From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
O-1238
(6aR )-3-[(Z )-6-Azidohex-2-enyl]-6,6,9-trimethyl-6a,7,10,10a-tetrahydrobenzo[c ]chromen-1-ol
CAS Number PubChem CID CompTox Dashboard (EPA ) Formula C 22 H 29 N 3 O 2 Molar mass 367.493 g·mol−1 3D model (JSmol )
CC3=CCC2C(C)(C)Oc(c1C2C3)cc(cc1O)CC=CCCCN=N=N
InChI=1S/C22H29N3O2/c1-15-9-10-18-17(12-15)21-19(26)13-16(14-20(21)27-22(18,2)3)8-6-4-5-7-11-24-25-23/h4,6,9,13-14,17-18,26H,5,7-8,10-12H2,1-3H3/b6-4-/t17?,18-/m1/s1
Key:WCIOISWISHFTFW-UWFURQARSA-N
(verify)
O-1238 is a drug which is a cannabinoid derivative that is used in scientific research. It is a partial agonist at the cannabinoid receptor CB1 ,[ 1] producing a maximal stimulation of 58.3%[ 2] with a Ki of 8.45 nM.[ 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 .
^ 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 .
^ Ross RA, Gibson TM, Stevenson LA, Saha B, Crocker P, Razdan RK, Pertwee RG (October 1999). "Structural determinants of the partial agonist-inverse agonist properties of 6'-azidohex-2'-yne-delta8-tetrahydrocannabinol at cannabinoid receptors" . British Journal of Pharmacology . 128 (3): 735– 43. doi :10.1038/sj.bjp.0702836 . PMC 1571677 . PMID 10516656 .
Phytocannabinoids (comparison )
Cannabibutols Cannabichromenes Cannabicyclols Cannabidiols Cannabielsoins Cannabigerols Cannabiphorols Cannabinols Cannabitriols Cannabivarins Delta-3-tetrahydrocannabinols Delta-4-tetrahydrocannabinols Delta-7-tetrahydrocannabinols Delta-8-tetrahydrocannabinols Delta-9-tetrahydrocannabinols Delta-10-Tetrahydrocannabinols Delta-11-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 Indole-3-carboxylates Naphthoylindazoles Naphthoylindoles Naphthoylpyrroles Naphthylmethylindenes Naphthylmethylindoles Phenylacetylindoles Pyrazolecarboxamides Tetramethylcyclo- propanoylindazoles Tetramethylcyclo- propanoylindoles Others
Allosteric CBR Tooltip Cannabinoid receptor ligands Endocannabinoid enhancers (inactivation inhibitors) Anticannabinoids (antagonists/inverse agonists/antibodies)