203987
Butein
A cell-permeable, reversible, substrate competitive, plant polyphenol that acts as a specific protein tyrosine kinase inhibitor.
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Synonym(s):
Butein, 2ʹ,4ʹ,3,4-Tetrahydroxychalcone
Empirical Formula (Hill Notation):
C15H12O5
Recommended Products
Quality Level
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
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 p60c-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 p60c-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
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.
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
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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