Rhein 8-Glucoside

CAS: 34298-86-7

Ref. TR-R318520

Product Information

• Name: Rhein 8-Glucoside
• Synonyms: 2-Anthracenecarboxylic acid, 5-(ß-D-glucopyranosyloxy)-9,10-dihydro-4-hydroxy-9,10-dioxo-, 2-Anthroic acid, 5-(ß-D-glucopyranosyloxy)-9,10-dihydro-4-hydroxy-9,10-dioxo- (8CI), Glucorhein (7CI), 5-(ß-D-Glucopyranosyloxy)-9,10-dihydro-4-hydroxy-9,10-dioxo-2-anthracenecarboxylic acid, 8-Glucosidorhein-9-anthrone, 8-Glucosylrhein, Glucorein, Rhein 8-O-glucoside, Rhein 8-O-ß-D-glucopyranoside, 2-Anthracenecarboxylic acid, 5-(β-<span class="text-smallcaps">D</span>-glucopyranosyloxy)-9,10-dihydro-4-hydroxy-9,10-dioxo-, 2-Anthroic acid, 5-(β-<span class="text-smallcaps">D</span>-glucopyranosyloxy)-9,10-dihydro-4-hydroxy-9,10-dioxo-, 2-Anthroicacid, 5-(b-D-glucopyranosyloxy)-9,10-dihydro-4-hydroxy-9,10-dioxo-(8CI), 5-(β-<span class="text-smallcaps">D</span>-Glucopyranosyloxy)-9,10-dihydro-4-hydroxy-9,10-dioxo-2-anthracenecarboxylic acid, Glucorhein, Rhein 8-O-β-<span class="text-smallcaps">D</span>-glucopyranoside, Rhein-8-glucoside, 5-(β-D-Glucopyranosyloxy)-9,10-dihydro-4-hydroxy-9,10-dioxo-2-anthracenecarboxylic acid, 2-Anthracenecarboxylic acid, 5-(β-D-glucopyranosyloxy)-9,10-dihydro-4-hydroxy-9,10-dioxo-, 2-Anthroic acid, 5-(β-D-glucopyranosyloxy)-9,10-dihydro-4-hydroxy-9,10-dioxo-

Description

Applications Rhein 8-Glucoside has been seen to exhibit cytotoxic and DNA-damaging properties towards tumor and normal human cells. In addition it has been shown to be an inhibitor of PTP1B (Human Protein Tyrosine Kinase 1B) in vitro. It is an analog of Rhein (R318500) which is found in the free state and as glucoside in Rheum spp, Polygonaceae (rhubarb) and in Senna leaves. It is a potential antioxidant resource: endophytic fungi from medicinal plants.
References Wanitschke, Pharmacology, 20, Suppl. 1, 21 (1980); Raimondi, L., et al.: Pharmacol. Res. Commun., 14, 103 (1982); Franchi-Micheli, S., et al.: J. Pharm. Pharmacol., 35, 262 (1983); Li, S. et al.: J. Asian Nat. Prod. Res., 8, 281 (2006); Shi, Y.Q. et al.: Anticancer. Res., 21, 2847 (2001);

• Brand: TRC

Chemical properties

• Molecular weight: 446.36
• Formula: C₂₁H₁₈O₁₁
• Color/Form: Neat
• InChI: InChI=1S/C21H18O11/c22-6-12-16(25)18(27)19(28)21(32-12)31-11-3-1-2-8-14(11)17(26)13-9(15(8)24)4-7(20(29)30)5-10(13)23/h1-5,12,16,18-19,21-23,25,27-28H,6H2,(H,29,30)/t12-,16-,18+,19-,21-/m1/s1