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75250

Sigma-Aldrich

Salvinorin B

≥93.0% (HPLC)

Synonym(s):

(2S,4aR,6aR,7R,9S,10aS,10bR)-2-(3-Furanyl)dodecahydro-9-hydroxy-6a,10b-dimethyl-4,10-dioxo 2H-naphtho[2,1-c]pyran-7-carboxylic acid methyl ester, Divinorin B

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About This Item

Empirical Formula (Hill Notation):
C21H26O7
CAS Number:
92545-30-7
Molecular Weight:
390.43
Beilstein:
4335292
MDL number:
MFCD16036232
UNSPSC Code:
12352204
PubChem Substance ID:
329766282
NACRES:
NA.83

Assay

≥93.0% (HPLC)

form

powder or crystals

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

solubility

chloroform: soluble

storage temp.

−20°C

SMILES string

COC(=O)[C@@H]1C[C@H](O)C(=O)[C@H]2[C@@]1(C)CC[C@H]3C(=O)O[C@@H](C[C@]23C)c4ccoc4

InChI

1S/C21H26O7/c1-20-6-4-12-19(25)28-15(11-5-7-27-10-11)9-21(12,2)17(20)16(23)14(22)8-13(20)18(24)26-3/h5,7,10,12-15,17,22H,4,6,8-9H2,1-3H3/t12-,13-,14-,15-,17-,20-,21-/m0/s1

InChI key

BLTMVAIOAAGYAR-CEFSSPBYSA-N

Biochem/physiol Actions

Salvinorin B is the major deacetylated metabolite of salvinorin A, a diterpene from Salvia divinorum with reported psychotropic activity, not observed in Salvinorin B.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Kai Yu et al.
Nature neuroscience, 20(12), 1680-1685 (2017-12-01)
Experience-driven synaptic plasticity in the lateral amygdala is thought to underlie the formation of associations between sensory stimuli and an ensuing threat. However, how the central amygdala participates in such a learning process remains unclear. Here we show that PKC-δ-expressing
Seda Damla Hatipoglu et al.
Phytochemical analysis : PCA, 28(6), 541-549 (2017-07-20)
Salvia, an important and widely available member of Lamiaceae family. Although comparative analysis on secondary metabolites in several Salvia species from Turkey has been reported, their hallucinogenic chemicals have not been screened thoroughly. This study provides LC-MS/MS analysis of 40
Kenji Tsujikawa et al.
Forensic science international, 180(2-3), 105-109 (2008-09-05)
Two major salvinorins, salvinorin A (SalA) and salvinorin B (SalB), in three Salvia divinorum dried leaf products and nine of its "concentrated extract" products circulated in Japan were determined. These ingredients were extracted twice with acetonitrile and decolored with graphite
Thomas A Munro et al.
Bioorganic & medicinal chemistry, 16(3), 1279-1286 (2007-11-06)
Protection of salvinorin B as standard alkoxyalkyl ethers yielded highly potent kappa opioid receptor agonists. Ethoxymethyl ether 6 is among the most potent and selective kappa agonists reported to date. Fluoroethoxymethyl ether 11 is the first potent, selective fluorinated kappa
Melanie M Pina et al.
Neuropharmacology, 165, 107831-107831 (2019-12-25)
As an integrative hub, the insular cortex (IC) translates external cues into interoceptive states that generate complex physiological, affective, and behavioral responses. However, the precise circuit and signaling mechanisms in the IC that modulate these processes are unknown. Here, we
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