Baicalein Chemical Properties

Melting point:

256-271 °C (lit.)

Boiling point:

373.35°C (rough estimate)

Density 

1.3280 (rough estimate)

refractive index 

1.5000 (estimate)

storage temp. 

Keep in dark place,Sealed in dry,2-8°C

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Yellow solid

pka

6.31±0.40(Predicted)

color 

Yellow or yellow-green

Merck 

14,942

BRN 

272683

Stability:

Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 1 week.

InChIKey

FXNFHKRTJBSTCS-UHFFFAOYSA-N

LogP

3.310 (est)

CAS DataBase Reference

491-67-8(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-20/21/22

Safety Statements 

26-36

WGK Germany 

3

RTECS 

DJ3100898

Hazard Note 

Irritant

HS Code 

29329990

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Baicalein Usage And Synthesis

Description

Baicalein (491-67-8) is an inhibitor of protein tyrosine kinase in leukemia (CEM) cells. Induces cell cycle arrest and apoptosis.1?Originally reported as a selective inhibitor of 12-lipoxygenase, baicalein has since been shown to inhibit both 12-LO and 15-LO (IC50=0.64 μM for 12-LO and 1.6 μM for 15-LO).2 Baicalein displays anti-inflammatory activity and inhibits adjuvant-induced arthritis. Also inhibits prolyl oligopeptidase (IC50=36 μM).3

Chemical Properties

Yellow Crystalline Solid

Uses

Baicalein is a flavonoid originally isolated from the roots of Scutellaria baicalensis Georgi. Several different functions of baicalein have been reported. Platelet 12-lipoxygenase is inhibited by baicalein with an ID50 value of 0.12 μM, with minimal inhibition of platelet cyclooxygenase-1 (IC50 = 0.83 mM). Baicalein inhibits lipid peroxidation, as assessed by production of TBARS, with an IC50 value of 5 μM. In addition to these effects, baicalein may play a role in apoptosis, as the compound inhibits cell growth of three human hepatocellular carcinoma cell lines with IC50 values ranging from 17-70 μg/ml.

Uses

antiviral (HIV)

Uses

An inhibitor of 12-lipoxygenase, leukotriene biosynthesis and release of lysosomal enzymes. It also inhibits cellular Ca2+ uptake and mobilization and adjuvant-induced arthritis. Baicalein is the fl avonoid component of Nepalese and Sino-Japanese crude drugs.

Uses

inhibitor of lipoxidase and leukotriene biosynthesis

Uses

An inhibitor of Ca2+ uptake, 5-LO, and 12-LO

Definition

ChEBI: A trihydroxyflavone with the hydroxy groups at positions C-5, -6 and -7.

General Description

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

Biological Activity

Inhibitor of 5- and platelet 12-lipoxygenases (IC 50 values are 9.5 and 0.12 mM respectively). Also inhibits Raf-mediated MEK-1 phosphorylation in C6 rat glioma cells and induces G1 and G2 cell cycle arrest by decreasing cdk1, cdk2, cyclin D2 and cyclin A expression. Anti-inflammatory in vivo .

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.

References

1) Lee?et al. (2005),?Baicalein induced cell cycle arrest and apoptosis in human lung squamous carcinoma CH27 cells; Anticancer Res.,?25?959 2) Deschamps?et al. (2006),?Baicalein is a potent in vitro inhibitor against both reticulocyte 15-human and platelet 12-human lipoxygenases; Bioorg. Med. Chem.,?14?4295 3) Tarrago?et al. (2008),?Baicalin, a prodrug able to reach the CNS, is a prolyl oligopeptidase inhibitor; Bioorg. Med. Chem.,?16?7516

Baicalein(491-67-8)Related Product Information

• Riboflavin
• Theaflavin
• Isoflavone
• Curcumin
• Scutellarin
• 7-HYDROXYFLAVONE
• Emodin
• Chrysin
• FLAVONE
• ISOFLAVONES
• 5,6,7-TRIMETHOXYFLAVONE
• 6-METHOXYLUTEOLIN
• Wogonoside
• Wogonin
• SCUTELLAREIN
• Baicalin
• EUPATORIN-5-METHYL ETHER
• 3',5-DIHYDROXY-4',6,7-TRIMETHOXYFLAVONE