13241-28-6

Basic information

• Product Name: Chrysophal 8-O-glucoside
• Synonyms: Chrysophal 8-O-glucoside;Chrysophanol 8-O-glucoside;Chrysophanol-8-O-beta-D-glucopyranoside;Chrysophanol-8-O-β-D- glucoside;chrysophanol 8-O-beta-D-glucoside
• CAS NO: 13241-28-6
• Molecular Formula: C₂₁H₂₀O₉
• Molecular Weight: 416.3781
• Product Categories: chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract
• Mol File: 13241-28-6.mol
• Article Data: 1

Chemical Properties

• Melting Point: 110 °C
• Boiling Point: 763.2 °C at 760 mmHg
• Flash Point: 272.8 °C
• Appearance: /
• Density: 1.596 g/cm³
• Vapor Pressure: 1.73E-24mmHg at 25°C
• Refractive Index: 1.702
• PKA: 6.82±0.20(Predicted)
• CAS DataBase Reference: Chrysophal 8-O-glucoside(CAS DataBase Reference)
• NIST Chemistry Reference: Chrysophal 8-O-glucoside(13241-28-6)
• EPA Substance Registry System: Chrysophal 8-O-glucoside(13241-28-6)

Safety Data

• Hazardous Substances Data: 13241-28-6(Hazardous Substances Data)

Usage

Uses

Chrysophanol 8-O-glucoside, an anthraquinone derivative in Rhubarb, has shown through studies to exhibit anti-inflammatory and anti-platelet abilities.

Definition

ChEBI: A beta-D-glucoside in which the aglycone species is chrysophanol, the glycosidic linkage being to the hydroxy group at C-8.

InChI:InChI=1/C21H20O9/c1-8-5-10-14(11(23)6-8)18(26)15-9(16(10)24)3-2-4-12(15)29-21-20(28)19(27)17(25)13(7-22)30-21/h2-6,13,17,19-23,25,27-28H,7H2,1H3/t13-,17-,19+,20-,21-/m1/s1

Upstream product

• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 481-74-3 Chrysophanol 

Downstream Products

• 481-74-3 Chrysophanol 

Relevant articles and documents

Antioxidant constituents from rhubarb: Structural requirements of stilbenes for the activity and structures of two new anthraquinone glucosides

The methanolic extracts from five kinds of rhubarb were found to show scavenging activity for DPPH radical and ·O2-. Two new anthraquinone glucosides were isolated from the rhizome of Rheum undulatum L. together with two anthraquinone glucosides, a naphthalene glucoside, and 10 stilbenes. In the screening test for radical scavenging activity of rhubarb constituents, stilbenes and a naphthalene glucoside showed activity, but anthraquinones and sennosides did not. In addition, most stilbenes inhibited lipid peroxidation of erythrocyte membrane by tert-butyl hydroperoxide. Detailed examination of the scavenging effect on various related compounds suggested the following structural requirements; 1) phenolic hydroxyl groups are essential to show the activity; 2) galloyl moiety enhances the activity; 3) glucoside moiety reduces the activity; 4) dihydrostilbene derivatives maintain the scavenging activity for the DPPH radical, but they show weak activity for ·O2-. In addition, several stilbenes with both the 3-hydroxyl and 4′-methoxyl groups inhibited xanthine oxidase.