AM-855

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 Ki of 22.3 nM at CB1 and 58.6 nM at CB2.[1]

AM-855
Identifiers
IUPAC name
  • (4aR,12bR)-8-hexyl-2,5,5-trimethyl-1,4,4a,8,9,10,11,12b-octahydronaphtho[3,2-c]isochromen-12-ol
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
Chemical and physical data
FormulaC26H38O2
Molar mass382.588 g·mol−1
3D model (JSmol)
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
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References
  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.


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