G6649

Genistein

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

• Synonyme(s) : 4′,5,7-Trihydroxyisoflavone, 5,7-Dihydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
• Formule empirique (notation de Hill): C₁₅H₁₀O₅
• Numéro CAS: 446-72-0
• Poids moléculaire : 270.24
• Numéro Beilstein : 263823
• Numéro CE : 207-174-9
• Numéro MDL: MFCD00016952
• Code UNSPSC : 12352200
• ID de substance PubChem : 24278036
• Nomenclature NACRES : NA.77

Propriétés

• product name: Genistein, synthetic, ≥98% (HPLC), powder
• Source biologique: synthetic
• Niveau de qualité: 200
• Pureté: ≥98% (HPLC)
• Forme: powder
• Couleur: off-white to yellow
• Pf: 297.0-298.0 °C
• Solubilité: DMSO: soluble; ethanol: soluble
• Température de stockage: −20°C
• Chaîne SMILES: 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
• Clé InChI: TZBJGXHYKVUXJN-UHFFFAOYSA-N
• Informations sur le gène: human ... AKT1(207) , CYP19A1(1588) , EGFR(1956) , ESR1(2099) , ESR2(2100) ; mouse ... Esr1(13982) , Hexa(15211) ; rat ... Adora1(29290) , Adora2a(25369) , Ar(24208)

Description

Description générale

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

Application

Genistein has been used:

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

Actions biochimiques/physiologiques

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.

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.

Caractéristiques et avantages

This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

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.

Notes préparatoires

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

Informations sur la sécurité

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H302
• Conseils de prudence: P264 - P270 - P301 + P312 - P501
• Classification des risques: Acute Tox. 4 Oral
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Faceshields, Gloves, type N95 (US)