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Chemical compound
Pharmaceutical compound
AM-11245
8-[(6aR,9R,10aR)-1-hydroxy-9-(hydroxymethyl)-6,6-dimethyl-6a,7,8,9,10,10a-hexahydro-6H-benzo[c]chromen-3-yl]-8-methylnonanenitrile
PubChem CID ChemSpider ChEMBL Formula C 26 H 39 N O 3 Molar mass 413.602 g·mol−1 3D model (JSmol )
CC1(C)OC2=C([C@H]3[C@H]1CC[C@@H](CO)C3)C(O)=CC(C(C)(C)CCCCCCC#N)=C2
InChI=1S/C26H39NO3/c1-25(2,12-8-6-5-7-9-13-27)19-15-22(29)24-20-14-18(17-28)10-11-21(20)26(3,4)30-23(24)16-19/h15-16,18,20-21,28-29H,5-12,14,17H2,1-4H3/t18-,20-,21-/m1/s1
Key:IGSAQGJQMKOTAG-HMXCVIKNSA-N
AM-11245 is a drug which is a cannabinoid agonist from the classical cannabinoid family. It has high affinity and efficacy at both the CB1 and CB2 cannabinoid receptors , with a Ki of 0.4nM at both CB1 and CB2 , and an EC50 of ~0.06nM at CB1 and 0.2nM at CB2 , making it one of the most potent cannabinoid agonists identified to date.[ 1]
^ Jiang S, Iliopoulos-Tsoutsouvas C, Tong F, Brust CA, Keenan CM, Raghav JG, et al. (April 2021). "Novel Functionalized Cannabinoid Receptor Probes: Development of Exceptionally Potent Agonists". Journal of Medicinal Chemistry . 64 (7): 3870–3884. doi :10.1021/acs.jmedchem.0c02053 . PMID 33761251 . S2CID 232355437 .
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 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)