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491-67-8

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Identification

Name
Baicalein
CAS
491-67-8
Synonyms
4H-1-BENZOPYRAN-4-ONE,5,6,7-TRIHYDROXY-2-PHENYL-
5,6,7-TRIHYDROXY-2-PHENYL-(4H)-1-BENZOPYRAN-4-ONE
5,6,7-TRIHYDROXYFLAVONE
5,6-dihydroxy-4-oxygen-2-phenyl-4h-1-benzopyran-7-beta-d-glucopyranose acid
BAICALEIN, 98+% BY HPLC
BAICALEIN4H-1-BENZOPYRAN-4-ONE,5,6,7-TRIHYDROXY-2-PHENYL-,
Baicalein std.
5,6,7-Trihydroxyflavone,97%
Baicaleine
Molecular Formula
C15H10O5
MDL Number
MFCD00017459
Molecular Weight
270.24
MOL File
491-67-8.mol

Chemical Properties

Appearance
Yellow Crystalline Solid
Melting point 
256-271 °C (lit.)
mp 
256-271 °C(lit.)

Boiling point 
373.35°C (rough estimate)
density 
1.3280 (rough estimate)
refractive index 
1.5000 (estimate)
storage temp. 
2-8°C

form 
Yellow solid
pka
6.31±0.40(Predicted)
Usage
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 flavonoid component of Nepalese and Sino-Japanese c
Merck 
14,942
BRN 
272683
InChIKey
FXNFHKRTJBSTCS-UHFFFAOYSA-N
CAS DataBase Reference
491-67-8(CAS DataBase Reference)

Safety Data

Hazard Codes 
Xi,Xn
Risk Statements 
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
Safety Statements 
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
WGK Germany 
3

RTECS 
DJ3100898
Hazard Note 
Irritant
HS Code 
29329900

Hazard Information

Chemical Properties
Yellow Crystalline Solid
Uses
inhibitor of lipoxidase and leukotriene biosynthesis
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
An inhibitor of Ca2+ uptake, 5-LO, and 12-LO
Uses
antiviral (HIV)
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.
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.

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