SML0834

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

≥98% (HPLC)

• Synonym(s): 2,4-Dihydroxy-6-[(1E)-2-(4-hydroxyphenyl)ethenyl]phenyl β-D-Glucopyranoside, EH-201, THSG, Tetrahydroxystilbene glucoside
• Empirical Formula (Hill Notation): C₂₀H₂₂O₉
• CAS Number: 82373-94-2
• Molecular Weight: 406.38
• UNSPSC Code: 12352200
• NACRES: NA.77
• MDL number: MFCD00238694
• Assay: ≥98% (HPLC)
• Form: powder
• Storage condition: desiccated

Properties

• Quality Segment: 100
• assay: ≥98% (HPLC)
• form: powder
• storage condition: desiccated
• color: white to brown
• solubility: H₂O: 5 mg/mL, clear (warmed)
• storage temp.: −20°C
• SMILES string: O1[C@H]([C@@H]([C@H]([C@@H]([C@H]1CO)O)O)O)Oc2c(cc(cc2\C=C\c3ccc(cc3)O)O)O
• 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

Description

General description

2,3,5,4′ -Tetrahydroxystilbene-2-O-beta-glucoside (THSG) is a Polygoni Multiflori based polyphenol.[1]

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.[2] By its antioxidative functionality, it blocks lipid peroxidation in Alzheimer′s disease model. In ligature-induced periodontitis, THSG inhibits inflammation.[1]

2,3,5,4′-Tetrahydroxystilbene 2-O-β-D-glucoside induces the expression and enhances the activity of EPO.

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

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Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable