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465119

Sigma-Aldrich

Baicalein

98%

Synonym(s):

5,6,7-Trihydroxyflavone

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About This Item

Empirical Formula (Hill Notation):
C15H10O5
CAS Number:
491-67-8
Molecular Weight:
270.24
Beilstein:
272683
MDL number:
MFCD00017459
UNSPSC Code:
12352100
PubChem Substance ID:
24870246
NACRES:
NA.22

Quality Level

100

Assay

98%

form

solid

mp

256-271 °C (lit.)

functional group

ketone
phenyl

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

mouse ... Hexa(15211)
rat ... Alox15(81639) , Alox5(25290)

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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.

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCR0734
0000239789
0000195123
MKCS3854
MKCP3937

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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.
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
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
Nina M Høyland-Kroghsbo et al.
Proceedings of the National Academy of Sciences of the United States of America, 114(1), 131-135 (2016-11-17)
CRISPR-Cas are prokaryotic adaptive immune systems that provide protection against bacteriophage (phage) and other parasites. Little is known about how CRISPR-Cas systems are regulated, preventing prediction of phage dynamics in nature and manipulation of phage resistance in clinical settings. Here
D E Shieh et al.
Anticancer research, 20(5A), 2861-2865 (2000-11-04)
Xanthine oxidase inhibitors are known to be therapeutically useful for the treatment of hepatitis and brain tumor. Baicalein, baicalin and wogonin, isolated from Scutellaria rivularis, have been reported to exhibit a strong activity on xanthine oxidase inhibition. In this study
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