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2,3,5,4'-Tetrahydroxystilbene-2-O-beta-D-glucopyranoside - 10mM in DMSO, high purity , CAS No.82373-94-2
Basic Description
Synonyms
82373-94-2 | 2,3,5,4'-Tetrahydroxystilbene 2-O-glucoside | 55327-45-2 | 2,3,5,4'-Tetrahydroxystilbene-2-O-b-D-glucopyranoside | 54QRI6OKJ5 | EH-201 | 2,3,4',5-Tetrahydroxystilbene 2-o-D-glucoside | UNII-54QRI6OKJ5 | 2,3,5,4'-Tetrahydroxystilbene-2-O-beta-D-glucoside | CHEM
Specifications & Purity
10mM in DMSO
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 Temp
Store at -80°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description
2,3,5,4′ -Tetrahydroxystilbene-2-O-beta-glucoside (THSG) is a Polygoni Multiflori based polyphenol.
Taxonomic Classification
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.
Associated Targets(Human)
Associated Targets(non-human)
Mechanisms of Action
Mechanism of Action
Action Type
target ID
Target Name
Target Type
Target Organism
Binding Site Name
References
Names and Identifiers
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
INCHI
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
InChIKey
JAYVHSBYKLLDJC-DSNJPTTOSA-N
Smiles
C1=CC(=CC=C1C=CC2=C(C(=CC(=C2)O)O)OC3C(C(C(C(O3)CO)O)O)O)O
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
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
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
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