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Rhein-8-glucoside calcium salt

Names

[ CAS No. ]:
113443-70-2

[ 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

Related Compounds

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