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

Baicalein (CAS 491-67-8)

Baicalein | CAS 491-67-8 is rated 5.0 out of 5 by 1.
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Synonym: 5,6,7-Trihydroxyflavone
Application: An inhibitor of Ca2+ uptake, 5-LO, and 12-LO
CAS Number: 491-67-8
Purity: ≥95%
Molecular Weight: 270.23
Molecular Formula: C15H10O5
* Refer to Certificate of Analysis for lot specific data (including water content).
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Baicalein is a cell-permeable flavone, originally isolated from the roots of Scutellaria baicalensis, that inhibits cellular Ca2+ uptake, calcium mobilization, and adjuvant-induced arthritis. Baicalein has been shown to inhibit platelet 5-LO (5-lipoxygenase) (IC50=9.5 mM) and 12-LO (12-lipoxygenases) (IC50=0.12 mM) and reverse transcriptase. Baicalein reduces leukotriene biosynthesis and inhibits the release of lysosomal enzymes. Baicalein is a potent anti-inflammatory and anti-tumor agent, and it blocks PREP (prolyl oligopeptidase). Baicalein induces the S-phase arrest and apoptosis in proliferation of human lung squamous carcinoma CH27 cells. The declining expression of cdk1, cdk2, cyclin D2 and cyclin A by Baicalein resulted in the G1 and G2 cell cycle arrest in C6 rat glioma cells. Baicalein has anti-thrombotic, antiproliferative and anti-mitogenic effects. Baicalein inhibits protein tyrosine kinase in leukemia (CEM) cells and PMA-stimulated PKC (protein kinase C). Baicalein is an inhibitor of 15-LO and CYP2C9.


References

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2. Kimura, Y., et al. 1987. Biochim. Biophys. Acta. 922: 278-286. PMID: 2825795
3. Hsu, S.L., et al. 2001. Eur. J. Pharmacol. 425: 165-171. PMID: 11513834
4. Shen, Y.C., et al. 2003. Eur. J. Pharmacol. 465: 171-181. PMID: 12650847
5. Lee, H.Z., et al. 2005. Anticancer Res. 25: 959-964. PMID: 15868934
6. Huang, Y., et al. 2005. Curr Drug Targets Cardiovasc Haematol Disord. 5: 177-184. PMID: 15853750
7. Deschamps, J.D., et al. 2006. Bioorg. Med. Chem. 14: 4295-4301. PMID: 16500106
8. Lin, H.Y., et al. 2007. Biochim. Biophys. Acta. 1773: 1073-1086. PMID: 17532486
9. Tarragó, T., et al. 2008. Bioorg. Med. Chem. 16: 7516-7524. PMID: 18650094

Physical State :
Solid
Derived From :
Scutellaria baicalensis
Solubility :
Soluble in alcohol, methanol, ether, acetone, ethyl acetate, hot glacial acetic acid, dilute sodium hydroxide, and DMSO (50 mM). Insoluble in water.
Storage :
Store at -20° C
Melting Point :
256-271° C (lit.)
Boiling Point :
525.9-625.9° C at 760 mmHg (Predicted)
Density :
1.5 g/cm3 (Predicted)
Refractive Index :
n20D 1.73
IC50 :
platelet 5-lipoxygenase: IC50 = 9.5 mM; 12-lipoxygenases: IC50 = 0.12 mM; Arachidonate 12-lipoxygenase: IC50 = 15 nM; lipid peroxidation: IC50 = 5 µM
Ki Data :
Cytochrome P450 1B1: Ki= 260 nM; Cytochrome P450 1A1: Ki= 1220 nM; Lysine-specific demethylase : Ki= 4330 nM; Arachidonate 15-lipoxygenase: Ki= 600 nM; Arachidonate 12-lipoxygenase: Ki= 1600 nM
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
PubChem CID :
5281605
Merck Index :
14: 942
MDL Number :
MFCD00017459
Beilstein Registry :
272683
SMILES :
C1=CC=C(C=C1)C2=CC(=O)C3=C(C(=C(C=C3O2)O)O)O

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Baicalein  Product Citations

See how others have used Baicalein. Click on the entry to view the PubMed entry .

Citations 1 to 6 of 6 total

PMID: # 27414207  Pan, Q. et al. 2016. DNA Cell Biol.

PMID: # 27489195  Sak, K. et al. 2016. Food Funct. 7: 3815-24.

PMID: # 25519209  Wu, K. et al. 2015. Ren Fail. 37: 285-91.

PMID: # 25362112  Wang, AW. et al. 2015. Am. J. Hypertens. 28: 518-26.

PMID: # 24248985  Song, L. et al. 2014. Apoptosis. 19: 567-80.

PMID: # 22155783  Yeung, J. et al. 2012. Mol. Pharmacol. 81: 420-30.

Citations 1 to 6 of 6 total
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Rated 5 out of 5 by from Tarrago et al Tarrago et al. (PubMed ID 18650094) found that Baicalein crossed the blood-brain barrier and gastrointestinal tract and inhibited prolyl oligopeptidase. -SCBT Publication Review
Date published: 2015-01-08
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