genistein, 446-72-0

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CODE150449 CODE150449
Product(s):
446-72-0 Genistein >98%
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 12nM or by insulin with IC50 of 19 nM.

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Product(s):
GP7710 Genistein

Jiangyin Healthway International Trade Co., Ltd

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We provide custom synthesis and contract manufacturing from milligrams to metric tonnes.
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CODE150449 CODE150449
Product(s):
HL0328 Genistein 98%

Name:	5,7-dihydroxy-3-(4-hydroxyphenyl)chromen-4-one
CAS Number:	446-72-0	3D/inchi
ECHA EINECS - REACH Pre-Reg:	207-174-9
FDA UNII:	DH2M523P0H
Nikkaji Web:	J39.883G
Beilstein Number:	0263823
MDL:	MFCD00016952
XlogP3-AA:	2.70 (est)
Molecular Weight:	270.24070000
Formula:	C15 H10 O5
BioActivity Summary:	listing
NMR Predictor:	Predict (works with chrome, Edge or firefox)

Category:cosmetic agents

US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:

Google Scholar:	Search
Google Books:	Search
Google Scholar: with word "volatile"	Search
Google Scholar: with word "flavor"	Search
Google Scholar: with word "odor"	Search
Google Patents:	Search
US Patents:	Search
EU Patents:	Search
Pubchem Patents:	Search
PubMed:	Search
NCBI:	Search

Physical Properties:

Assay:	95.00 to 100.00
Food Chemicals Codex Listed:	No
Melting Point:	301.50 °C. @ 760.00 mm Hg
Boiling Point:	555.00 to 556.00 °C. @ 760.00 mm Hg (est)
Flash Point:	423.00 °F. TCC ( 217.10 °C. ) (est)
logP (o/w):	3.114 (est)
Soluble in:
	water, 257.7 mg/L @ 25 °C (est)

Organoleptic Properties:

Odor and/or flavor descriptions from others (if found).

Cosmetic Information:

CosIng:	cosmetic data
Cosmetic Uses:	skin conditioning

Suppliers:

Alfa Biotechnology

For experimental / research use only.

Genistein 98%

BOC Sciences

For experimental / research use only.

Genistein >98%

Odor: characteristic

Use: 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 12nM or by insulin with IC50 of 19 nM.

Changzhou Longo Chemical

Genistein

Coompo

For experimental / research use only.

Genistein from Plants ≥96%

Odor: characteristic

Use: Isoflavones genistein and daidzein bind to and transactivate all three PPAR isoforms, a, d, and ?. For example, membrane-bound PPAR?-binding assay showed that genistein can directly interact with the PPAR? ligand binding domain and has a measurable Ki of 5.7 mM.[9] Gene reporter assays showed that genistein at concentrations between 1 and 100 uM activated PPARs in a dose dependent way in KS483 mesenchymal progenitor cells, breast cancer MCF-7 cells, T47D cells and MDA-MD-231 cells, murine macrophage-like RAW 264.7 cells, endothelial cells and in Hela cells. Several studies have shown that both ERs and PPARs influenced each other and therefore induce differential effects in a dose-dependent way. The final biological effects of genistein are determined by the balance among these pleiotrophic actions. The main known activity of genistein is tyrosine kinase inhibitor, mostly of epidermal growth factor receptor (EGFR). Tyrosine kinases are less widespread than their ser/thr counterparts but implicated in almost all cell growth and proliferation signal cascades. Genistein may act as direct antioxidant, similar to many other isoflavones, may alleviate damaging effects of free radicals in tissues. Genistein was subsequently demonstrated to be highly effective against intestinal parasites such as the poultry cestode Raillietina echinobothrida, the pork trematode Fasciolopsis buski, and the sheep liver fluke Fasciola hepatica. It has also been investigated in human tapeworms such as Echinococcus multilocularis and E. granulosus metacestodes that genistein and its derivatives, Rm6423 and Rm6426, are potent cestocides. Genistein protects against pro-inflammatory factor-induced vascular endothelial barrier dysfunction and inhibits leukocyte-endothelium interaction, thereby modulating vascular inflammation, a major event in the pathogenesis of atherosclerosis. Genistein and other isoflavones have been identified as angiogenesis inhibitors, and found to inhibit the uncontrolled cell growth of cancer, most likely by inhibiting the activity of substances in the body that regulate cell division and cell survival (growth factors). Various studies have found that moderate doses of genistein have inhibitory effects on cancers of the prostate, cervix, brain, breast and colon. It has also been shown that genistein makes some cells more sensitive to radio-therapy.; although, timing of phytoestrogen use is also important.

DSM Nutritional

geniVida^®

EMD Millipore

For experimental / research use only.

Genistein, Soybean

sds

ExtraSynthese

For experimental / research use only.

Genistein (HPLC) ≥95%

Glentham Life Sciences

Genistein

Jiangyin Healthway

Genistein 98%

New functional food ingredients

Maypro Industries

Genistein

Nacalai USA

For experimental / research use only.

Genistein

Santa Cruz Biotechnology

For experimental / research use only.

Genistein >98%

Shaanxi Y-Herb Biotechnology

98% Purity Herbal Extract Powder Natural Genistein Powder Fruit Part CAS 446-72-0

Shaanxi Y-Herb Biotechnology

CAS: 446-72-0 Natural Fructus Sophorae Extract Genistein Powder 98% Manufacturer

Shaanxi Y-Herb Biotechnology

Pharmaceutical Grade Herbal Extract Powder Genistein 98% Powder C15H10O5

Sigma-Aldrich

For experimental / research use only.

Genistein

analytical standard

Safety Information:


Hazards identification

Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements

Pictogram

Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intraperitoneal-mouse LD > 500 mg/kg Journal of Antibiotics. Vol. 39, Pg. 606, 1986.
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in Use Information:

Category:
cosmetic agents
Recommendation for genistein usage levels up to:
	not for fragrance use.

Recommendation for genistein flavor usage levels up to:
	not for flavor use.

Safety References:

European Food Safety Authority (EFSA) reference(s):

Preparatory work to support the risk assessment for peri- and postmenopausal women taking food supplements containing isolated isoflavones
View page or View pdf

Risk assessment for peri- and post-menopausal women taking food supplements containing isolated isoflavones
View page or View pdf

EPI System: View

ClinicalTrials.gov:search

Daily Med:search

Chemical Carcinogenesis Research Information System:Search

AIDS Citations:Search

Cancer Citations:Search

Toxicology Citations:Search

EPA Substance Registry Services (TSCA):446-72-0

EPA ACToR:Toxicology Data

EPA Substance Registry Services (SRS):Registry

Laboratory Chemical Safety Summary :5280961

National Institute of Allergy and Infectious Diseases:Data

WGK Germany:1

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

Chemidplus:0000446720

RTECS:NR2392000 for cas# 446-72-0

References:

	5,7-dihydroxy-3-(4-hydroxyphenyl)chromen-4-one
NIST Chemistry WebBook:	Search Inchi
Pubchem (cid):	5280961
Pubchem (sid):	134974996

Other Information:

(IUPAC):	Atomic Weights of the Elements 2011 (pdf)
Videos:	The Periodic Table of Videos
tgsc:	Atomic Weights use for this web site
(IUPAC):	Periodic Table of the Elements
CHEBI:	View
CHEMBL:	View
KEGG (GenomeNet):	C06563
HMDB (The Human Metabolome Database):	HMDB03217
FooDB:	FDB011828
MedlinePlusSupp:	View
VCF-Online:	VCF Volatile Compounds in Food
ChemSpider:	View
Wikipedia:	View
Formulations/Preparations: genistein is available in a few different isoflavone formulas. a standard soy isoflavone formula contains genistein mainly in the form of genistin, as well as daidzin and glycitin. the percentages of the various isoflavones present in this soy formula reflect the percentages of these substances as found in soybeans and are: genistin, about 50%; daidzin, about 38%; and glycitin, about 12%. a 50 mg dose of soy isoflavones?a typical daily dose?provides 25 mg of genistin, 19 mg of daidzin and about 6 mg of glycitin. usually, 40% of the formula is comprised of soy isoflavones. therefore, to get a dose of 50 mg of soy isoflavones, one needs 125 mg of the soy preparation. smaller amounts of genistein as the aglycone are available in some red clover preparations.

Potential Blenders and core components note

None Found

Potential Uses:

None Found

Occurrence (nature, food, other):note

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Synonyms:

4H-1-	benzopyran-4-one, 5,7-dihydroxy-3-(4-hydroxyphenyl)-
	differenol A
5,7-	dihydroxy-3-(4-hydroxy-phenyl)-chromen-4-one
5,7-	dihydroxy-3-(4-hydroxyphenyl)-4-benzopyrone
5,7-	dihydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
5,7-	dihydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one
5,7-	dihydroxy-3-(4-hydroxyphenyl)chromen-4-one
iso	flavone, 4',5,7-trihydroxy-
	genestein
	genisterin
	sophoricol
4,5,7-	trihydroxy iso-flavone
4',5,7-	trihydroxy isoflavone
4,5,7-	trihydroxyisoflavone
4',5,7-	trihydroxyisoflavone

Articles:

PubMed:Control of maillard-type off-flavor development in ultrahigh-temperature-processed bovine milk by phenolic chemistry.

J-Stage:Change in Mutagenic Activity of Genistein after a Nitrite Treatment

PubMed:Dietary flavonoids: bioavailability, metabolic effects, and safety.

PubMed:Isoflavone transformation during soybean koji preparation and subsequent miso fermentation supplemented with ethanol and NaCl.

Notes:

an isoflavonoid derived from soy products. it inhibits protein-tyrosine kinase and topoisomerase-ii (dna topoisomerases, type ii); activity and is used as an antineoplastic and antitumor agent. experimentally, it has been shown to induce g2 phase arrest in human and murine cell lines and inhibits protein-tyrosine kinase. Genistein is a phenolic compound belonging to the isoflavonoid group. Isoflavonoids are found mainly in soybean. Genistein and daidzein (an other isoflavonoid) represent the major phytochemicals found in this plant. Health benefits (e.g. reduced risk for certain cancers and diseases of old age) associated to soya products consumption have been observed in East Asian populations and several epidemiological studies. This association has been linked to the action of isoflavonoids. With a chemical structure similar to the hormone 17-b-estradiol, soy isoflavones are able to interact with the estrogen receptor. They also possess numerous biological activities. (PMID: 15540649)

genistein 4',5,7-trihydroxyisoflavone

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genistein
4',5,7-trihydroxyisoflavone