AM-11245

AM-11245
Identifiers
	IUPAC name 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	166636133;
ChemSpider	129302120;
ChEMBL	ChEMBL5091754;
Chemical and physical data
Formula	C26H39NO3
Molar mass	413.602 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC1(C)OC2=C([C@H]3[C@H]1CC[C@@H](CO)C3)C(O)=CC(C(C)(C)CCCCCCC#N)=C2;
	InChI 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 K_i 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]

References

^ 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.

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[Jiang_2021-1] 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.

[1]

Identifiers

IUPAC name 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	166636133
ChemSpider	129302120
ChEMBL	ChEMBL5091754
Chemical and physical data
Formula	C₂₆H₃₉NO₃
Molar mass	413.602 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CC1(C)OC2=C([C@H]3[C@H]1CC[C@@H](CO)C3)C(O)=CC(C(C)(C)CCCCCCC#N)=C2
InChI 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

See also

References