Canbisol

Synthetic cannabinoid derivative drug
  • none
Identifiers
  • (6aR,9R,10aR)-6,6-dimethyl-3-(2-methyloctan-2-yl)-6a,7,8,9,10,10a-hexahydrobenzo[c]chromene-1,9-diol
CAS Number
  • 56689-43-1 checkY
PubChem CID
  • 41969
ChemSpider
  • 16736847 ☒N
UNII
  • NZ1ZPC4WSF
ChEMBL
  • ChEMBL2105525 ☒N
Chemical and physical dataFormulaC24H38O3Molar mass374.565 g·mol−13D model (JSmol)
  • Interactive image
  • Oc1cc(C(C)(C)CCCCCC)cc(c1C2C3)OC(C)(C)C2CCC3O
InChI
  • InChI=1S/C24H38O3/c1-6-7-8-9-12-23(2,3)16-13-20(26)22-18-15-17(25)10-11-19(18)24(4,5)27-21(22)14-16/h13-14,17-19,25-26H,6-12,15H2,1-5H3/t17?,18-,19-/m0/s1 ☒N
  • Key:UEKGZFCGRQYMRM-MNNMKWMVSA-N ☒N
 ☒NcheckY (what is this?)  (verify)

Canbisol (Nabidrox), is a synthetic cannabinoid derivative that is the dimethylheptyl homologue of 9-nor-9β-hydroxyhexahydrocannabinol (HHC). It is a potent agonist at both the CB1 and CB2 receptors, with a binding affinity of 0.1 nM at CB1 and 0.2 nM at CB2.[1] It is mainly used in scientific research, in receptor binding studies to determine the structure and function of the cannabinoid receptors,[2][3][4] but has been made illegal in some countries due to its possible abuse potential as a cannabinomimetic drug.[5]

See also

References

  1. ^ Rhee MH, Vogel Z, Barg J, Bayewitch M, Levy R, Hanus L, et al. (September 1997). "Cannabinol derivatives: binding to cannabinoid receptors and inhibition of adenylylcyclase". Journal of Medicinal Chemistry. 40 (20): 3228–33. doi:10.1021/jm970126f. PMID 9379442.
  2. ^ Rhee MH, Nevo I, Bayewitch ML, Zagoory O, Vogel Z (December 2000). "Functional role of tryptophan residues in the fourth transmembrane domain of the CB(2) cannabinoid receptor". Journal of Neurochemistry. 75 (6): 2485–91. doi:10.1046/j.1471-4159.2000.0752485.x. PMID 11080201. S2CID 18339666.
  3. ^ Rhee MH (September 2002). "Functional role of serine residues of transmembrane dopamin VII in signal transduction of CB2 cannabinoid receptor". Journal of Veterinary Science. 3 (3): 185–91. doi:10.4142/jvs.2002.3.3.185. PMID 12514330.
  4. ^ Zhang R, Hurst DP, Barnett-Norris J, Reggio PH, Song ZH (July 2005). "Cysteine 2.59(89) in the second transmembrane domain of human CB2 receptor is accessible within the ligand binding crevice: evidence for possible CB2 deviation from a rhodopsin template". Molecular Pharmacology. 68 (1): 69–83. doi:10.1124/mol.104.007823. PMID 15840841. S2CID 6488891.
  5. ^ The Misuse of Drugs Act 1971 (Amendment) Order 2009
  • v
  • t
  • e
Phytocannabinoids
(comparison)
Cannabibutols
  • CBB
Cannabichromenes
Cannabicyclols
  • CBL
    • CBLA
  • CBLB
  • CBLP
    • CBLPA
  • CBLV
    • CBLVA
Cannabidiols
Cannabielsoins
  • CBE
    • CBEA
      • CBEA-A
      • CBEA-B
  • CBEB
  • CBEP
    • CBEPA
  • CBEV
Cannabigerols
  • CBG
    • CBGA
    • CBGB
    • CBGBA
    • CBGM
      • CBGAM
  • CBGP
    • CBGPA
  • CBNR
    • CBNRA
      • CBNRA-A
  • CBGV
    • CBGVA
      • CBGVA-A
  • CBGQ
Cannabiphorols
  • CBP
Cannabinols
  • CBN
    • CBNA
    • CBN-C1
    • CBN-C2
    • CBN-C4
    • CBNM
  • CBND
    • CBNDA
  • CBNP
    • CBNPA
  • CBVD
    • CBVDA
Cannabitriols
  • CBT
    • CBTA
  • CBTB
  • CBTV
    • CBTVA
  • CBTP
    • CBTPA
Cannabivarins
Delta-8-tetrahydrocannabinols
  • Delta-8-THC
    • Delta-8-THCA
      • Delta-8-THCA-A
  • Delta-8-THCB
  • Delta-8-THCP
  • Delta-8-THCV
Delta-9-tetrahydrocannabinols
Delta-10-Tetrahydrocannabinols
Miscellaneous cannabinoids
Active metabolites
EndocannabinoidsSynthetic
cannabinoid
receptor
agonists /
neocannabinoids
Classical cannabinoids
(dibenzopyrans)
Non-classical
cannabinoids
Adamantoylindoles
Benzimidazoles
Benzoylindoles
Cyclohexylphenols
Eicosanoids
Hydrocarbons
Indazole carboxamides
Indazole-3-
carboxamides
Indole-3-carboxamides
Indole-3-carboxylates
Naphthoylindazoles
Naphthoylindoles
Naphthoylpyrroles
Naphthylmethylindenes
Naphthylmethylindoles
Phenylacetylindoles
Pyrazolecarboxamides
Pyrrolobenzoxazines
Quinolinyl esters
Tetramethylcyclo-
propanoylindazoles
Tetramethylcyclo-
propanoylindoles
Tetramethylcyclo-
propylindoles
Others
Allosteric CBRTooltip Cannabinoid receptor ligandsEndocannabinoid
enhancers
(inactivation inhibitors)Anticannabinoids
(antagonists/inverse
agonists/antibodies)
  • v
  • t
  • e
Receptor
(ligands)
CB1Tooltip Cannabinoid receptor type 1
Agonists
(abridged,
full list)
Inverse agonists
Antagonists
CB2Tooltip Cannabinoid receptor type 2
Agonists
Antagonists
NAGly
(GPR18)
Agonists
Antagonists
GPR55
Agonists
Antagonists
GPR119
Agonists
Transporter
(modulators)
eCBTsTooltip Endocannabinoid transporter
Enzyme
(modulators)
FAAHTooltip Fatty acid amide hydrolase
  • Activators: PDP-EA
MAGL
ABHD6
  • Inhibitors: JZP-169
  • JZP-430
  • KT182
  • KT185
  • KT195
  • KT203
  • LEI-106
  • ML294
  • ML295
  • ML296
  • UCM710
  • WWL-70
ABHD12
Others
  • Others: 2-PG (directly potentiates activity of 2-AG at CB1 receptor)
  • ARN-272 (FAAH-like anandamide transporter inhibitor)
See also
Receptor/signaling modulators
Cannabinoids (cannabinoids by structure)


Stub icon

This cannabinoid related article is a stub. You can help Wikipedia by expanding it.

  • v
  • t
  • e