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

Description

Chrysophal 8-O-glucoside, also known as Chrysophanol 8-O-glucoside, is an anthraquinone derivative found in Rhubarb. It is a beta-D-glucoside with the aglycone species being chrysophanol, and the glycosidic linkage is to the hydroxy group at C-8. Studies have shown that it possesses anti-inflammatory and anti-platelet abilities.

Uses

Used in Pharmaceutical Industry:
Chrysophal 8-O-glucoside is used as a pharmaceutical compound for its anti-inflammatory and anti-platelet properties. It can be employed in the development of medications aimed at reducing inflammation and preventing blood clot formation.
Used in Traditional Medicine:
Chrysophal 8-O-glucoside is used as an active ingredient in traditional medicine, particularly in herbal remedies, for its potential therapeutic effects on various inflammatory and cardiovascular conditions.
Used in Cosmetic Industry:
Chrysophal 8-O-glucoside can be used as an ingredient in cosmetic products for its anti-inflammatory properties, which may help soothe and reduce redness in the skin.
Used in Research:
Chrysophal 8-O-glucoside is used as a subject of research in the field of pharmacology and biochemistry to further explore its potential applications and mechanisms of action in various biological processes.

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.