465119

Sigma-Aldrich

Baicalein

98%

Synonym(s):
5,6,7-Trihydroxyflavone
Empirical Formula (Hill Notation):
C15H10O5
CAS Number:
Molecular Weight:
270.24
Beilstein/REAXYS Number:
272683
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

mp

256-271 °C (lit.)

SMILES string

Oc1cc2OC(=CC(=O)c2c(O)c1O)c3ccccc3

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

Gene Information

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General description

Baicalein, a flavonoid, is a xanthine oxidase inhibitor. Anti-inflammatory effects of baicalein in peripheral human leukocytes has been studied.

Application

Baicalein was used in a study to investigate the in vitro quantitative inhibition of lipoxygenase.

Packaging

100, 500 mg in amber glass bottle

Biochem/physiol Actions

The flavonoid component of Nepalese and Sino-Japanese crude drugs. Baicalein, a major flavone of Scutellariae baicalensis, inhibits the 12-lipoxygenase (12-LOX) pathway of arachidonic acid metabolism, which inhibits cancer cell proliferation and induces apoptosis.

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 465119.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

Wujun Dong et al.
Acta pharmaceutica Sinica. B, 10(8), 1576-1585 (2020-09-24)
Efficient mucosal delivery remains a major challenge for the reason of the respiratory tract mucus act as a formidable barrier to nanocarriers by trapping and clearing foreign particulates. The surface property of nanoparticles determines their retention and penetration ability within...
Wei-Tien Chang et al.
The American journal of Chinese medicine, 41(2), 315-331 (2013-04-04)
Previous studies suggest baicalein, in addition to its antioxidant effects, protects against hypoxia/reoxygenation injury via its pro-oxidant properties. We hypothesize that a brief period of baicalein treatment prior to ischemia/reperfusion (I/R) may trigger preconditioning protection via a mitochondrial pro-oxidant mechanism....
Naheed Riaz et al.
Phytochemistry, 65(8), 1129-1135 (2004-04-28)
Paeoninol and paeonin C, oligostilbene and monoterpene galactoside, have been isolated from the methanolic extract of the fruits of Paeonia emodi. Their structures have been assigned on the basis of spectral analysis including 1D and 2D NMR techniques. In addition...
Miklós Poór et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 83, 998-1005 (2016-10-25)
Dietary flavonoids are abundant in the Plant Kingdom and they are extensively studied because of their manifold pharmacological activities. Recent studies highlighted that cell cycle arrest plays a key role in their antiproliferative effect in different tumor cells. However, structure-activity...
Yuh-Chiang Shen et al.
European journal of pharmacology, 465(1-2), 171-181 (2003-03-26)
To evaluate the possible mechanisms responsible for the anti-inflammatory effects of baicalin or baicalein, phorbol-12-myristate-13-acetate (PMA)- or N-formyl-methionyl-leucyl-phenylalanine (fMLP)-activated inflammatory responses of peripheral human leukocytes were studied. Both baicalin and baicalein diminished fMLP- or PMA-induced reactive oxygen intermediates production in...
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