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3-Deoxysappanchalcone

Names

[ CAS No. ]:
112408-67-0

[ Name ]:
3-Deoxysappanchalcone

[Synonym ]:
4,4'-dihydroxy-2'-methoxychalcone
2-Propen-1-one, 1-(4-hydroxy-2-methoxyphenyl)-3-(4-hydroxyphenyl)-, (2E)-
MFCD00800700
LHE9JFQ1U8
(2E)-1-(4-Hydroxy-2-methoxyphenyl)-3-(4-hydroxyphenyl)-2-propen-1-one
(2E)-1-(4-hydroxy-2-methoxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one

Biological Activity

[Description]:

3-Deoxysappanchalcone is a naturally-occurring chalcone compound isolated from Caesalpinia sappan L. (Leguminosae), which possesses anti-allergic, antiviral, anti-inflammatory and antioxidant activities. 3-Deoxysappanchalcone exerts anti-inflammatory activity via induce heme oxygenase-1 (HO-1) expression by activating the AKT/mTOR pathway in murine macrophages. 3-Deoxysappanchalcone also exhibits anti-influenza virus activity (H3N2, IC50 = 1.06 μM)[1][2].

[Related Catalog]:

Signaling Pathways >> Anti-infection >> Influenza Virus
Research Areas >> Infection
Research Areas >> Inflammation/Immunology

[Target]

IC50: 1.06 μM (H3N2)[2]


[References]

[1]. Kim JH, et al. The anti-inflammatory effect of 3-deoxysappanchalcone is mediated by inducing heme oxygenase-1 via activating the AKT/mTOR pathway in murine macrophages. Int Immunopharmacol. 2014 Oct;22(2):420-6.

[2]. Liu AL, et al. In vitro anti-influenza viral activities of constituents from Caesalpinia sappan. Planta Med. 2009 Mar;75(4):337-9.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
527.1±50.0 °C at 760 mmHg

[ Melting Point ]:
210-212 °C

[ Molecular Formula ]:
C16H14O4

[ Molecular Weight ]:
270.280

[ Flash Point ]:
200.5±23.6 °C

[ Exact Mass ]:
270.089203

[ LogP ]:
2.96

[ Vapour Pressure ]:
0.0±1.4 mmHg at 25°C

[ Index of Refraction ]:
1.658

Related Compounds