| Identification | Back Directory | [Name]
SALVINORIN A | [CAS]
83729-01-5 | [Synonyms]
Salvinorin
Divinorin A
SALVINORIN A
SALVINORIN A(P)
Salvinorin A solution
(2S,4aR,6aR,7R,9S,10aS,10bR)-9-(Acetyloxy)-2-(3-furanyl)dodecahydro-6a,10b-dimethyl-4,10-dioxo-2H-naphtho[2,1-c]pyran-7-carboxylic acid methyl ester
(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
2H-Naphtho[2,1-c]pyran-7-carboxylicacid, 9-(acetyloxy)-2-(3-furanyl)dodecahydro-6a,10b-dimethyl-4,10-dioxo-,methyl ester, (2S,4aR,6aR,7R,9S,10aS,10bR)-
[2S-(2α,4aα,6aβ,7β,9β,10aα,10bβ)]-9-(Acetyloxy)-2-(3-furanyl)dodecahydro-6a,10b-diMethyl-4,10-dioxo-2H-naphtho[2,1-c]pyran-7-carboxylic Acid Methyl Ester | [EINECS(EC#)]
689-027-2 | [Molecular Formula]
C23H28O8 | [MDL Number]
MFCD05664742 | [MOL File]
83729-01-5.mol | [Molecular Weight]
432.46 |
| Chemical Properties | Back Directory | [Melting point ]
238-240° (Ortega); mp 242-244° (Valdes, 1984) | [alpha ]
D22 -45.3° (c = 8.530 in CHCl3); D25 -41° (c = 1 in CHCl3) | [Boiling point ]
563.8±50.0 °C(Predicted) | [density ]
1.28±0.1 g/cm3(Predicted) | [Fp ]
2℃ | [storage temp. ]
−20°C | [solubility ]
DMSO: ≥10mg/mL | [form ]
powder | [color ]
white |
| Hazard Information | Back Directory | [Description]
Salvinorin A (Item No. 11487) is an analytical reference material categorized as a diterpene. It is a hallucinogen derived from S. divinorum that has been used in the traditional spiritual practices of the Mazatec Indians and as a recreational drug. This product is intended for research and forensic applications. | [Uses]
In traditional medicine, the leaves are used for divination and for treatment of anemia and excretory functions. | [Uses]
Salvinorin A is a hallucinogenic derived from the S. divinorum plant used in traditional spiritual practices of the Mazatec Indians and now gaining popularity as a recreational drug. Unlike other hallucinogens, which mediate their effects through serotonin 5-HT2A receptors, salvinorin A is a potent, selective κ-opioid receptor agonist (Ki = 2.4 nM; EC50 = 1.8 nM). This product is intended for forensic and research applications.In traditional medicine, the leaves are used for divination and for treatment of anemia and excretory functions.
| [Uses]
Salvinorin A is a potent and selective kappa-opioid receptor agonist. Salvinorin A has been reported to be brain-penetrant and displays psychoactive properties; hallucinogen. | [Definition]
ChEBI: A natural product found in Salvia divinorum. | [Biological Activity]
Potent naturally occuring non-nitrogenous κ -opioid selective agonist that displays high affinity at both native (K i = 4.3 nM) and cloned (K i = 16 nM) κ -opioid receptors. Also exhibits allosteric modulation of μ -opioid receptor binding. Reported to be brain-penetrant and displays psychoactive properties. | [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 (Ki=4.3 nm) and cloned (Ki=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. | [storage]
Desiccate at -20°C | [References]
[1] BRYAN L ROTH. Salvinorin A: a potent naturally occurring nonnitrogenous kappa opioid selective agonist.[J]. Proceedings of the National Academy of Sciences of the United States of America, 2002, 99 1: 11934-11939. DOI: 10.1073/pnas.182234399
[2] WAYNE W. HARDING. Salvinicins A (I) and B (II), New Neoclerodane Diterpenes from Salvia divinorum.[J]. ChemInform, 2005, 36 47. DOI: 10.1002/chin.200547181
[3] KENJI TSUJIKAWA . Determination of salvinorin A and salvinorin B in Salvia divinorum-related products circulated in Japan[J]. Forensic science international, 2008, 180 2: Pages 105-109. DOI: 10.1016/j.forsciint.2008.07.008
[4] THOMAS A. MUNRO . Standard protecting groups create potent and selective κ opioids: Salvinorin B alkoxymethyl ethers[J]. Bioorganic & Medicinal Chemistry, 2008, 16 3: Pages 1279-1286. DOI: 10.1016/j.bmc.2007.10.067
[5] NICHOLAS J MALCOLM. Mu-opioid receptor selective superagonists produce prolonged respiratory depression.[J]. iScience, 2023, 26 7: 107121. DOI: 10.1016/j.isci.2023.107121 |
|
| Company Name: |
Sigma-Aldrich
|
| Tel: |
021-61415566 800-8193336 |
| Website: |
https://www.sigmaaldrich.cn |
|