AM-905

Identifiers
IUPAC name (6aR,9R,10aR)-3-[(E)-hept-1-enyl]-9-(hydroxymethyl)-6,6-dimethyl-6a,7,8,9,10,10a-hexahydrobenzo[c]chromen-1-ol
CAS Number	181139-62-8 Y
PubChemCID	9998522
ChemSpider	8174103 Y
UNII	TJ6JD73J07
ChEMBL	ChEMBL127848 Y
CompTox Dashboard(EPA)	DTXSID401027471
Chemical and physical data
Formula	C23H34O3
Molar mass	358.522 g·mol−1
3D model (JSmol)	Interactive image
SMILES CCCCC/C=C/c(cc1O)cc(OC(C)(C)C2CC3)c1C2CC3CO
InChI InChI=1S/C23H34O3/c1-4-5-6-7-8-9-16-13-20(25)22-18-12-17(15-24)10-11-19(18)23(2,3)26-21(22)14-16/h8-9,13-14,17-19,24-25H,4-7,10-12,15H2,1-3H3/b9-8+/t17-,18-,19-/m1/s1 Y Key:NJIKRWBGUIYKJM-OKMMTOMJSA-N Y
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AM-905 (part of theAM cannabinoid series) is ananalgesic drug which is acannabinoidagonist. It is conformationally restricted by virtue of the double bond on its side chain, leading an increased affinity for and selectivity betweenCB₁ andCB₂ receptors.^[1] It is a potent and reasonably selective agonist for the CB₁ cannabinoidreceptor, with aK_i of 1.2 nM at CB₁ and 5.3 nM at CB₂.^[2]

• 1,2-Didehydro-3-oxo-THCO
• AM-906 - The correspondingZ orcis isomer
• HU-243 - Double bond replaced bygeminal methyls forThorpe–Ingold effect

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