Genistein 446-72-0

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Molecular Weight:

270.24 Genistein, a phytoestrogen found in soy products, is a highly specific inhibitor of Protein Tyrosine Kinase (PTK) which blocks the mitogenic effect mediated by EGF on NIH-3T3 cells with IC50 of 12μM or by insulin with IC50 of 19 μM.


Biological Activity


Genistein is an ATP competitive inhibitor. Genistein inhibits tyrosine
phosphorylation in isolated enzyme and receptor preparations and in
whole cells including platelets, lymphocytes and a variety of cultured
cells. It also inhibits EGF-stimulated phosphorylation in cultured cells
as well as inhibition of Topo II (topoisomerase II). Genistein inhibits
EGF-stimulated tyrosine phosphorylation in cultured A431 epidermoid
carcinoma cells.


Inhibition is competitive with ATP and noncompetitive
with substrate. Genistein blocks the mitogenic effect mediated by EGF, insulin and thrombin on NIH-3T3 cells. Genistein also acts as an agonist at the GPR30 receptor and binds to
PPARγ and estrogen receptors. Genistein also binds to PPARγ, acting as
an agonist at this receptor with Ki of 5.7 μM.


Genistein has chemopreventive effects on breast, prostate, and other
endocrine-dependent tumors in adult animals. Genistein in the diet
reduced the incidence of poorly differentiated prostatic adenocarcinomas
in a dose-dependent manner and down-regulated androgen receptor,
estrogen receptor-alpha, progesterone receptor, epidermal growth factor
receptor, insulin-like growth factor-I, and extracellular
signal-regulated kinase-1 but not estrogen receptor-beta and
transforming growth factor-alpha mRNA expressions.


Dietary genistein
protects against mammary and prostate cancers by regulating specific sex
steroid receptors and growth factor signaling pathways. Genistein combined with prostate tumor irradiation causes greater
inhibition of primary tumor growth and increases control of spontaneous
metastasis to para-aortic lymph nodes, increasing mouse survival.
Paradoxically, treatment with genistein alone increases metastasis to
lymph nodes.


Protocol(Only for Reference)


Conversion of different model animals based on BSA (Value based on data from FDA Draft Guidelines)

Species	Baboon	Dog	Monkey	Rabbit	Guinea pig	Rat	Hamster	Mouse
Weight (kg)	12	10	3	1.8	0.4	0.15	0.08	0.02
Body Surface Area (m2)	0.6	0.5	0.24	0.15	0.05	0.025	0.02	0.007
Km factor	20	20	12	12	8	6	5	3

Animal A (mg/kg) = Animal B (mg/kg) multiplied by	Animal B Km
	Animal A Km

For example, to modify the dose of resveratrol used for a mouse (22.4 mg/kg) to a dose based on the BSA for a rat, multiply 22.4 mg/kg by the Km factor for a mouse and then divide by the Km factor for a rat. This calculation results in a rat equivalent dose for resveratrol of 11.2 mg/kg.

Rat dose (mg/kg) = mouse dose (22.4 mg/kg) ×	mouse Km(3)	= 11.2 mg/kg
	rat Km(6)

Chemical Information

Molecular Weight (MW)	270.24
Formula	C15H10O5
CAS No.	446-72-0

Storage	3 years -20℃Powder
	6 months-80℃in solvent (DMSO, water, etc.)
Synonyms

Solubility (25°C) *	In vitro	DMSO	54 mg/mL (199.82 mM)
		Water	<1 mg/mL (
		Ethanol	2 mg/mL (7.4 mM)
* <1 mg/ml means slightly soluble or insoluble. * Please note that Selleck tests the solubility of all compounds in-house, and the actual solubility may differ slightly from published values. This is normal and is due to slight batch-to-batch variations.

Chemical Name	5,7-dihydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one

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