G6776

Genistein

From Glycine max (soybean), ~98% (HPLC), tyrosine protein kinase inhibitor, powder

• Synonym(s): 4′,5,7-Trihydroxyisoflavone, 5,7-Dihydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
• Empirical Formula (Hill Notation): C₁₅H₁₀O₅
• CAS Number: 446-72-0
• Molecular Weight: 270.24
• NACRES: NA.77
• PubChem Substance ID: 24895273
• UNSPSC Code: 12352200
• EC Number: 207-174-9
• MDL number: MFCD00016952
• Beilstein/REAXYS Number: 263823
• Assay: ~98% (HPLC)
• Form: powder

Properties

• Product Name: Genistein, from Glycine max (soybean), ~98% (HPLC)
• biological source: Glycine max (soybean)
• Quality Segment: 200
• assay: ~98% (HPLC)
• form: powder
• mp: >280 °C
• solubility: DMSO: soluble, ethanol: soluble
• storage temp.: −20°C
• SMILES string: 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
• InChI key: TZBJGXHYKVUXJN-UHFFFAOYSA-N
• 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)

Description

General description

Genistein is a nutraceutical isoflavnoid from soybean[1] and is a phytoestrogen.[2] It is derived from genistin.[3]

Application

Genistein has been used:

• as an anticancer agent to test its cytotoxicity in cervix adenocarcinoma cells[1]
• as a polyphenol to test its effect on reactive oxygen species in mitochondria from sperm[4]
• to test its radical scavenging effect on the UV irradiated in dermal and keloid fibroblasts[5]

Biochem/physiol Actions

Genistein has antioxidant functionality and is effective in quenching reactive oxygen species.[5] It is beneficial to human health.[2]

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

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

Safety Information

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