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
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About This Item
Empirical Formula (Hill Notation):
C20H22O9
CAS Number:
Molecular Weight:
406.38
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
Quality Level
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
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.
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.
signalword
Warning
hcodes
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
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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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| SML0834-5MG | 04061832824871 |
| SML0834-25MG | 04061832824864 |