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Canbisol

From Wikipedia, the free encyclopedia
Synthetic cannabinoid derivative drug
Pharmaceutical compound
Canbisol
Clinical data
Drug classCannabinoid
ATC code
  • 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
PubChemCID
ChemSpider
UNII
ChEMBL
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC24H38O3
Molar mass374.565 g·mol−1
3D model (JSmol)
  • Oc1cc(C(C)(C)CCCCCC)cc(c1C2C3)OC(C)(C)C2CCC3O
  • 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 asynthetic cannabinoid derivative that is the dimethylheptylhomologue of9-nor-9β-hydroxyhexahydrocannabinol (HHC). It is a potentagonist at both theCB1 andCB2receptors, with abinding 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 thecannabinoid 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

[edit]

References

[edit]
  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
Phytocannabinoids
(comparison)
Cannabibutols
Cannabichromenes
Cannabicyclols
Cannabidiols
Cannabielsoins
Cannabigerols
Cannabiphorols
Cannabinols
Cannabitriols
Cannabivarins
Delta-8-tetrahydrocannabinols
Delta-9-tetrahydrocannabinols
Delta-10-Tetrahydrocannabinols
Miscellaneous cannabinoids
Active metabolites
Endocannabinoids
Synthetic
cannabinoid
receptor
agonists /
neocannabinoids
Classical cannabinoids
(dibenzopyrans)
Non-classical
cannabinoids
Adamantoylindoles
Benzimidazoles
Benzoylindoles
Cyclohexylphenols
Eicosanoids
Indazole-3-
carboxamides
Indole-3-carboxamides
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Others
AllostericCBRTooltip Cannabinoid receptorligands
Endocannabinoid
enhancers

(inactivation inhibitors)
Anticannabinoids
(antagonists/inverse
agonists/antibodies)
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
MAGL
ABHD6
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)


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