structure of 2',4'-Dihydroxy-2,3',6'-trimethoxychalcone

2',4'-Dihydroxy-2,3',6'-trimethoxychalcone

CAS No.: 100079-39-8
M. Wt: 330.332
M. Fa: C18H18O6
InChI Key: -

Names and Identifiers of 100079-39-8

CAS Number

100079-39-8

IUPAC Name

(E)-1-[3,6-dimethoxy-2,4-bis(oxidanyl)phenyl]-3-(2-methoxyphenyl)prop-2-en-1-one

Canonical SMILES

COC1=CC=CC=C1/C=C/C(=O)C2=C(C=C(C(=C2O)OC)O)OC

Physical and chemical properties of 100079-39-8

Boiling Point

583.0±50.0 °C at 760 mmHg

Density

1.3±0.1 g/cm3

Exact Mass

330.110352

Flash Point

213.3±23.6 °C

Index of Refraction

1.620

LogP

3.41

Molecular Formula

C18H18O6

Molecular Weight

330.332

PSA

85.22000

Storage condition

2-8°C

Vapour Pressure

0.0±1.7 mmHg at 25°C

Applications of 100079-39-8

The applications of 2',4'-dihydroxy-2,3',6'-trimethoxychalcone span across several fields:

  • Pharmaceuticals: Its anti-inflammatory and antioxidant properties make it a candidate for developing new therapeutic agents for conditions such as arthritis and cancer.
  • Cosmetics: Due to its antioxidant capacity, it is used in formulations aimed at protecting skin from oxidative damage.
  • Food Industry: As a natural antioxidant, it could be incorporated into food products to enhance shelf life and nutritional value.

Interaction Studies of 100079-39-8

Interaction studies have revealed that 2',4'-dihydroxy-2,3',6'-trimethoxychalcone can interact with various biomolecules:

  • Enzymatic Interactions: It inhibits enzymes such as COX-2 and lipoxygenase, which are involved in inflammatory processes.
  • Protein Binding: The compound can bind to proteins involved in cellular signaling pathways, influencing gene expression and metabolic processes.

These interactions highlight its potential as a therapeutic agent by modulating biological pathways relevant to disease states.

Biological Activity of 100079-39-8

The biological activities of 2',4'-dihydroxy-2,3',6'-trimethoxychalcone are extensive and include:

  • Anti-inflammatory Activity: The compound has demonstrated significant anti-inflammatory effects by inhibiting the NF-κB signaling pathway and reducing pro-inflammatory cytokine production in macrophages.
  • Antioxidant Properties: It exhibits antioxidant activity by scavenging free radicals and preventing oxidative stress in cells.
  • Anticancer Potential: Preliminary studies suggest that it may have cytotoxic effects on various cancer cell lines by inducing apoptosis and inhibiting cell proliferation.