17388-39-5

Basic information

• Product Name: Swertiamarine
• Synonyms: (4ar-(4a-alpha,5-beta,6-alpha))-ranosyloxy)-4a-hydroxy;1h,3h-pyrano(3,4-c)pyran-1-one,4,4a,5,6-tetrahydro-5-ethenyl-6-(beta-d-glucopy;1H,3H-Pyrano[3,4-c]pyran-1-one,4,4.alpha.,5,6-tetrahydro-5-ethenyl-6-(.beta.-D-glucopyranosyloxy)-4.alpha.-hydroxy-,[4ar-(4.alpha.-.alpha.,5-.beta.,D-.alpha.)]-;3H-Pyrano[3,4-c]pyran-1-one,4,4.alpha.,5,6-tetrahydro-5-ethenyl-6-(.beta.-D-glucopyranosyloxy)-4.1H;4-c)pyran-1-one,4,4a,5,6-tetrahydro-5-ethenyl-6-(beta-d-glucopyranosyloxy)-4a-hydroxy-3h-pyrano(1;Swertiamarin(6CI,7CI,8CI);Swertiamarine;Swertiamaroside
• CAS NO: 17388-39-5
• Molecular Formula: C₁₆H₂₂O₁₀
• Molecular Weight: 374.34
• Product Categories: Sugars, Carbohydrates & Glucosides;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Inhibitors
• Mol File: 17388-39-5.mol
• Article Data: 1

Chemical Properties

• Melting Point: 113-114°
• Boiling Point: 649.3 °C at 760 mmHg
• Flash Point: 237.7 °C
• Appearance: /
• Density: 1.57 g/cm³
• Vapor Pressure: 1.32E-19mmHg at 25°C
• Refractive Index: 1.625
• Storage Temp.: ?20°C
• PKA: 11.56±0.60(Predicted)
• Merck: 14,9010
• BRN: 55278
• CAS DataBase Reference: Swertiamarine(CAS DataBase Reference)
• NIST Chemistry Reference: Swertiamarine(17388-39-5)
• EPA Substance Registry System: Swertiamarine(17388-39-5)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• RTECS: UQ1366700
• Hazardous Substances Data: 17388-39-5(Hazardous Substances Data)

Usage

Uses

Swertimarine is an extract from Enicostemma littorale which is an herb used in the treatment of type 1 and 2 diabetes. Used to sensitize the cells to hypolipidemic conditions and insulin.

InChI:InChI=1/C16H22O10/c1-2-7-14(24-6-8-13(21)23-4-3-16(7,8)22)26-15-12(20)11(19)10(18)9(5-17)25-15/h2,6-7,9-12,14-15,17-20,22H,1,3-5H2/t7-,9+,10+,11-,12+,14-,15-,16+/m0/s1

Downstream Products

• 50276-98-7 5-formyl-2,3-dihydroisocoumarin 
• 90921-13-4 1-oxo-isochroman-5-carboxylic acid 

Relevant articles and documents

Rigenolide A, a new secoiridoid glucoside with a cyclobutane skeleton, and three new acylated secoiridoid glucosides from Gentiana rigescens Franch

Rigenolide A (1), a new secoiridoid glucoside with a cyclobutane skeleton and three new acylated secoiridoid glucosides, 2′-(2,3-dihydroxybenzoyl)- gentiopicroside (2), 2′-(2,3-dihydroxybenzoyl)-swertiamarin (3), 3′-(2,3-dihydroxybenzoyl)-sweroside (4), along with two noriridoids (7 and 8) and two known secoiridoid glucosides (5 and 6), were isolated from Gentiana rigescens Franch. The structures of new compounds were elucidated by extensive spectroscopic analyses. The isolated compounds were evaluated for DPPH free-radical scavenging activity.