
Average Molecular Weight286.42
Monoisotopic Molecular Weight286.1933
IUPAC Name(2S)-2-methyl-2-(4-methylpent-3-en-1-yl)-7-propyl-2H-chromen-5-ol
Traditional Name(2S)-2-methyl-2-(4-methylpent-3-en-1-yl)-7-propylchromen-5-ol
CAS Registry Number41408-19-9
SMILES
CCCC1=CC(O)=C2C=C[C@](C)(CCC=C(C)C)OC2=C1
InChI Identifier
InChI=1S/C19H26O2/c1-5-7-15-12-17(20)16-9-11-19(4,21-18(16)13-15)10-6-8-14(2)3/h8-9,11-13,20H,5-7,10H2,1-4H3/t19-/m0/s1
InChI KeyAAXZFUQLLRMVOG-IBGZPJMESA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 1-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 1-position.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzopyrans
Sub Class1-benzopyrans
Direct Parent1-benzopyrans
Alternative Parents
Substituents
  • 1-benzopyran
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Benzenoid
  • Oxacycle
  • Ether
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic 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
logP5.97ALOGPS
logP5.71ChemAxon
logS-4.8ALOGPS
pKa (Strongest Acidic)9.47ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area29.46 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity90.4 m³·mol⁻¹ChemAxon
Polarizability34.09 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSCannabichromevarin, 1 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 Compound139496813
PDB IDNot Available
ChEBI IDNot Available
References
General References
  1. Lewis MM, Yang Y, Wasilewski E, Clarke HA, Kotra LP: Chemical Profiling of Medical Cannabis Extracts. ACS Omega. 2017 Sep 30;2(9):6091-6103. doi: 10.1021/acsomega.7b00996. Epub 2017 Sep 22. [PubMed:30023762 ]