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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/REAXYS Number:
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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCP3937
MKCL8512
MKCJ0351
MKCG4580
MKCC6856

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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
Yefei Zhou et al.
Poultry science, 98(7), 2790-2799 (2019-02-20)
Baicalein, the main flavonoid extracted from the root of Scutellaria baicalensis Georgi, has been demonstrated to exert multiple pharmacological effects, and thus could be utilized as a potential feed additive in broiler chickens. This study evaluated the effects of broiler
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
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
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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