From Wikipedia, the free encyclopedia
Chemical compound
O-823
7-[(6aR,10aR)-1-hydroxy-6,6,9-trimethyl-6a,7,10,10a-tetrahydrobenzo[c]chromen-3-yl]hept-5-ynenitrile
CAS Number
PubChem
CID
ChemSpider
CompTox Dashboard (
EPA )
Formula C 23 H 27 N O 2
Molar mass 349.474 g·mol−1 3D model (
JSmol )
Oc2cc(CC#CCCCC#N)cc(OC1(C)C)c2C3C1CC=C(C)C3
InChI=1S/C23H27NO2/c1-16-10-11-19-18(13-16)22-20(25)14-17(9-7-5-4-6-8-12-24)15-21(22)26-23(19,2)3/h10,14-15,18-19,25H,4,6,8-9,11,13H2,1-3H3/t18-,19-/m1/s1
Y Key:MZMMIGOIGWVGEH-RTBURBONSA-N
Y
(verify)
O-823 is a drug which is a
cannabinoid derivative that is used in scientific research. It is described as a mixed agonist/antagonist at the cannabinoid
receptor
CB1 , meaning that it acts as an antagonist when co-administered alongside a more potent CB1 agonist, but exhibits weak partial agonist effects when administered by itself.
[1]
[2]
[3]
References
^ Pertwee RG, Fernando SR, Griffin G, Ryan W, Razdan RK, Compton DR, Martin BR (November 1996). "Agonist-antagonist characterization of 6'-cyanohex-2'-yne-delta 8-tetrahydrocannabinol in two isolated tissue preparations". European Journal of Pharmacology . 315 (2): 195–201.
doi :
10.1016/s0014-2999(96)00631-0 .
PMID
8960884 .
^ Griffin G, Wray EJ, Rorrer WK, Crocker PJ, Ryan WJ, Saha B, et al. (April 1999).
"An investigation into the structural determinants of cannabinoid receptor ligand efficacy" . British Journal of Pharmacology . 126 (7): 1575–84.
doi :
10.1038/sj.bjp.0702469 .
PMC
1565939 .
PMID
10323589 .
^ Griffin G, Wray EJ, Martin BR, Abood ME (October 1999).
"Cannabinoid agonists and antagonists discriminated by receptor binding in rat cerebellum" . British Journal of Pharmacology . 128 (3): 684–8.
doi :
10.1038/sj.bjp.0702806 .
PMC
1571656 .
PMID
10516649 .
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
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
CBR Tooltip Cannabinoid receptor
ligands
Endocannabinoid enhancers (inactivation inhibitors)
Anticannabinoids (antagonists/inverse agonists/antibodies)