Rhein-8-glucoside calcium salt

Names

[ Name ]:
Rhein-8-glucoside calcium salt

[Synonym ]:
Glucorein
Calcium (1S)-1,5-anhydro-1-(7-carboxylato-5-hydroxy-4-oxido-9,10-dioxo-9,10-dihydro-1-anthracenyl)-D-glucitol
Glucorhein
Rhein-8-glucoside calcium salt
D-Glucitol, 1,5-anhydro-1-C-(7-carboxy-9,10-dihydro-4,5-dihydroxy-9,10-dioxo-1-anthracenyl)-, calcium salt, (1S)- (1:1)
Rhein-8-O-Beta-D-glucopyranoside
8-Glucosylrhein

Biological Activity

[Description]:

Rhein-8-glucoside calcium, an anthraquinone compound, is isolated from the EtOH extract of the roots of Saussurea lappa. Rhein-8-glucoside calcium is an hPTP1B inhibitor, with an IC50 of 11.5 μM. Rhein-8-glucoside calcium has antibacterial effects[1][2].

[Related Catalog]:

Signaling Pathways >> Metabolic Enzyme/Protease >> Phosphatase

Research Areas >> Infection

Research Areas >> Metabolic Disease

Signaling Pathways >> Anti-infection >> Bacterial

[Target]

IC50: 11.5 μM (hPTP1B)[1]

[References]

[1]. Li S, et, al. PTP1B inhibitors from Saussrurea lappa. J Asian Nat Prod Res. Apr-May 2006;8(3):281-6.

[2]. Zhang Y, et, al. Effects of Rhein-8-O-β-D-glucopyranoside on the Biofilm Formation of Streptococcus mutans. Curr Microbiol. 2020 Oct 31.

[3]. Zhang LS, et, al. Rhein-8-O-β-D-glucopyranoside inhibited high glucose-induced apoptosis of human mesangial cells by regulating the lincRNA ANRIL/let-7a/TGF-β1/Smad signaling pathway. Exp Ther Med. 2020 Apr;19(4):2871-2878.

Chemical & Physical Properties

[ Boiling Point ]:
834.5ºC at 760mmHg

[ Molecular Formula ]:
C₂₁H₁₆CaO₁₁

[ Molecular Weight ]:
484.423

[ Flash Point ]:
296.4ºC

[ Exact Mass ]:
484.031860

[ PSA ]:
207.71000

[ Vapour Pressure ]:
1.54E-29mmHg at 25°C

[ Storage condition ]:
2-8℃

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: CB8782000

CHEMICAL NAME :: 2-Anthroic acid, 9,10-dihydro-9,10-dioxo-5-beta-D-glucopyranosyloxy-4- hydroxy-, calcium salt

CAS REGISTRY NUMBER :: 113443-70-2

LAST UPDATED :: 199109

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C21-H17-O11.Ca

MOLECULAR WEIGHT :: 485.46

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >5 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: PHTOEH Pharmacology and Toxicology (Copenhagen). (Munksgaard International Pub., POB 2148, DK-1016 Copenhagen K, Denmark) V.60- 1987- Volume(issue)/page/year: 61,153,1987

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 400 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: PHTOEH Pharmacology and Toxicology (Copenhagen). (Munksgaard International Pub., POB 2148, DK-1016 Copenhagen K, Denmark) V.60- 1987- Volume(issue)/page/year: 61,153,1987