Basic information Safety Supplier Related

3-deoxysappanchalcone

Basic information Safety Supplier Related

3-deoxysappanchalcone Basic information

Product Name:
3-deoxysappanchalcone
Synonyms:
  • 3-deoxysappanchalcone
  • (2E)-1-(4-Hydroxy-2-methoxyphenyl)-3-(4-hydroxyphenyl)-2-propen-1-one
  • 2'-Methoxyisoliquiritigenin
  • 2-Propen-1-one, 1-(4-hydroxy-2-methoxyphenyl)-3-(4-hydroxyphenyl)-,(2E)-
CAS:
112408-67-0
MF:
C16H14O4
MW:
270.28
Mol File:
112408-67-0.mol
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3-deoxysappanchalcone Chemical Properties

Melting point:
210-212 °C
Boiling point:
527.1±50.0 °C(Predicted)
Density 
1.282±0.06 g/cm3(Predicted)
storage temp. 
Store at -20°C
solubility 
Soluble in DMSO
form 
Solid
pka
7.55±0.20(Predicted)
color 
Light yellow to yellow
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3-deoxysappanchalcone Usage And Synthesis

Uses

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].

Definition

ChEBI: 2'-O-methylisoliquiritigenin is a member of the class of chalcones that is isoliquiritigenin in which one of the hydroxy groups at position 2' is replaced by a methoxy group. It has a role as a metabolite. It is a member of chalcones, a monomethoxybenzene and a member of phenols. It is functionally related to an isoliquiritigenin.

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. DOI:10.1016/j.intimp.2014.07.025
[2] Liu AL, et al. In vitro anti-influenza viral activities of constituents from Caesalpinia sappan. Planta Med. 2009 Mar;75(4):337-9. DOI:10.1055/s-0028-1112208

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