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

SIGMA/SML0834 - ≥98% (HPLC)

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

CAS Number: 82373-94-2
Empirical Formula (Hill Notation): C20H22O9
Molecular Weight: 406.38
MDL Number: MFCD00238694
Linear Formula: C20H22O9
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-SML0834-5MG 5 mg
 $114.00
1/EA		 Add To Favorites
45-SML0834-25MG 25 mg
 $314.00
1/EA		 Add To Favorites

 

assay ≥98% (HPLC)
color white to brown
form powder
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
Quality Level 100 
SMILES string O1[C@H]([C@@H]([C@H]([C@@H]([C@H]1CO)O)O)O)Oc2c(cc(cc2C=Cc3ccc(cc3)O)O)O
solubility H2O: 5 mg/mL, clear (warmed)
storage condition desiccated
storage temp. −20°C
Biochem/physiol Actions: 2,3,5,4′-Tetrahydroxystilbene 2-O-β-D-glucoside induces the expression and enhances the activity of EPO.
Biochem/physiol Actions: 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.
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.
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 .
General description: 2,3,5,4′ -Tetrahydroxystilbene-2-O-beta-glucoside (THSG) is a Polygoni Multiflori based polyphenol.
Packaging: 5, 25 mg in glass bottle
Purity ≥98% (HPLC)
Storage Temp. −20°C
UNSPSC 12352200

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