CAS 34298-86-7

Rhein 8-O-β-D-glucopyranoside

Description:

Rhein 8-O-β-D-glucopyranoside is a glycoside compound derived from rhein, which is a natural anthraquinone found in various plants, particularly in the rhubarb species. This compound features a glucopyranoside moiety, indicating that it consists of a glucose molecule linked to the rhein structure through a glycosidic bond. Rhein 8-O-β-D-glucopyranoside is known for its potential pharmacological properties, including anti-inflammatory, antioxidant, and anticancer activities. It is soluble in water and exhibits stability under various pH conditions, making it suitable for biological applications. The compound's structure contributes to its bioactivity, as the glycosylation can enhance solubility and modulate the interaction with biological targets. Additionally, research into its mechanisms of action and therapeutic potential is ongoing, highlighting its relevance in medicinal chemistry and natural product research. Overall, Rhein 8-O-β-D-glucopyranoside represents a significant compound of interest in the study of plant-derived substances and their health benefits.

Formula: C₂₁H₁₈O₁₁

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

InChI key: InChIKey=WYKUTTFFZMQCGO-HTRBZNBPSA-N

SMILES: O(C1=C2C(C(=O)C=3C(C2=O)=C(O)C=C(C(O)=O)C3)=CC=C1)[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O

Synonyms:

• 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
• 8-Glucosidorhein-9-anthrone
• 8-Glucosylrhein
• Glucorein
• Glucorhein
• Glucorhein (7CI)
• Rhein 8-O-glucoside
• 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-Anthracenecarboxylic acid,5-(b-D-glucopyranosyloxy)-9,10-dihydro-4-hydroxy-9,10-dioxo-

CAS: 34298-86-7

Formula: C₂₁H₁₈O₁₁

Purity: 98%

Color and Shape: Solid

Molecular weight: 446.3610

Ref: IN-DA00BZA9

Rhein-8-glucoside

CAS: 34298-86-7

Formula: C₂₁H₁₈O₁₁

Molecular weight: 446.36

Ref: 7W-GY7023

Rhein 8-Glucoside

CAS: 34298-86-7

Rhein 8-Glucoside

Purity: ≥95%

Molecular weight: 446.36g/mol

Ref: 54-BUP03021

Rhein-8-glucoside

CAS: 34298-86-7

Formula: C₂₁H₁₈O₁₁

Purity: 95%~99%

Molecular weight: 446.364

Ref: BP-BP1527

Rhein 8-Glucoside

CAS: 34298-86-7

Rhein 8-Glucoside (Rhein-8-glucoside) has low laxative activity.

Formula: C₂₁H₁₈O₁₁

Purity: 96.11% - 99.71%

Color and Shape: Solid

Molecular weight: 446.36

Ref: TM-TN2154

Rhein 8-O-β-D-Glucoside

CAS: 34298-86-7

Formula: C₂₁H₁₈O₁₁

Molecular weight: 446.36

Ref: 4Z-R-2817

Rhein 8-glucoside

CAS: 34298-86-7

Natural glycoside

Formula: C₂₁H₁₈O₁₁

Purity: ≥ 95.0 % (HPLC)

Color and Shape: Powder

Molecular weight: 446.37

Ref: 5G-83536

Rhein 8-Glucoside

Controlled Product

CAS: 34298-86-7

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);

Formula: C₂₁H₁₈O₁₁

Color and Shape: Neat

Molecular weight: 446.36

Ref: TR-R318520

Rhein-8-glucoside

CAS: 34298-86-7

Rhein-8-glucoside is a naturally occurring anthraquinone glycoside, which is derived primarily from the roots of plants such as Rheum species. These plants have been traditionally used in herbal medicine, and the glycoside form of Rhein enhances its solubility and bioavailability. The mode of action of Rhein-8-glucoside involves the modulation of various cellular pathways, including the inhibition of specific enzymes and the interaction with cellular receptors, potentially leading to anti-inflammatory, antioxidant, and antimicrobial effects.

Formula: C₂₁H₁₈O₁₁

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 446.36 g/mol

Ref: 3D-FR65510

Rhein 8-Glucoside

CAS: 34298-86-7

Formula: C₂₁H₁₈O₁₁

Molecular weight: 446.36

Ref: ST-EA-CP-S57004