92545-30-7

Basic information

• Product Name: SANGUINARINE (RG)
• Synonyms: SANGUINARINE (RG);(-)-Salvinorin B;(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;[2S-(2α,4aα,6aβ,7β,9β,10aα,10bβ)]-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;Salvinorin B;Salvinorin B solution
• CAS NO: 92545-30-7
• Molecular Formula: C₂₁H₂₆O₇
• Molecular Weight: 390.42694
• Product Categories: Agonist;Heterocycles;Intermediates & Fine Chemicals;Metabolites & Impurities;Neurochcemicals;Pharmaceuticals
• Mol File: 92545-30-7.mol
• Article Data: 12

Chemical Properties

• Melting Point: 213～216℃
• Boiling Point: 562.8°Cat760mmHg
• Flash Point: 294.2°C
• Appearance: /
• Density: 1.277g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.544
• Storage Temp.: ?20°C
• PKA: 12.73±0.70(Predicted)
• BRN: 4335292
• CAS DataBase Reference: SANGUINARINE (RG)(CAS DataBase Reference)
• NIST Chemistry Reference: SANGUINARINE (RG)(92545-30-7)
• EPA Substance Registry System: SANGUINARINE (RG)(92545-30-7)

Safety Data

• Hazard Codes: F,Xn
• Statements: 11-20/21/22-36
• Safety Statements: 16-26-36/37
• WGK Germany: 3
• Hazardous Substances Data: 92545-30-7(Hazardous Substances Data)

Usage

Uses

Salvinorin B is a metabolite of Salvinorin A (S100900), a hallucinogen.

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.

InChI:InChI=1/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

Upstream product

• 83729-01-5 salvinorin A 
• 862073-85-6 Episalvinorin B 
• 947596-69-2 C₃₀H₃₆O₉ 
• 947596-83-0 C₃₁H₃₅F₃O₁₁S 
• 947596-90-9 C₃₀H₃₆O₈ 
• 947596-82-9 C₃₀H₃₈O₈ 

Downstream Products

• 862073-79-8 mesyl salvinorin B 
• 83729-01-5 salvinorin A 
• 947597-06-0 C₂₉H₃₄O₈ 
• 1266696-64-3 C₄₅H₄₅NO₁₀ 
• 689295-71-4 Salvinorinyl-2-propionate 
• 862073-77-6 Herkinorin 

Relevant articles and documents

Synthesis and biological evaluation of 2-alkyl-2-methoxymethyl-salvinorin ethers as selective κ-opioid receptor agonists

The synthesis of a new series of C-2-alkyl-2-methoxymethyl-salvinorin ethers and their binding affinities at κ-, μ-, and δ-opioid receptors are presented. We have developed a synthesis that enables installation of alkyl-substituents at C-2 while maintaining the integrity of the C-2 methoxymethyl ether and retaining κ-opioid receptor binding activity. Among these new compounds, 2-methyl-2-methoxymethyl-salvinorin ether (9a) is a potent full agonist at the κ receptor and shows comparable potency in Ki and EC50 with salvinorin A and U50488H. These C2-alkylated analogs have been identified as full κ agonists.

Salvinorin immunoassay

The present invention provides an immunoassay method for detecting or determining the amount of salvinorin A, salvinorin B and/or analogues thereof in an in vitro sample, an antibody for salvinorin A, salvinorin B and/or analogues thereof and a kit for detecting the presence of or determining the amount of salvinorin A, salvinorin B and its analogues thereof in a sample.

Asymmetric synthesis of salvinorin A, a potent κ opioid receptor agonist

The stereoselective synthesis of salvinorin A is described. A macrocyclic bis-Michael reaction cascade provides the requisite tricyclic skeleton as a single diastereomer. Copyright