[CAS NO. 2657-25-2] 4'-Hydroxychalcone
PRODUCTS SPECIFICATIONS [2657-25-2]
DESCRIPTION [2657-25-2]
Overview
| MDL | MFCD00016484 |
|---|---|
| Molecular Weight | 224.25 |
| Molecular Formula | C15H12O2 |
| SMILES | O=C(C1=CC=C(O)C=C1)/C=C/C2=CC=CC=C2 |
Summary
4'-Hydroxychalcone is 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] .
In Vitro
4'-Hydroxychalcone (20-40 μM ; 2 hours) inhibits TNFα-induced (20 ng/mL; 6 hours) NF-kB pathway activation in a dose-dependent manner
[3]
.
4'-Hydroxychalcone (0.1-25 μM ; 8 hours) inhibits proteasome activity in a dose-dependent manner but has no effect on IKK activity
[3]
.
4'-Hydroxychalcone inhibits TNFα-dependent degradation of IkBα and subsequently prevents p50/p65 nuclear translocation leading to 4'-Hydroxychalcone-inhibited expression of NF-kB target genes
[3]
.
4'-Hydroxychalcone affects cancer cell viability but has no significant effect on non-transformed cell viability
[3]
.
MCE has not independently confirmed the accuracy of these methods. They are for reference only.
Cell Viability Assay [3]
| Cell Line: | K562 cells, Jurkat cells, U937 cells, PBMCs |
| Concentration: | 5 μM, 10 μM, 20 μM, 24 μM, 28 μM, 32 μM, 40 μM, 60 μM |
| Incubation Time: | 24 hours |
| Result: | Affected cancer cell viability but has no significant effect on non-transformed cell viability. |
Western Blot Analysis [3]
| Cell Line: | Jurkat cells |
| Concentration: | 60 μM (followed by TNFα 20 ng/mL ) |
| Incubation Time: | 2 hours |
| Result: | Inhibited TNFα -dependent degradation of IkBα and prevents p50/p65 nuclear translocation. |
In Vivo
4'-Hydroxychalcone has hepatoprotective activity against Acetaminophen induced hepatotoxicity in mice
[2]
.
MCE has not independently confirmed the accuracy of these methods. They are for reference only.
| Animal Model: | Male albino mice(5-30 g) [2] |
| Dosage: | 25 mg/kg, 50 mg/kg, 100 mg/kg |
| Administration: | Oral administration, 12h intervals, 4 doses |
| Result: | Significantly reduced the mortality rate induced by Acetaminophen (1 g/kg). |
Appearance
Solid
Shipping
Room temperature in continental US; may vary elsewhere.
Storage
| Powder | -20°C | 3 years |
|---|---|---|
| 4°C | 2 years | |
| In solvent | -80°C | 6 months |
| -20°C | 1 month |
Solvent & Solubility
DMSO : 250 mg/mL ( 1114.83 mM ; Need ultrasonic)
Stock Solutions
| Concentration Solvent Mass | 1 mg | 5 mg | 10 mg |
|---|
| 1 mM | 4.4593 mL | 22.2965 mL | 44.5931 mL |
| 5 mM | 0.8919 mL | 4.4593 mL | 8.9186 mL |
| 10 mM | 0.4459 mL | 2.2297 mL | 4.4593 mL |
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.
Synonyms