2-Hydroxychalcone

Names

[ CAS No. ]:
644-78-0

[ Name ]:
2-Hydroxychalcone

[Synonym ]:
3-(2-hydroxyphenyl)-1-phenylprop-2-en-1-one
EINECS 211-422-1
MFCD00016449

Biological Activity

[Description]:

2-hydroxychalcone, a natural flavonoid, is a potent antioxidant, inhibiting lipid peroxidation. 2-Hydroxychalcone induces apoptosis by Bcl-2 downregulation. 2-Hydroxychalcone inhibits the activation of NF-kB[1][2][3].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Bcl-2 Family

Signaling Pathways >> Apoptosis >> Apoptosis

Research Areas >> Cancer

Research Areas >> Metabolic Disease

[In Vitro]

2-Hydroxychalcone inhibits invasion of triple negative breast cancer cells[1]. 2-hydroxychalcone inhibits the adhesion of peripheral neutrophils to the endothelial cell monolayers by inhibiting the expression of ICAM-1, VCAM-1, and E-selectin in a concentration-dependent manner[2].

[References]

[1]. Sun Young Kim, et al. 2-Hydroxychalcone and Xanthohumol Inhibit Invasion of Triple Negative Breast Cancer Cells. Chem Biol Interact. 2013 May 25;203(3):565-72.

[2]. B Madan, et al. 2'-hydroxychalcone Inhibits Nuclear factor-kappaB and Blocks Tumor Necrosis Factor-Alpha- And Lipopolysaccharide-Induced Adhesion of Neutrophils to Human Umbilical Vein Endothelial Cells. Mol Pharmacol. 2000 Sep;58(3):526-34.

[3]. BABITA MADAN, et al. 2-Hydroxychalcone Inhibits Nuclear Factor-kB and Blocks Tumor Necrosis Factor-a- and Lipopolysaccharide-Induced Adhesion of Neutrophils to Human Umbilical Vein Endothelial Cells. Mol Pharmacol 58:526–534, 2000.

Chemical & Physical Properties

[ Density]:
1.191g/cm3

[ Boiling Point ]:
396.566ºC at 760 mmHg

[ Melting Point ]:
144-150ºC(lit.)

[ Molecular Formula ]:
C₁₅H₁₂O₂

[ Molecular Weight ]:
224.25500

[ Flash Point ]:
169.35ºC

[ Exact Mass ]:
224.08400

[ PSA ]:
37.30000

[ LogP ]:
3.28830

[ Index of Refraction ]:
1.654

MSDS

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Safety Information

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36

[ WGK Germany ]:
3

[ HS Code ]:
2914501900

Synthetic Route

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Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2914501900

[ Summary ]:
2914501900 other ketone-phenols。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:5.5%。General tariff:30.0%