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SML0834

Sigma-Aldrich

2,3,5,4′-Tetrahydroxystilbene 2-O-β-D-glucoside

≥98% (HPLC)

Synonyma:

2,4-Dihydroxy-6-[(1E)-2-(4-hydroxyphenyl)ethenyl]phenyl β-D-Glucopyranoside, EH-201, THSG, Tetrahydroxystilbene glucoside

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About This Item

Empirický vzorec (Hillův zápis):
C20H22O9
Číslo CAS:
82373-94-2
Molekulová hmotnost:
406.38
MDL number:
MFCD00238694
UNSPSC Code:
12352200
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to brown

solubility

H2O: 5 mg/mL, clear (warmed)

storage temp.

−20°C

InChI

1S/C20H22O9/c21-9-15-16(25)17(26)18(27)20(28-15)29-19-11(7-13(23)8-14(19)24)4-1-10-2-5-12(22)6-3-10/h1-8,15-18,20-27H,9H2/b4-1+/t15-,16-,17+,18-,20+/m1/s1

InChI key

JAYVHSBYKLLDJC-DSNJPTTOSA-N

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General description

2,3,5,4′ -Tetrahydroxystilbene-2-O-beta-glucoside (THSG) is a Polygoni Multiflori based polyphenol.

Biochem/physiol Actions

2,3,5,4′-Tetrahydroxystilbene 2-O-β-D-glucoside (THSG) elicits anti-inflammatory, antioxidative and anti-atherosclerotic functionality. It also provides protection against cytotoxicity in neuroblastoma cells induced by 1-methyl-4-phenyl pyridium (MPP+) as well as MPTP (1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine) induced Parkinson′s disease. By its antioxidative functionality, it blocks lipid peroxidation in Alzheimer′s disease model. In ligature-induced periodontitis, THSG inhibits inflammation.
2,3,5,4′-Tetrahydroxystilbene 2-O-β-D-glucoside induces the expression and enhances the activity of EPO. The compound stimulates mitochondrial biogenesis, and expression of hemoglobin in non-hematopoietic cells. 2,3,5,4′-Tetrahydroxystilbene 2-O-β-D-glucoside has demonstrated protective effects in cardiovascular disease and ischemia models.

Features and Benefits

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Osvědčení o analýze (COA)

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Hong He et al.
European journal of pharmacology, 767, 175-182 (2015-10-20)
Parkinson's disease (PD) is characterized by the selective death of dopaminergic neurons in the substantia nigra pars compacta. Oxidative stress-induced neuron loss is thought to play a crucial role in the pathogenesis of PD. Previous work from our group suggests
Yu-Tang Chin et al.
Mediators of inflammation, 2016, 6953459-6953459 (2016-08-10)
Periodontitis, a chronic infection by periodontopathic bacteria, induces uncontrolled inflammation, which leads to periodontal tissue destruction. 2,3,5,4'-Tetrahydroxystilbene-2-O-beta-glucoside (THSG), a polyphenol extracted from Polygoni Multiflori, reportedly has anti-inflammatory properties. In this study, we investigated the mechanisms of THSG on the Porphyromonas
Yun-Ho Hwang et al.
International journal of molecular sciences, 19(12) (2018-12-14)
Asthma is an inflammatory disease caused by an imbalance of Th1 and Th2 cells. In general, asthma is characterized by a stronger Th2 response. Most conventional asthma treatment focuses on improving airway flow or suppression of airway inflammation. To reduce

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