2,3,5,4'-Tetrahydroxystilbene-2-O-beta-D-glucopyranoside - analytical standard, ≥98% , CAS No.82373-94-2

CAS: 82373-94-2 Cat. No.: T110192 Molecular Weight: 406.38 EC Number: 683-231-5 PubChem CID: 5321884

GRADE & PURITY Analytical standard, ≥98%

Synonyms

(2S,3R,4S,5S,6R)-2-(2,4-dihydroxy-6-((E)-4-hydroxystyryl)phenoxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol | 2,3,5,4'-Tetrahydroxy stilbene-2---D-glucoside | 2,3,5,4'-Tetrahydroxystilbene 2-O-glucosid | 2,3,5,4'-Tetrahydroxystilbene-2-O-beta-D-glu

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

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

Specifications

Synonyms

(2S, 3R, 4S, 5S, 6R)-2-(2, 4-dihydroxy-6-((E)-4-hydroxystyryl)phenoxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3, 4, 5-triol | 2, 3, 5, 4'-Tetrahydroxy stilbene-2---D-glucoside | 2, 3, 5, 4'-Tetrahydroxystilbene 2-O-glucosid | 2, 3, 5, 4'-Tetrahydroxystilbene-2-O-beta-D-glu

Specifications & Purity

analytical standard, ≥98%

Biochemical and Physiological Mechanisms

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

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Analytical standard

Action Type

INHIBITOR

Purity

≥98%

Names and Identifiers

• Canonical Smiles: C1=CC(=CC=C1C=CC2=C(C(=CC(=C2)O)O)OC3C(C(C(C(O3)CO)O)O)O)O
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[2,4-dihydroxy-6-[(E)-2-(4-hydroxyphenyl)ethenyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• InChIKey: JAYVHSBYKLLDJC-DSNJPTTOSA-N
• 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
• Isomeric SMILES: C1=CC(=CC=C1/C=C/C2=C(C(=CC(=C2)O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O
• PubChem CID: 5321884
• Molecular Weight: 406.38

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Stilbenes
      • Subclass Stilbene glycosides

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Stilbenes
• Subclass: Stilbene glycosides
• Intermediate Tree Nodes: Not available
• Direct Parent: Stilbene glycosides
• Alternative Parents: Phenolic glycosides Hexoses O-glycosyl compounds 4-alkoxyphenols Styrenes Resorcinols Phenoxy compounds Phenol ethers 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Oxanes Secondary alcohols Acetals Polyols Oxacyclic compounds Hydrocarbon derivatives Primary alcohols
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Stilbene glycoside - Phenolic glycoside - Hexose monosaccharide - Glycosyl compound - O-glycosyl compound - 4-alkoxyphenol - Phenoxy compound - Phenol ether - Resorcinol - Styrene - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Monocyclic benzene moiety - Benzenoid - Monosaccharide - Oxane - Secondary alcohol - Oxacycle - Organoheterocyclic compound - Acetal - Polyol - Hydrocarbon derivative - Primary alcohol - Organic oxygen compound - Organooxygen compound - Alcohol - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as stilbene glycosides. These are compounds structurally characterized by the presence of a carbohydrate moiety glycosidically linked to the stilbene skeleton.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

TYR Tclin Tyrosinase (717 Activities)

Discover Target: TYR

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Associated Targets(non-human)

Ptpn1 Protein-tyrosine phosphatase 1B (270 Activities)

Discover Target: Ptpn1

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Alternaria solani (773 Activities)

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Alternaria alternata (757 Activities)

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Colletotrichum lagenaria (239 Activities)

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Fusarium oxysporum f. sp. vasinfectum (242 Activities)

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Pyricularia oryzae (1832 Activities)

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Valsa mali (129 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: H2O: 5 mg/mL, clear (warmed)
• Sensitivity: Moisture sensitive
• Molecular Weight: 406.400 g/mol
• XLogP3: 1.000
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 5
• Exact Mass: 406.126 Da
• Monoisotopic Mass: 406.126 Da
• Topological Polar Surface Area: 160.000 Ų
• Heavy Atom Count: 29
• Formal Charge: 0
• Complexity: 536.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 5
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1

References

1. Junni Fan, Yu Li, Ge Wang, Qian Li, Minfeng Fang.  (2025)  Identification and Verification of the Anti-Insomnia Compounds From Herbal Pair Albiziae Cortex and Polygoni Multiflori Caulis Using Immobilized 5-HT1A Receptor Chromatography.  BIOMEDICAL CHROMATOGRAPHY,  40  (1): (e70278).  [PMID:41325769] [10.1002/bmc.70278]

2. Qi Wu, Ziyi Chen, Zong Hou, Zhiqiang Liu, Rong Sun, Shu Liu.  (2026)  Multi-omics Reveals Hepatotoxic Mechanisms and Key Toxic Components of Polygoni Multiflori Radix and Its Processed Products.  PHYTOMEDICINE,      [PMID:41655553] [10.1016/j.phymed.2026.157908]