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SML0834

Sigma-Aldrich

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

≥98% (HPLC)

Synonyme(s) :

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

Formule empirique (notation de Hill):
C20H22O9
Numéro CAS:
82373-94-2
Poids moléculaire :
406.38
Numéro MDL:
MFCD00238694
Code UNSPSC :
12352200
Nomenclature NACRES :
NA.77

Pureté

≥98% (HPLC)

Forme

powder

Conditions de stockage

desiccated

Couleur

white to brown

Solubilité

H2O: 5 mg/mL, clear (warmed)

Température de stockage

−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

Clé InChI

JAYVHSBYKLLDJC-DSNJPTTOSA-N

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Description générale

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

Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

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.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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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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