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Baicalein

CAS No.
491-67-8
Chemical Name:
Baicalein
Synonyms
5,6,7-trihydroxy-2-phenyl-4H-chroMen-4-one;Baicelein;5,6,7-Trihydroxyflavone,97%;BaicaL;Noroxylin;Baicalein;Baicaleine;Baicalein 98%;Baicalein std.;Baicalein (6CI)
CBNumber:
CB0738154
Molecular Formula:
C15H10O5
Molecular Weight:
270.24
MDL Number:
MFCD00017459
MOL File:
491-67-8.mol
MSDS File:
SDS
Last updated:2024-03-28 16:55:20

Baicalein 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)
FDA UNII 49QAH60606

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P280a-P304+P340-P305+P351+P338-P405-P501a-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
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
NFPA 704
1
2 0

Baicalein price More Price(51)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 465119 Baicalein 98% 491-67-8 100mg $49.9 2024-03-01 Buy
Sigma-Aldrich 196322 Baicalein 491-67-8 10mg $172 2024-03-01 Buy
TCI Chemical T2721 Baicalein >98.0%(T) 491-67-8 1g $188 2024-03-01 Buy
TCI Chemical T2721 Baicalein >98.0%(T) 491-67-8 5g $469 2024-03-01 Buy
Alfa Aesar L14185 5,6,7-Trihydroxyflavone, 97% 491-67-8 100mg $38.65 2024-03-01 Buy
Product number Packaging Price Buy
465119 100mg $49.9 Buy
196322 10mg $172 Buy
T2721 1g $188 Buy
T2721 5g $469 Buy
L14185 100mg $38.65 Buy

Baicalein Chemical Properties,Uses,Production

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 Ca2+ uptake, 5-LO, and 12-LO

Uses

inhibitor of lipoxidase and leukotriene biosynthesis

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.

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

21967-41-9
491-67-8
Synthesis of Baicalein from Baicalin
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View Lastest Price from Baicalein manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Baicalein pictures 2024-04-11 Baicalein
491-67-8
US $0.00 / kg 1kg 99.8% 1000 kg BINBO BIOLOGICAL CO.,LTD
Scutellaria Baicalensis Extract   Baicalein 98% pictures 2024-04-09 Scutellaria Baicalensis Extract Baicalein 98%
491-67-8
US $365.00 / kg 1kg 98%,95%, 90%50% 1000 Changsha Staherb Natural Ingredients Co., Ltd.
Baicalein pictures 2024-04-09 Baicalein
491-67-8
US $0.00-0.00 / kg 1kg 98% 1000kg Changsha Staherb Natural Ingredients Co., Ltd.
  • Baicalein pictures
  • Baicalein
    491-67-8
  • US $0.00 / kg
  • 99.8%
  • BINBO BIOLOGICAL CO.,LTD
  • Baicalein pictures
  • Baicalein
    491-67-8
  • US $0.00-0.00 / kg
  • 98%
  • Changsha Staherb Natural Ingredients Co., Ltd.

Baicalein Spectrum

BAICALEIN(SH)NOW RG GRADE Baicalein, monohydrate, 5,6,7-Trihydroxy-2-phenyl-4H-chromen-4-one monohydrate Noroxylin Baicalein 98% 5,6,7-trihydroxy-2-phenyl-4-chromenone hydrate Baicaleine Baicalein 5,6,7-trihydroxy-2-phenyl-chromen-4-one hydrate 5,6,7-trihydroxy-2-phenylchromen-4-one hydrate 5,6,7-trihydroxy-2-phenyl-chromone hydrate Bupleurum distillates 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 BAICALEIN, 98+% BY HPLC BAICALEIN4H-1-BENZOPYRAN-4-ONE,5,6,7-TRIHYDROXY-2-PHENYL-, Baicalein std. Nano Liposomal Baicalein Baicalein, 98%, from Scutellaria baicalensis Georgi BaicaL Baicalein - CAS 491-67-8 - Calbiochem Baicalein 491-67-8 5,6,7-trihydroxy-2-phenyl-1-benzopyran-4-one hydrate Baicalein NanoEmulsion, Water-Soluble Baicalein, Liposomal Baicalein Baicalein Standard Baicalein USP/EP/BP Baicalein (10mM in DMSO) Baicalein / Noroxylin Scutellaria Baicalensis Extract Baicalein 98% 5,6,7-trihydroxy-2-phenylchromen-4-one Baicelein 5,6,7-trihydroxy-2-phenyl-4H-chroMen-4-one 5,6,7-Trihydroxyflavone,97% Baicalein (6CI) 491-67-8 C15H10O5H2O C15H10O5xH2O The flavonoid component of Nepalese and Sino-Japanese crude drugs Enzyme Inhibitors Enzyme Inhibitors by Type Enzymes, Inhibitors, and Substrates Phytoestrogens Other Biochemicals and Reagents BioChemical Chemopreventive Agents Cancer Research API Aromatics Heterocycles chemical reagent pharmaceutical intermediate phytochemical reference standards from Chinese medicinal herbs (TCM). standardized herbal extract natural product Tri-substituted Flavones Inhibitors