196322
Baicalein
A cell-permeable flavone that inhibits the activity of 12-lipoxygenase (IC50= 120 nM) and reverse transcriptase.
Synonyme(s) :
Baicalein, 5,6,7-Trihydroxyflavone
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A propos de cet article
Formule empirique (notation de Hill) :
C15H10O5
Numéro CAS:
Poids moléculaire :
270.24
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
solid
Storage condition:
OK to freeze
Service technique
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description
Merck USA index - 14, 942
assay
≥98% (HPLC)
form
solid
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze
color
yellow
solubility
DMSO: 20 mg/mL, acetone: soluble
shipped in
wet ice
storage temp.
−20°C
SMILES string
O1c2c(c(c(c(c2)O)O)O)C(=O)C=C1c3ccccc3
InChI
1S/C15H10O5/c16-9-6-11(8-4-2-1-3-5-8)20-12-7-10(17)14(18)15(19)13(9)12/h1-7,17-19H
InChI key
FXNFHKRTJBSTCS-UHFFFAOYSA-N
General description
A cell-permeable flavone that inhibits the activity of 12-lipoxygenase (IC50 = 120 nM) and reverse transcriptase. Protects cortical neurons from β-amyloid induced toxicity. Reduces leukotriene biosynthesis and inhibits the release of lysosomal enzymes. Also inhibits cellular Ca2+ uptake and mobilization, and adjuvant-induced arthritis. Reported to inhibit microsomal lipid peroxidation by forming an iron-baicalein complex. Inhibits topoisomerase II and induces cell death in hepatocellular carcinoma cell lines. Potentiates contractile responses to nerve stimulation. Inhibits protein tyrosine kinase and PMA-stimulated protein kinase C.
Biochem/physiol Actions
Primary Target
12-lipoxygenase
12-lipoxygenase
Product does not compete with ATP.
Reversible: no
Target IC50: 120 nM against 12-lipoxygenase
Cell permeable: yes
Preparation Note
Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 1 month at -20°C.
Other Notes
Leabeau, A., et al. 2001. Neuroreport12, 2199.
Gao, D., et al. 1996. Biochem. Mol. Biol. Int. 39, 215.
Matsuzaki, Y., et al. 1996. Jpn. J. Cancer Res. 87, 170.
Huang, H.C., et al. 1994. Eur. J. Pharmacol. 268, 73.
Butenko, I.G., et al. 1993. Agents Actions 39, C49.
Abe, K., et al. 1990. Chem. Pharm. Bull.38, 209.
Kimura, Y., et al. 1987. Biochim. Biophys. Acta922, 278.
Sekiya, K., and Okuda, H. 1982. Biochem. Biophys. Res. Commun.105, 1090.
Gao, D., et al. 1996. Biochem. Mol. Biol. Int. 39, 215.
Matsuzaki, Y., et al. 1996. Jpn. J. Cancer Res. 87, 170.
Huang, H.C., et al. 1994. Eur. J. Pharmacol. 268, 73.
Butenko, I.G., et al. 1993. Agents Actions 39, C49.
Abe, K., et al. 1990. Chem. Pharm. Bull.38, 209.
Kimura, Y., et al. 1987. Biochim. Biophys. Acta922, 278.
Sekiya, K., and Okuda, H. 1982. Biochem. Biophys. Res. Commun.105, 1090.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Irritant (B)
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Classe de stockage
11 - Combustible Solids
flash_point_f
Not applicable
flash_point_c
Not applicable
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