| Identification | More | [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 | [EINECS(EC#)]
-0 | [Molecular Formula]
C15H10O5 | [MDL Number]
MFCD00017459 | [Molecular Weight]
270.24 | [MOL File]
491-67-8.mol |
| Chemical Properties | Back Directory | [Appearance]
Yellow Crystalline Solid | [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. ]
2-8°C
| [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Yellow solid | [pka]
6.31±0.40(Predicted) | [color ]
Yellow or yellow-green | [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 | [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 Data | Back Directory | [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 | Back Directory | [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]
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. | [Uses]
inhibitor of lipoxidase and leukotriene biosynthesis | [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. | [storage]
4°C, protect from light | [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 |
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