Skip to Content
Merck
CN
All Photos(1)

Key Documents

196322

Sigma-Aldrich

Baicalein

A cell-permeable flavone that inhibits the activity of 12-lipoxygenase (IC₅₀= 120 nM) and reverse transcriptase.

Synonym(s):

Baicalein, 5,6,7-Trihydroxyflavone

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C15H10O5
CAS Number:
491-67-8
Molecular Weight:
270.24
MDL number:
MFCD00017459
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

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.
A cell-permeable flavone that inhibits the activity of 12-lipoxygenase (IC50 = 120 nM) and reverse transcriptase. Reduces leukotriene biosynthesis and the release of lysosomal enzymes. Also inhibits cellular Ca2+ uptake and mobilization, and adjuvant-induces arthritis. Potentiates contractile responses to nerve stimulation. Inhibits protein tyrosine kinase and PMA-stimulated PKC.

Biochem/physiol Actions

Cell permeable: yes
Primary Target
12-lipoxygenase
Product does not compete with ATP.
Reversible: no
Target IC50: 120 nM against 12-lipoxygenase

Warning

Toxicity: Irritant (B)

Reconstitution

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.

Legal Information

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

Storage Class Code

11 - Combustible Solids

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Ichitaro Abe et al.
Developmental cell, 57(23), 2623-2637 (2022-12-07)
De novo beige adipocyte biogenesis involves the proliferation of progenitor cells in white adipose tissue (WAT); however, what regulates this process remains unclear. Here, we report that in mouse models but also in human tissues, WAT lipolysis-derived linoleic acid triggers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service