Showing Compound Card for Cannabidiorcol (CDB000408)

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Record Information
Version1.0
Created at2020-03-19 00:35:31 UTC
Updated at2020-11-18 16:35:09 UTC
CannabisDB IDCDB000408
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameCannabidiorcol
DescriptionCannabidiorcol or Cannabidiol-C1 is the methyl analogue of cannabidiol, which is one of the main phytocannabinoids found in Cannabis sativa (PMID: 6991645 ). Cannabidiorcol is a resorcinol, which has a meta arrangement of its two hydroxyl groups on the benzene ring. Because of the mixed biosynthetic origins of cannabidiol-C4, it can be considered as a polyketide and a monoterpenoid (DOI: 10.1016/B978-0-12-800756-3.00002-8). Cannabidiol-C4 is a neutral compound. Unlike CBD, research regarding the pharmacological properties of cannabidiorcol is scarce.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
SynonymsNot Available
Chemical FormulaC17H22O2
Average Molecular Weight258.36
Monoisotopic Molecular Weight258.162
IUPAC Name5-methyl-2-[(1R,6R)-3-methyl-6-(prop-1-en-2-yl)cyclohex-2-en-1-yl]benzene-1,3-diol
Traditional Name5-methyl-2-[(1R,6R)-3-methyl-6-(prop-1-en-2-yl)cyclohex-2-en-1-yl]benzene-1,3-diol
CAS Registry NumberNot Available
SMILES
CC(=C)[C@@H]1CCC(C)=C[C@H]1C1=C(O)C=C(C)C=C1O
InChI Identifier
InChI=1S/C17H22O2/c1-10(2)13-6-5-11(3)7-14(13)17-15(18)8-12(4)9-16(17)19/h7-9,13-14,18-19H,1,5-6H2,2-4H3/t13-,14+/m0/s1
InChI KeyGKVOVXWEBSQJPA-UONOGXRCSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassMonoterpenoids
Direct ParentAromatic monoterpenoids
Alternative Parents
Substituents
  • P-menthane monoterpenoid
  • Monocyclic monoterpenoid
  • Aromatic monoterpenoid
  • Resorcinol
  • M-cresol
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Toluene
  • Phenol
  • Benzenoid
  • Monocyclic benzene moiety
  • 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
logP4.09ALOGPS
logP4.55ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)9.16ChemAxon
pKa (Strongest Basic)-5.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area40.46 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity80.13 m³·mol⁻¹ChemAxon
Polarizability29.87 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSCannabidiorcol, 1 TMS, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSCannabidiorcol, 2 TMS, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Orbitrap 6V, negativesplash10-0a4i-0090000000-ce592f3f5ecc3caa54292020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 7V, negativesplash10-0a4i-0190000000-f2cdc083e3d240e693f22020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 9V, negativesplash10-0a4i-0390000000-59345fb9ebda3d89bdde2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 11V, negativesplash10-0a4r-0960000000-a4b086582c46c8941d622020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 14V, negativesplash10-052r-0910000000-508bd3984c17e14f81132020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 17V, negativesplash10-0a4r-0900000000-1a66ff5b34b8b9d086ff2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 19V, negativesplash10-0a4i-1900000000-28032ac4155bf7cfdc102020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 22V, negativesplash10-0a4i-2900000000-7c7f20b2cf8cade0dd1e2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 24V, negativesplash10-0a6r-4900000000-fbc6c7b73bbef7b8a79d2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 28V, negativesplash10-056r-8900000000-e817743ca194d5f668e82020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 33V, negativesplash10-004i-9600000000-da7e68a636952bb917da2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 37V, negativesplash10-004i-9500000000-16e77de5795ee98475a82020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 18V, negativesplash10-00di-0900000000-31316eb293c84d6f286a2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 18V, negativesplash10-0a4i-0900000000-ae3004bb674d9632cd0c2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 7V, positivesplash10-0a4i-0290000000-9e0ad4d20fdd37301a5b2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 9V, positivesplash10-0a4i-0590000000-0ac29ff7f409063d974e2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 10V, positivesplash10-0a4r-1960000000-e7232211e1098b6e0ba52020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 11V, positivesplash10-052r-1930000000-bf47003fe61351d6f29d2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 12V, positivesplash10-000i-1920000000-3f49f4ef3e8002d693ad2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 16V, positivesplash10-000i-2900000000-d3f2dc53e97a405198a72020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 19V, positivesplash10-000i-4900000000-22280873312b7edadcec2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 23V, positivesplash10-053l-7900000000-2b3618264f767e7812632020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 29V, positivesplash10-056u-9600000000-50386c3fe453e85454e72020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 34V, positivesplash10-056u-9500000000-528d6eebbc8c5f0d899e2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 42V, positivesplash10-05r3-9500000000-fc4f2c0f3cb7d2b66e2c2020-07-22View 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 Compound16657068
PDB ID8CB
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 ]