2-Hydroxychalcone
- CAS NO.:644-78-0
- Empirical Formula: C15H12O2
- Molecular Weight: 224.25
- MDL number: MFCD00016449
- EINECS: 211-422-1
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-05 08:26:49
What is 2-Hydroxychalcone?
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.
Synthesis
A synthesis of 2-Hydroxychalcone was conducted using acetophenone and o-hydroxybenzaldehyde as starting materials. The reaction was catalyzed by potassium hydroxide and ethanol was used as the solvent.
in vitro
2-Hydroxychalcone inhibits invasion of triple negative breast cancer cells.
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.
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. DOI:10.1016/j.cbi.2013.03.012
[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. DOI:10.1124/MOL.58.3.526
[3]. Sonochemical Synthesis of 2’-Hydroxy-Chalcone Derivatives with Potential Anti-Oomycete Activity doi: 10.3390/antibiotics9090576
Properties of 2-Hydroxychalcone
Melting point: | 144-150 °C(lit.) |
Boiling point: | 396.3±34.0 °C(Predicted) |
Density | 1.191±0.06 g/cm3(Predicted) |
pka | 9.26±0.35(Predicted) |
color | Yellow |
BRN | 2049134 |
CAS DataBase Reference | 644-78-0(CAS DataBase Reference) |
Safety information for 2-Hydroxychalcone
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up. |
Computed Descriptors for 2-Hydroxychalcone
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