AM-855

AM-855
Identifiers
	IUPAC name (4aR,12bR)-8-hexyl-2,5,5-trimethyl-1,4,4a,8,9,10,11,12b-octahydronaphthoisochromen-12-ol;
CAS Number	249888-50-4 ;
PubChem CID	10091328;
ChemSpider	8266865 ;
UNII	JA784TPZ1U;
ChEMBL	ChEMBL303479 ;
Chemical and physical data
Formula	C26H38O2
Molar mass	382.588 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES Oc1c4C2CC(C)=CCC2C(C)(C)Oc4cc3c1CCCC3CCCCCC;
	InChI InChI=1S/C26H38O2/c1-5-6-7-8-10-18-11-9-12-19-20(18)16-23-24(25(19)27)21-15-17(2)13-14-22(21)26(3,4)28-23/h13,16,18,21-22,27H,5-12,14-15H2,1-4H3/t18?,21-,22-/m1/s1 ; Key:GAAJNVWIOIOMPO-IPKCRJEZSA-N ;
	(verify)

AM-855 (part of the AM cannabinoid series) is an analgesic drug which is a cannabinoid agonist. It is a derivative of Δ⁸Tetrahydrocannabinol with a conformationally restricted side chain which has been bound into a fourth ring fused to the aromatic A-ring of the cannabinoid skeleton. AM-855 is an agonist at both CB₁ and CB₂ with moderate selectivity for CB₁, with a K_i of 22.3 nM at CB₁ and 58.6 nM at CB₂.^[1]

References

^ Khanolkar AD, Lu D, Fan P, Tian X, Makriyannis A (August 1999). "Novel conformationally restricted tetracyclic analogs of Δ⁸-tetrahydrocannabinol". Bioorganic & Medicinal Chemistry Letters. 9 (15): 2119–24. doi:10.1016/S0960-894X(99)00355-8. PMID 10465529.

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[1] Khanolkar AD, Lu D, Fan P, Tian X, Makriyannis A (August 1999). "Novel conformationally restricted tetracyclic analogs of Δ⁸-tetrahydrocannabinol". Bioorganic & Medicinal Chemistry Letters. 9 (15): 2119–24. doi:10.1016/S0960-894X(99)00355-8. PMID 10465529.

[1]

Identifiers

IUPAC name (4aR,12bR)-8-hexyl-2,5,5-trimethyl-1,4,4a,8,9,10,11,12b-octahydronaphthoisochromen-12-ol
CAS Number	249888-50-4^Y
PubChem CID	10091328
ChemSpider	8266865^Y
UNII	JA784TPZ1U
ChEMBL	ChEMBL303479^Y
Chemical and physical data
Formula	C₂₆H₃₈O₂
Molar mass	382.588 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES Oc1c4C2CC(C)=CCC2C(C)(C)Oc4cc3c1CCCC3CCCCCC
InChI InChI=1S/C26H38O2/c1-5-6-7-8-10-18-11-9-12-19-20(18)16-23-24(25(19)27)21-15-17(2)13-14-22(21)26(3,4)28-23/h13,16,18,21-22,27H,5-12,14-15H2,1-4H3/t18?,21-,22-/m1/s1^Y Key:GAAJNVWIOIOMPO-IPKCRJEZSA-N^Y
(verify)