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G6776

Genistein

Name: Genistein
Brand: SIGMA

From Glycine max (soybean), ~98% (HPLC), tyrosine protein kinase inhibitor, powder

Synonym(s):

4′,5,7-Trihydroxyisoflavone, 5,7-Dihydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

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About This Item

Empirical Formula (Hill Notation):

C₁₅H₁₀O₅

CAS Number:

446-72-0

Molecular Weight:

270.24

NACRES:

NA.77

PubChem Substance ID:

24895273

UNSPSC Code:

12352200

EC Number:

207-174-9

MDL number:

MFCD00016952

Beilstein/REAXYS Number:

263823

Assay:

~98% (HPLC)

Form:

powder

Quality level:

200

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Properties

Product Name

Genistein, from Glycine max (soybean), ~98% (HPLC)

biological source

Glycine max (soybean)

Quality Level

200

assay

~98% (HPLC)

form

powder

mp

>280 °C

solubility

DMSO: soluble, ethanol: soluble

storage temp.

−20°C

SMILES string

Oc1ccc(cc1)C2=COc3cc(O)cc(O)c3C2=O

InChI

1S/C15H10O5/c16-9-3-1-8(2-4-9)11-7-20-13-6-10(17)5-12(18)14(13)15(11)19/h1-7,16-18H

InChI key

TZBJGXHYKVUXJN-UHFFFAOYSA-N

Gene Information

human ... AKT1(207), CYP19A1(1588), EGFR(1956), ESR1(2099), ESR2(2100)
mouse ... Esr1(13982), Hexa(15211)
rat ... Adora1(29290), Adora2a(25369), Ar(24208)

Description

General description

Genistein is a nutraceutical isoflavnoid from soybean and is a phytoestrogen. It is derived from genistin.

Application

Genistein has been used:

as an anticancer agent to test its cytotoxicity in cervix adenocarcinoma cells
as a polyphenol to test its effect on reactive oxygen species in mitochondria from sperm
to test its radical scavenging effect on the UV irradiated in dermal and keloid fibroblasts

Biochem/physiol Actions

Genistein has antioxidant functionality and is effective in quenching reactive oxygen species. It is beneficial to human health.

Inhibitor of tyrosine protein kinase; competitive inhibitor of ATP in other protein kinase reactions. Antiangiogenic agent, down-regulates the transcription of genes involved in controlling angiogenesis.

Features and Benefits

This compound is featured on the Met page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

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pictograms

GHS07

signalword

Warning

hcodes

H302

pcodes

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type N95 (US)

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