S8071

Salvinorin A

≥98% (HPLC), solid

• Synonym(s): (2S,4aR,6aR,7R,9S,10aS,10bR)-9-(acetyloxy)-2-(3-furanyl)dodechydro-6a,10b-dimethyl-4,10-dioxo-2H-naphtho[2,1-c]pyran-7-carboxylic acid methyl ester
• Empirical Formula (Hill Notation): C₂₃H₂₈O₈
• CAS Number: 83729-01-5
• Molecular Weight: 432.46
• MDL number: MFCD05664742
• UNSPSC Code: 12352200
• PubChem Substance ID: 24899776
• NACRES: NA.77

Properties

• Quality Level: 100
• assay: ≥98% (HPLC)
• form: solid
• drug control: regulated under CDSA - not available from Sigma-Aldrich Canada
• storage condition: protect from light
• color: white
• solubility: DMSO: ≥10 mg/mL; ethanol: ~3 mg/mL
• storage temp.: −20°C
• SMILES string: [H][C@@]12CC[C@@]3(C)[C@@H](C[C@H](OC(C)=O)C(=O)[C@]3([H])[C@@]1(C)C[C@H](OC2=O)c4ccoc4)C(=O)OC
• InChI: 1S/C23H28O8/c1-12(24)30-16-9-15(20(26)28-4)22(2)7-5-14-21(27)31-17(13-6-8-29-11-13)10-23(14,3)19(22)18(16)25/h6,8,11,14-17,19H,5,7,9-10H2,1-4H3/t14-,15-,16-,17-,19-,22-,23-/m0/s1
• InChI key: OBSYBRPAKCASQB-AGQYDFLVSA-N
• Gene Information: human ... OPRD1(4985) , OPRK1(4986) , OPRM1(4988) ; rat ... Oprk1(29335)

Description

Application

Salvinorin A was administered to rats to study effects on lactic acid-stimulated stretching.¹

Biochem/physiol Actions

Salvinorin A is a potent, non-nitrogenous κ opioid selective receptor agonist. Salvinorin A is isolated from Salvia divinorum. Salvinorin A displays high affinity at both native (K_i=4.3 nm) and cloned (K_i=16 nm) κ -opioid receptors. Preliminary studies suggest that Salvanorin A is chemically unique among the psychtropic drugs and does not bind to any known receptor.

Features and Benefits

This compound is featured on the Opioid Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)