Baicalein

Modify Date: 2024-01-02 17:05:47

Baicalein Structure
Baicalein structure
 Common Name Baicalein
CAS Number 491-67-8 Molecular Weight 270.237
Density 1.5±0.1 g/cm3 Boiling Point 575.9±50.0 °C at 760 mmHg
Molecular Formula C15H10O5 Melting Point 256-271 °C(lit.)
MSDS Chinese USA Flash Point 225.3±23.6 °C
Symbol GHS07
GHS07		 Signal Word Warning

 Use of Baicalein


Baicalein (5,6,7-Trihydroxyflavone) is a xanthine oxidase inhibitor with an IC50 value of 3.12 mM.

 Names

Name baicalein
Synonym More Synonyms

 Baicalein Biological Activity

Description Baicalein (5,6,7-Trihydroxyflavone) is a xanthine oxidase inhibitor with an IC50 value of 3.12 mM.
Related Catalog
Target

IC50: 3.12 mM (xanthine oxidase)[1]
In Vitro Baicalein suppresses mitogen induced T cell proliferation and cytokine secretion in vitro. Pre-treatment with baicalein significantly suppresses Con A or anti-CD3/CD28 mAb induced proliferation as well as cytokine secretion at 25 μM. Baicalein treatment induces DNA binding of NF-κB but inhibits thioredoxin activity in the nuclear compartment[2]. Baicalein suppresses proliferation, migration, and invasion of MDA-MB-231 cells in a time- and dose-dependent manner. Baicalein significantly decreases the expression of SATB1 in MDA-MB-231 cells. Baicalein also downregulates the expression of Wnt1 and β-catenin proteins and transcription level of Wnt/β-catenin-targeted genes[3].
In Vivo Baicalein suppresses induction of graft versus host disease but does not inhibit homeostatic proliferation of T-cells in mice. This observation clearly shows potent anti-inflammatory activity of baicalein in vivo[2]. Rats treated with baicalein are protected against an increase in heart to body weight ratio, plasma level of brain natriuretic peptides, intraventricular septum thickness, myocardial collagen volume of left ventricle (all P<0.05, respectively). The antifibrotic effects of baicalein are further illustrated by the suppressed expression of left ventricle pro-collagens I and III accompanied by the decreased expression of 12-lipoxygenase, and by reduced expression and activity of matrix metallopeptidase 9 and extracellular signal-regulated kinases. Baicalein can inhibit cardiac fibrosis in hypertensive rats[4].
Cell Assay MTT assay is conducted to evaluate the effect of baicalein on proliferation of breast cancer cells. MDA-MB-231 cells are routinely digested, collected, and then seeded in 96-well plates at a density of 8×103 cells/well. After incubation for 12-24 hours, cells are treated with 0, 20, 40, 60, 80, 100, and 120 μM baicalein according to their experimental grouping and then incubated at 37°C for 24, 48, and 72 hours[3].
Animal Admin Rats: Baicalein is suspended in 1% methylcellulose. Rats are treated with baicalein suspension via oral garvage. SHR and WKY rats are divided into 4 groups (n=8 per group): 12-week treatment with high-dose (200 mg/kg/day) or low-dose (50 mg/kg/day) group; and 4-week treatment with high-dose or low-dose group. The 12-week and 4-week negative control groups of SHR and WKY rats (n=8 per group) receive vehicle while positive control groups (Val group, n=8 per group) receive valsartan (20 mg/kg/day) for comparison[4]. Mice: To study the in vivo anti-inflammatory efficacy of baicalein, graft-versus-host disease (GVHD) model is used. Splenic lymphocytes from C57BL/6 mice are incubated with baicalein in vitro (25 μM, 4h) and adoptively transferred to immune-compromised Balb/c mice[2].
References

[1]. Shieh DE,et al. Antioxidant and free radical scavenging effects of baicalein, baicalin and wogonin. Anticancer Res. 2000 Sep-Oct;20(5A):2861-5.

[2]. Patwardhan RS, et al. Baicalein exhibits anti-inflammatory effects via inhibition of NF-κB transactivation. Biochem Pharmacol. 2016 May 15;108:75-89.

[3]. Ma X, et al. Baicalein suppresses metastasis of breast cancer cells by inhibiting EMT via downregulation of SATB1 and Wnt/β-catenin pathway.Drug Des Devel Ther. 2016 Apr 18;10:1419-41.

[4]. Kong EK, et al. A novel anti-fibrotic agent, baicalein, for the treatment of myocardial fibrosis in spontaneously hypertensiverats. Eur J Pharmacol. 2011 May 11;658(2-3):175-81.

 Chemical & Physical Properties

Density 1.5±0.1 g/cm3
Boiling Point 575.9±50.0 °C at 760 mmHg
Melting Point 256-271 °C(lit.)
Molecular Formula C15H10O5
Molecular Weight 270.237
Flash Point 225.3±23.6 °C
Exact Mass 270.052826
PSA 90.90000
LogP 3.31
Vapour Pressure 0.0±1.7 mmHg at 25°C
Index of Refraction 1.732
Storage condition 2-8°C

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H315-H319-H335
Precautionary Statements P261-P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xi: Irritant;
Risk Phrases R36/37/38
Safety Phrases S26-S36
RIDADR NONH for all modes of transport
WGK Germany 3
HS Code 2932999099

 Customs

HS Code 2932999099
Summary 2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Articles132

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In vitro sensitization of erythrocytes to programmed cell death following baicalein treatment.

Toxins (Basel.) 6(9) , 2771-86, (2014)

The polyphenolic flavonoid Baicalein has been shown to trigger suicidal death or apoptosis of tumor cells and is thus considered for the prevention and treatment of malignancy. Similar to apoptosis of...

 Synonyms

4H-1-BENZOPYRAN-4-ONE,5,6,7-TRIHYDROXY-2-PHENYL
Noroxylin
5,6,7-TRIHYDROXYFLAVONE
Baicalein
MFCD00017459
5,6,7-trihydroxy-2-phenyl-4H-chromen-4-one
Baicelein
Baicalin
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Related Compounds: More...
BAICALEIN
27462-75-5
baicalein
727409-30-5
6-Methoxybaicalein
480-11-5
baicalein phosphate
23615-79-4
7-O-Methylbaicalein
29550-13-8
Baicalein 6-glucoside
28279-72-3
BAICALEIN, MONOHYDRATE
352000-07-8
Baicalein-6-glucuronid
35990-03-5
Baicalein-7-O-glucoside
314041-17-3
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