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Baicalein

  • CasNo.:491-67-8
  • Purity:
  • Content:
  • MF:C15H10O5
  • Packing:
  • MW:270.241
  • Apply:
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Cosmetics Grade Baicalein 491-67-8 For Sale with Good Price

  • Molecular Formula:C15H10O5
  • Molecular Weight:270.241
  • Appearance/Colour:Yellow crystalline solid 
  • Vapor Pressure:8.55E-18mmHg at 25°C 
  • Melting Point:256-271 °C(lit.) 
  • Refractive Index:1.5000 (estimate) 
  • Boiling Point:575.932 °C at 760 mmHg 
  • PKA:6.31±0.40(Predicted) 
  • Flash Point:225.257 °C 
  • PSA:90.90000 
  • Density:1.548 g/cm3 
  • LogP:2.57680 

Baicalein(Cas 491-67-8) Usage

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.

General Description

Baicalein is a flavonoid compound with potential inhibitory activity against HIV-1 integrase, targeting both the enzyme's active site and its interaction with LEDGF/p75, which may contribute to its role as an antiviral agent by disrupting viral DNA integration into the host genome.

Definition

ChEBI: A trihydroxyflavone with the hydroxy groups at positions C-5, -6 and -7.

InChI:InChI=1/C15H10O5.H2O/c16-9-6-11(8-4-2-1-3-5-8)20-12-7-10(17)14(18)15(19)13(9)12;/h1-7,17-19H;1H2

491-67-8 Relevant articles

Enzyme-polysaccharide interaction and its influence on enzyme activity and stability

Li, Jian,Jiang, Zhongyi,Wu, Hong,Liang, Yanpeng,Zhang, Yufei,Liu, Jiaxian

, p. 160 - 166 (2010)

An attempt was made to probe and elucida...

-

Gella et al.

, (1972)

-

ADDITIONAL FLAVONOIDS FROM ELICITOR-TREATED CELL CULTURES OF CEPHALOCEREUS SENILIS

Liu, Qin,Dixon, Richard A.,Mabry, Tom J.

, p. 167 - 170 (1993)

Five major flavonoids induced by chitin ...

Investigation on the inclusion behaviour of baicalein with β-cyclodextrin and derivatives and their antioxidant ability study

Chao, Jianbin,Su, Jian,Li, Jinxia,Zhao, Wei,Huang, Shuping,Du, Rui

, p. 644 - 653 (2011)

The formation of the complexes of baical...

Biotransformation of Chrysin to Baicalein: Selective C6-Hydroxylation of 5,7-Dihydroxyflavone Using Whole Yeast Cells Stably Expressing Human CYP1A1 Enzyme

Williams, Ibidapo S.,Chib, Shifali,Nuthakki, Vijay K.,Gatchie, Linda,Joshi, Prashant,Narkhede, Niteen A.,Vishwakarma, Ram A.,Bharate, Sandip B.,Saran, Saurabh,Chaudhuri, Bhabatosh

, p. 7440 - 7446 (2017)

Naturally occurring polyphenolic compoun...

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Hosozawa et al.

, p. 2362 (1972)

-

-

Litvinenko,Denikeeva

, (1971)

-

Flavonoid derivative as well as preparation method and identification method thereof

-

Paragraph 0078; 0079; 0080; 0088; 0100; 0110; 0120; 0129, (2019/02/17)

The invention discloses a flavonoid deri...

Oxidation of Flavone, 5-Hydroxyflavone, and 5,7-Dihydroxyflavone to Mono-, Di-, and Tri-Hydroxyflavones by Human Cytochrome P450 Enzymes

Nagayoshi, Haruna,Murayama, Norie,Kakimoto, Kensaku,Tsujino, Masaki,Takenaka, Shigeo,Katahira, Jun,Lim, Young-Ran,Kim, Donghak,Yamazaki, Hiroshi,Komori, Masayuki,Guengerich, F. Peter,Shimada, Tsutomu

, p. 1268 - 1280 (2019/05/07)

Biologically active plant flavonoids, in...

Anti-angiogenic and anticancer effects of baicalein derivatives based on transgenic zebrafish model

Jiang, Xueyang,Zhou, Junting,Lin, Qinghua,Gong, Guiyi,Sun, Haopeng,Liu, Wenyuan,Guo, Qinglong,Feng, Feng,Qu, Wei

supporting information, p. 4481 - 4492 (2018/08/11)

Angiogenesis leads to tumor neovasculari...

Synthesis of oroxylin A starting from naturally abundant baicalin

Fujita, Rie,Hanaya, Kengo,Higashibayashi, Shuhei,Sugai, Takeshi

, p. 1165 - 1174 (2019/07/31)

– A new approach to oroxylin A, a monome...

491-67-8 Process route

baicalin
21967-41-9,27462-75-5,31564-28-0

baicalin

5,6,7-trihydroxy-2-phenyl-4H-1-benzopyran-4-one
491-67-8

5,6,7-trihydroxy-2-phenyl-4H-1-benzopyran-4-one

Conditions
Conditions Yield
With sulfuric acid; water; at 20 ℃; for 0.166667h;
93%
With sulfuric acid; In water; at 90 ℃; for 0.0833333h;
71.9%
With sulfuric acid; at 90 ℃; for 0.166667h;
29.3%
With hydrogenchloride; In ethanol; water; for 48h; Inert atmosphere; Reflux;
19%
With sulfuric acid; In ethanol; at 100 ℃; for 8h; Inert atmosphere;
10.3%
hydrolysis with β-glucuronidase;
With sulfuric acid; water; for 3h;
baicalin; With sodium sulfite; Sodium carboxymethylcellulose; at 37 ℃; for 0.25h; pH=7; aq. buffer; Enzymatic reaction;
With β-D-glucuronidase; at 37 ℃; pH=7; aq. buffer;
baicalin; With sulfuric acid; aluminium(III) chloride hexahydrate; calcium chloride; In ethanol; glycerol; at 90 ℃; for 16h;
With phosphoric acid; In ethanol; glycerol; for 0.333333h; Sonication;
5.6 g
With choline chloride; urea; In aq. buffer; at 40 ℃; for 2h; pH=5; Temperature; pH-value; Solvent; Enzymatic reaction;
With hydrogenchloride; acetic acid; potassium hydroxide; In water; at 90 ℃; for 24h;
2.18 g
With sulfuric acid; water; at 121 ℃; for 0.666667h; Temperature; Time;
Baicalin methyl ester
82475-03-4

Baicalin methyl ester

5,6,7-trihydroxy-2-phenyl-4H-1-benzopyran-4-one
491-67-8

5,6,7-trihydroxy-2-phenyl-4H-1-benzopyran-4-one

Conditions
Conditions Yield
With sulfuric acid; In ethanol; water; at 95 ℃; for 8.5h; Inert atmosphere;
97%
With hydrogenchloride; In ethanol; at 85 ℃; for 12h; Temperature; Reagent/catalyst; Inert atmosphere;
91.8%

491-67-8 Upstream products

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    6,7-dihydroxy-5-methoxyflavone

  • 632-85-9
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    wogonin

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    3316-54-9

    7-hydroxy-5,8-dimethoxyflavone

  • 973-67-1
    973-67-1

    5,6,7-trimethoxyflavone

491-67-8 Downstream products

  • 973-67-1
    973-67-1

    5,6,7-trimethoxyflavone

  • 67047-05-6
    67047-05-6

    4-oxo-2-phenyl-4H-1-benzopyran-5,6,7-triyl triacetate

  • 740-33-0
    740-33-0

    mosloflavone

  • 137231-89-1
    137231-89-1

    (2R,3R)-10-Hydroxy-3-(4-hydroxy-3-methoxy-phenyl)-2-hydroxymethyl-7-phenyl-2,3-dihydro-1,4,8-trioxa-phenanthren-5-one

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