(2S,​4aR,​6aR,​7R,​9S,​10aS,​10bR)​-2-​(3-​Furanyl)​dodecahydro-​6a,​10b-​dimethyl-​9-​[(methylsulfonyl)​oxy]​-​4,​10-​dioxo-2H-​Naphtho[2,​1-​c]​pyran-​7-​carboxylic Acid Methyl Ester

CAS: 862073-79-8

Ref. TR-F863700

Product Information

• Name: (2S,​4aR,​6aR,​7R,​9S,​10aS,​10bR)​-2-​(3-​Furanyl)​dodecahydro-​6a,​10b-​dimethyl-​9-​[(methylsulfonyl)​oxy]​-​4,​10-​dioxo-2H-​Naphtho[2,​1-​c]​pyran-​7-​carboxylic Acid Methyl Ester
• Synonyms: methyl (2S,4aR,6aR,7R,9S,10aS,10bR)-2-(furan-3-yl)-6a,10b-dimethyl-9-methylsulfonyloxy-4,10-dioxo-2,4a,5,6,7,8,9,10a-octahydro-1H-benzo[f]isochromene-7-carboxylate

Description

Applications (2S,​4aR,​6aR,​7R,​9S,​10aS,​10bR)​-2-​(3-​Furanyl)​dodecahydro-​6a,​10b-​dimethyl-​9-​[(methylsulfonyl)​oxy]​-​4,​10-​dioxo-2H-​Naphtho[2,​1-​c]​pyran-​7-​carboxylic Acid Methyl Ester is a selective κ-opioid receptor agonist and a related compound of Salvinorin A (S100900).
References McGovern, D. L., et al.: J Mol Graph Model 28, 612 (2010); Stewart, D. et al.: Arzneim. Forsch., 56, 269 (2006); Rothman, R.B. et al.: J. Pharmacol. Exp. Therap., 320, 801 (2007); Sheffler, D. et al.: Trends Pharamacol. Sci., 24, 107 (2003);

• Brand: TRC

Chemical properties

• Molecular weight: 468.517
• Formula: C₂₂H₂₈O₉S
• Color/Form: Neat
• InChI: InChI=1S/C22H28O9S/c1-21-7-5-13-20(25)30-16(12-6-8-29-11-12)10-22(13,2)18(21)17(23)15(31-32(4,26)27)9-14(21)19(24)28-3/h6,8,11,13-16,18H,5,7,9-10H2,1-4H3/t13-,14-,15-,16-,18-,21-,22-/m0/s1
• InChI key: InChIKey=JPQCLBRBPPZECE-VOVNARLJSA-N
• SMILES: COC(=O)[C@@H]1C[C@H](OS(C)(=O)=O)C(=O)[C@H]2[C@@]1(C)CC[C@H]1C(=O)O[C@H](c3ccoc3)C[C@]21C