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Documenti fondamentali

S8071

Sigma-Aldrich

Salvinorin A

≥98% (HPLC), solid

Sinonimo/i:

(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

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About This Item

Formula empirica (notazione di Hill):
C23H28O8
Numero CAS:
Peso molecolare:
432.46
Numero MDL:
Codice UNSPSC:
12352200
ID PubChem:
NACRES:
NA.77

Livello qualitativo

Saggio

≥98% (HPLC)

Stato

solid

Controllo stupefacenti

regulated under CDSA - not available from Sigma-Aldrich Canada

Condizioni di stoccaggio

protect from light

Colore

white

Solubilità

DMSO: ≥10 mg/mL
ethanol: ~3 mg/mL

Temperatura di conservazione

−20°C

Stringa SMILE

[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
OBSYBRPAKCASQB-AGQYDFLVSA-N

Informazioni sul gene

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Applicazioni

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

Azioni biochim/fisiol

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.

Caratteristiche e vantaggi

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.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


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Diansan Su et al.
Anesthesia and analgesia, 114(1), 200-204 (2011-11-15)
Cerebral hypoxia/ischemia during infant congenital heart surgery is not uncommon and may induce devastating neurologic disabilities persistent over the lifespan. Hypoxia/ischemia-induced cerebrovascular dysfunction is thought to be an important contributor to neurological damage. No pharmacological agents have been found to
Cécile Béguin et al.
Bioorganic & medicinal chemistry letters, 22(2), 1023-1026 (2011-12-30)
The kappa opioid receptor (KOPR) has been identified as a potential drug target to prevent or alter the course of mood, anxiety and addictive disorders or reduce response to stress. In a search for highly potent and selective KOPR partial
Melissa A Bodnar Willard et al.
Analytical and bioanalytical chemistry, 402(2), 843-850 (2011-12-14)
Salvia divinorum is a plant material that is of forensic interest due to the hallucinogenic nature of the active ingredient, salvinorin A. In this study, S. divinorum was extracted and spiked onto four different plant materials (S. divinorum, Salvia officinalis
Kimberly M Lovell et al.
Bioorganic & medicinal chemistry, 20(9), 3100-3110 (2012-04-03)
Modification of the furan ring of salvinorin A (1), the main active component of Salvia divinorum, has resulted in novel neoclerodane diterpenes with opioid receptor affinity and activity. Conversion of the furan ring to an aldehyde at the C-12 position
Fang Ji et al.
Brain research, 1490, 95-100 (2012-10-30)
Since herkinorin is the first non-opioid mu agonist derived from salvinorin A that has the ability to induce cerebral vascular dilatation, we hypothesized that herkinorin could have similar vascular dilatation effect via the mu and kappa opioid receptors and the

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