G6649

Genistein

≥98% (HPLC), powder, tyrosine protein kinase inhibitor

• Sinonimo/i: 4′,5,7-Trihydroxyisoflavone, 5,7-Dihydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
• Formula empirica (notazione di Hill): C₁₅H₁₀O₅
• Numero CAS: 446-72-0
• Peso molecolare: 270.24
• NACRES: NA.77
• PubChem Substance ID: 24278036
• UNSPSC Code: 12352200
• EC Number: 207-174-9
• MDL number: MFCD00016952
• Beilstein/REAXYS Number: 263823

Proprietà

• Nome del prodotto: Genistein, synthetic, ≥98% (HPLC), powder
• InChI key: TZBJGXHYKVUXJN-UHFFFAOYSA-N
• 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
• SMILES string: Oc1ccc(cc1)C2=COc3cc(O)cc(O)c3C2=O
• biological source: synthetic
• assay: ≥98% (HPLC)
• form: powder
• color: off-white to yellow
• mp: 297.0-298.0 °C
• solubility: DMSO: soluble; ethanol: soluble
• storage temp.: −20°C
• Quality Level: 200
• 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)

Descrizione

Application

Genistein has been used:

• as a test compound to access its estrogeniic acivity[1]
• as an oestrogenic ligand to carry out identical reporter gene activation assays and also used to examine the binding of genistein to hERβ[2]
• as an endocytosis inhibitor to test the possible effect of endocytosed advanced glycation end - bovine serum albumin (AGE-BSA) on lysosomes[3]

Biochem/physiol Actions

Genistein is essential for plant-microbe interaction. It acts as a natural chemoprotectant and helps in preventing tumor progression and heart disorders. Genistein functionally shares estrogen′s action. It is useful in evaluating nutraceuticals and functional foods. Genistein exhibits antimicrobial action and can serve as a phytoalexin and phytoanticipin.[4]

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

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

General description

Genistein is an isoflavonoid present among Leguminosae family of plants. It is structurally similar to estrogen (estradiol-17β).[4]

Preparation Note

Genistein is soluble in DMSO and ethanol. It is also soluble in chlorform:methanol (1:1 (v:v), 10 mg/ml).

Informazioni sulla sicurezza

• pictograms: GHS07
• signalword: Warning
• hcodes: H302
• pcodes: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Classe di stoccaggio: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type N95 (US)