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SML0834

Sigma-Aldrich

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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5 G
₩202,899

₩202,899


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5 G
₩202,899

About This Item

Empirical Formula (Hill Notation):
C20H22O9
CAS Number:
Molecular Weight:
406.38
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77

₩202,899


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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

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1 of 4

This Item
SML0963G7548PHL82666
assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥96% (HPLC)

assay

≥95.0% (HPLC)

form

powder

form

powder

form

powder

form

solid

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

-

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

storage condition

desiccated

storage condition

-

storage condition

-

storage condition

-

solubility

H2O: 5 mg/mL, clear (warmed)

solubility

DMSO: 5 mg/mL, clear (warmed)

solubility

DMSO: ≥20 mg/mL

solubility

-

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

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

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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