salvinorin A

Also known as divinorin A, (2S,4aR,6aR,7R,9S,10aS,10bR)-methyl 9-acetoxy-2-(furan-3-yl)-6a,10bdimethyl-4,10-dioxododecahydro-1H-benzo[f]isochromene-7-carboxylate

chemical compound

In the Vinony graph

Within Vinony's link graph, salvinorin A is referenced by 1,503 other articles, and connects out to OPRK1, cannabinoids and lysergic acid diethylamide.

Vinony files it under 3-Furyl compounds, Acetate esters and Benzoisochromenes.

Its subject is documented across 28 Wikipedia language editions.

Chemical data

Formula: C23H28O8
Molecular weight: 432.5 g/mol
IUPAC name: methyl (2S,4aR,6aR,7R,9S,10aS,10bR)-9-acetyloxy-2-(furan-3-yl)-6a,10b-dimethyl-4,10-dioxo-2,4a,5,6,7,8,9,10a-octahydro-1H-benzo[f]isochromene-7-carboxylate
SMILES: CC(=O)O[C@H]1C[C@H]([C@@]2(CC[C@H]3C(=O)O[C@@H](C[C@@]3([C@H]2C1=O)C)C4=COC=C4)C)C(=O)OC
InChIKey: OBSYBRPAKCASQB-AGQYDFLVSA-N
XLogP: 2.5
Polar surface area: 109 Å²
H-bond donors: 0
H-bond acceptors: 8
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Phase 1
Molecule type: Small molecule

via ChEMBL · EBI

Research

363 papers

DARK Classics in Chemical Neuroscience: Salvinorin A.ACS chemical neuroscience · 2020
A review of salvinorin analogs and their kappa-opioid receptor activity.Bioorganic & medicinal chemistry letters · 2018
Salvinorin A: a novel and highly selective kappa-opioid receptor agonist.Life sciences · 2004
Formal Total Synthesis of Salvinorin A.ChemistryOpen · 2022
Salvinorin A and Salvia divinorum: Toxicology, Pharmacological Profile, and Therapeutic Potential.International journal of molecular sciences · 2025

via PubMed

Wikidata facts

Subclass of: salvinorins
Has part: carbon
Mass: 432.178418

Show 6 more facts

chemical formula: C₂₃H₂₈O₈
canonical SMILES: CC(=O)OC1CC(C2(CCC3C(=O)OC(CC3(C2C1=O)C)C4=COC=C4)C)C(=O)OC
isomeric SMILES: CC(=O)O[C@H]1C[C@H]([C@@]2(CC[C@H]3C(=O)O[C@@H](C[C@@]3([C@H]2C1=O)C)C4=COC=C4)C)C(=O)OC
subject has role: hallucinogen
found in taxon: Salvia divinorum
Commons category: Salvinorin A

Sources (2)

via Wikidata · CC0