Genistein

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Cat.No. 1110 - Genistein | C15H10O5 | CAS No. 446-72-0
Description: EGFR kinase inhibitor. Also estrogen and PPARγ ligand
Chemical Name: 5,7-Dihydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
Purity: ≥98% (HPLC)
Datasheet
Citations (10)
Reviews
Literature (4)

Biological Activity

Phytoestrogen with a wide range of biological actions. Inhibits protein tyrosine kinases including epidermal growth factor receptor kinase. Binds to PPARγ and estrogen receptors and acts as an agonist at GPER. Inhibits aggregation and fibrilization of Aβ42 and amylin37 (hiAPP).

Compound Libraries

Genistein is also offered as part of the Tocriscreen 2.0 Max and Tocriscreen Kinase Inhibitor Library. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt 270.24
Formula C15H10O5
Storage Desiccate at -20°C
Purity ≥98% (HPLC)
CAS Number 446-72-0
PubChem ID 5280961
InChI Key TZBJGXHYKVUXJN-UHFFFAOYSA-N
Smiles OC1=CC=C(C=C1)C1=COC2=C(C(O)=CC(O)=C2)C1=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 100

Preparing Stock Solutions

The following data is based on the product molecular weight 270.24. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 3.7 mL 18.5 mL 37 mL
5 mM 0.74 mL 3.7 mL 7.4 mL
10 mM 0.37 mL 1.85 mL 3.7 mL
50 mM 0.07 mL 0.37 mL 0.74 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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References

References are publications that support the biological activity of the product.

Akiyama et al (1987) Genistein, a specific inhibitor of tyrosine-specific protein kinases. J.Biol.Chem. 262 5592 PMID: 3106339

Dang et al (2003) Peroxisome proliferator-activated receptor γ (PPARγ) as a molecular target for the soy phytoestrogen genistein. J.Biol.Chem. 278 962 PMID: 12421816

Linassier et al (1990) Mechanisms of action in NIH-3T3 cells of genistein, an inhibitor of EGF receptor tyrosine kinase activity. Biochem.Pharmacol. 39 187 PMID: 2153378

Migita et al (1994) Prevention of anti-CD3 monoclonal antibody-induced thymic apoptosis by protein tyrosine kinase inhibitors. J.Immunol. 153 3457 PMID: 7523495

Merck Index 12 4395

Ren et al (2018) Genistein: A Dual Inhibitor of Both Amyloid β and Human Islet Amylin Peptides. ACS.Chem.Neurosci. 9 1215 PMID: 29432676


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Keywords: Genistein, Genistein supplier, PPARγ, PPARgamma, ligands, estrogen, receptor, EGFR, inhibitors, inhibits, GPR30, agonists, tyrosine, kinase, Estrogen, Peroxisome, Proliferator-activating, Receptors, PPAR, Epidermal, Growth, Factors, ErbB, Her, Receptor, Tyrosine, Kinases, RTKs, ER, ERR, GPER, and, Related, (GPER), 1110, Tocris Bioscience

10 Citations for Genistein

Citations are publications that use Tocris products. Selected citations for Genistein include:

Kim et al (2018) Estrogen modulates serotonin effects on vasoconstriction through Src inhibition. Exp Mol Med 50 167 PMID: 30559345

Mansouri-Attia et al (2014) Soy promotes juvenile granulosa cell tumor development in mice and in the human granulosa cell tumor-derived COV434 cell line. Biol Reprod 91 100 PMID: 25165122

Alao et al (2006) Role of glycogen synthase kinase 3 β (GSK3β) in mediating the cytotoxic effects of the histone deacetylase inhibitor trichostatin A (TSA) in MCF-7 breast cancer cells. Neurotox Res 5 40 PMID: 17018141

Olianas et al (2016) The GABAB positive allosteric modulators CGP7930 and GS39783 stimulate ERK1/2 signalling in cellslacking functional GABAB receptors European Journal of Pharmacology 794 135 PMID: 27876620


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Literature in this Area

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