Genistin - 10mM in DMSO , CAS No.529-59-9

CAS: 529-59-9 Cat. No.: G424540 Formula: C₂₁H₂₀O₁₀ Molecular Weight: 432.38 Beilstein Registry Number: 64479 EC Number: 610-921-5

GRADE & PURITY 10mM in DMSO

Synonyms

CHEBI:27514 | AKOS025146960 | MFCD00016883 | NSC 5112 | AS-11684 | G0358 | Genistin, analytical standard | Genistein 7-O-b-D-glucopyranoside | Genistein glucoside | 5,4'-DI-HYDROXYISOFLAVONE-7-O-.BETA.-D-GLUCOPYRANOSIDE | 5-hydroxy-3-(4-hydroxyphenyl)-4-o

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Genistin is an isoflavone glycoside found in soy-based food products. This is an inactive analog of the PTK inhibitor Genistein and can be used as a negative control for Genistein. Reported to reduce bone loss in ovarectomized rats. Genistin is an inhibitor of TdT.
An isoflavone glycoside which is an inactive analog of the PTK inhibitor Genistein.

Specifications

Synonyms

CHEBI:27514 | AKOS025146960 | MFCD00016883 | NSC 5112 | AS-11684 | G0358 | Genistin, analytical standard | Genistein 7-O-b-D-glucopyranoside | Genistein glucoside | 5,4'-DI-HYDROXYISOFLAVONE-7-O-.BETA.-D-GLUCOPYRANOSIDE | 5-hydroxy-3-(4-hydroxyphenyl)-4-o

Specifications & Purity

10mM in DMSO

Biochemical and Physiological Mechanisms

Inactive analog of genistein; useful as a negative control for genistein and other tyrosine kinase inhibitors.

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

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

Names and Identifiers

Pubchem Sid

528772163

Canonical Smiles

C1=CC(=CC=C1C2=COC3=CC(=CC(=C3C2=O)O)OC4C(C(C(C(O4)CO)O)O)O)O

IUPAC Name

5-hydroxy-3-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

InChIKey

ZCOLJUOHXJRHDI-CMWLGVBASA-N

INCHI

1S/C21H20O10/c22-7-15-18(26)19(27)20(28)21(31-15)30-11-5-13(24)16-14(6-11)29-8-12(17(16)25)9-1-3-10(23)4-2-9/h1-6,8,15,18-24,26-28H,7H2/t15-,18-,19+,20-,21-/m1/s1

Isomeric SMILES

C1=CC(=CC=C1C2=COC3=CC(=CC(=C3C2=O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O

WGK Germany

3

RTECS

DJ3093000

Molecular Weight

432.38

Beilstein

64479

Reaxy-Rn

24724148

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=24724148&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Isoflavonoids
      • Subclass Isoflavonoid O-glycosides

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Isoflavonoids
• Subclass: Isoflavonoid O-glycosides
• Intermediate Tree Nodes: Not available
• Direct Parent: Isoflavonoid O-glycosides
• Alternative Parents: Hydroxyisoflavonoids Isoflavones Phenolic glycosides Hexoses Chromones O-glycosyl compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Pyranones and derivatives Benzene and substituted derivatives Oxanes Vinylogous acids Heteroaromatic compounds Secondary alcohols Oxacyclic compounds Polyols Acetals Primary alcohols Hydrocarbon derivatives Organic oxides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Isoflavonoid-7-o-glycoside - Isoflavonoid o-glycoside - Isoflavone - Hydroxyisoflavonoid - Phenolic glycoside - Hexose monosaccharide - O-glycosyl compound - Glycosyl compound - Chromone - Benzopyran - 1-benzopyran - Pyranone - 1-hydroxy-2-unsubstituted benzenoid - Phenol - 1-hydroxy-4-unsubstituted benzenoid - Benzenoid - Pyran - Monocyclic benzene moiety - Oxane - Monosaccharide - Vinylogous acid - Heteroaromatic compound - Secondary alcohol - Acetal - Oxacycle - Organoheterocyclic compound - Polyol - Alcohol - Hydrocarbon derivative - Organic oxide - Primary alcohol - Organic oxygen compound - Organooxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as isoflavonoid o-glycosides. These are o-glycosylated derivatives of isoflavonoids, which are natural products derived from 3-phenylchromen-4-one.
• External Descriptors: isoflavones - Isoflavonoids

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)

EGFR Tclin Epidermal growth factor receptor erbB1 (33727 Activities)

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ACHE Tclin Acetylcholinesterase (18204 Activities)

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XDH Tclin Xanthine dehydrogenase (1038 Activities)

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Ishikawa (877 Activities)

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dsDNA (365 Activities)

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quadruplex DNA (2700 Activities)

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Associated Targets(non-human)

Staphylococcus aureus (210822 Activities)

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Escherichia coli (133304 Activities)

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Cryptococcus neoformans (21258 Activities)

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Candida albicans (78123 Activities)

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LLC-PK1 (2135 Activities)

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RAW264.7 (28094 Activities)

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BCHE Cholinesterase (8742 Activities)

Discover Target: BCHE

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Spodoptera litura (1708 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• x_melt_point_char: 265°C
• Molecular Weight: 432.400 g/mol
• XLogP3: 0.900
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 4
• Exact Mass: 432.106 Da
• Monoisotopic Mass: 432.106 Da
• Topological Polar Surface Area: 166.000 Ų
• Heavy Atom Count: 31
• Formal Charge: 0
• Complexity: 675.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 5
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1