203987

Butein

A cell-permeable, reversible, substrate competitive, plant polyphenol that acts as a specific protein tyrosine kinase inhibitor.

• Sinónimos: Butein, 2ʹ,4ʹ,3,4-Tetrahydroxychalcone
• Fórmula empírica (notación de Hill): C₁₅H₁₂O₅
• Número de CAS: 487-52-5
• Peso molecular: 272.25
• MDL number: MFCD00017300
• UNSPSC Code: 12352200

Propiedades

• Quality Level: 100
• assay: ≥98% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: yellow
• solubility: DMSO: 10 mg/mL; methanol: soluble
• shipped in: ambient
• storage temp.: −20°C
• InChI: 1S/C15H12O5/c16-10-3-4-11(14(19)8-10)12(17)5-1-9-2-6-13(18)15(20)7-9/h1-8,16,18-20H/b5-1+
• InChI key: AYMYWHCQALZEGT-ORCRQEGFSA-N

Descripción

General description

A cell-permeable, reversible, substrate competitive, plant polyphenol that acts as a specific protein tyrosine kinase inhibitor. Potently inhibits the tyrosine kinase activity of the EGF receptor (IC₅₀ = 65 µM) and p60^c-src (IC₅₀ = 65 µM) The inhibition is competitive with respect to ATP and non-competitive with respect to the substrate. Butein is also a potent antioxidant and anti-inflammatory agent. Has been shown to inhibit glutathione reductase (GSH-RD) and rat liver glutathione S-transferase (GST; IC₅₀ = 9 µM). Reported to activate sirtuins and promote the survival of eukaryotic cells.

A cell-permeable, reversible, substrate competitive, plant polyphenol that acts as a specific protein tyrosine kinase inhibitor. Potently inhibits the tyrosine kinase activity of the EGF receptor (IC₅₀ = 65 µM) and p60^c-src (IC₅₀ = 65 µM). The inhibition is competitive with respect to ATP and non-competitive with respect to the substrate. Butein is also a potent antioxidant and anti-inflammatory agent. Has been shown to inhibit glutathione reductase and rat liver glutathione-S-transferase (IC₅₀ = 9 µM). Reported to activate sirtuins and promote the survival of eukaryotic cells.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
Tyrosine kinase activity of the EGF receptor

Product competes with ATP.

Reversible: yes

Target IC₅₀: 65 µM against tyrosine kinase activity of the EGF receptor

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 2 weeks at -20°C.

Other Notes

Howitz, K.T., et al. 2003. Nature425, 191.
Chan, S.C., et al. 1998. Planta Med.64, 153.
Yang, E.B., et al. 1998. Biochem. Biophys. Res. Commun. 245, 435.
Zhang, K., et al. 1997. Biochem. Pharmacol. 54, 1047.
Zhang, K., and Das, N.P. 1994. Biochem. Pharmacol. 47, 2063.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Información de seguridad

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable