O-823

O-823
Identifiers
	IUPAC name 7-[(6aR,10aR)-1-hydroxy-6,6,9-trimethyl-6a,7,10,10a-tetrahydrobenzo[c]chromen-3-yl]hept-5-ynenitrile;
PubChem CID	9863194;
ChemSpider	8038890 ;
Chemical and physical data
Formula	C23H27NO2
Molar mass	349.474 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES Oc2cc(CC#CCCCC#N)cc(OC1(C)C)c2C3C1CC=C(C)C3;
	InChI 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 ; Key:MZMMIGOIGWVGEH-RTBURBONSA-N ;
	(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.

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[1] 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.

[2] 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.

[3] 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.