2-Benzal-4-hydroxyacetophenone

Names

[ Name ]:
2-Benzal-4-hydroxyacetophenone

[Synonym ]:
MFCD00016484
2-BENZAL-4'-HYDROXYACETOPHENONE
BENZYLIDENE-4'-HYDROXYACETOPHENONE
4'-HYDROXYCHALCONE
HYDROXYCHALCONE,4'
4′-Hydroxychalcone
1-(4-Hydroxyphenyl)-3-phenylprop-2-en-1-one
2-Benzylidene-4'-hydroxyacetophenone

Biological Activity

[Description]:

4'-Hydroxychalcone, a chalcone isolated from licorice root, with hepatoprotective activity. 4'-Hydroxychalcone inhibits TNFα-induced NF-κB activation via proteasome inhibition. 4'-Hydroxychalcone induces a rapid potassium release from mitochondrial vesicles and causes deterioration of respiratory control and oxidative phosphorylation of isolated rat liver mitochondria[1][2][3].

[Related Catalog]:

Research Areas >> Others

Signaling Pathways >> Others >> Others

[References]

[1]. Inoue B, et al. The effects of echinatin and its related compounds on the mitochondrial energy transfer reaction. J Toxicol Sci. 1982 Nov;7(4):245-54.

[2]. Ali Reza, et al. Hepatoprotective activity of phloretin and hydroxychalcones against Acetaminophen Induced hepatotoxicity in mice. Iranian Journal of Pharmaceutical Sciences. 2011 Jan; 7(2).

[3]. Orlikova B, et al. The aromatic ketone 4'-hydroxychalcone inhibits TNFα-induced NF-κB activation via proteasome inhibition. Biochem Pharmacol. 2011 Sep 15;82(6):620-31.

Chemical & Physical Properties

[ Density]:
1.191 g/cm3

[ Boiling Point ]:
419.6ºC at 760 mmHg

[ Melting Point ]:
174-178 °C

[ Molecular Formula ]:
C₁₅H₁₂O₂

[ Molecular Weight ]:
224.25500

[ Flash Point ]:
179.1ºC

[ Exact Mass ]:
224.08400

[ PSA ]:
37.30000

[ LogP ]:
3.28830

[ Vapour Pressure ]:
1.23E-07mmHg at 25°C

[ Index of Refraction ]:
1.653

MSDS

Click to get detail MSDS

Safety Information

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S37/39-S26

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds

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