4-hydroxychalcone
3.2-propen-1-one, 3-(4-hydroxyphenyl)-1-phenyl-
Identification
| Name | 4-hydroxychalcone |
| IUPAC | hydroxyphenyl)-1-phenylprop-2-en-1-one |
| CAS Number | 20426-12-4 |
| FDA UNII | Search |
| Molecular Formula | C15 H12 O2 |
| Molecular Weight | 224.25904000 |
| MDL Number | MFCD00016488 |
| XlogP3 | 2.70 (est) |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 394.00 to 395.00 °C. @ 760.00 mm Hg (est) |
| Flash Point | 336.00 °F. TCC ( 168.60 °C. ) (est) |
| logP (o/w) | 2.911 (est) |
| Soluble in | water, 240.3 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for 4-hydroxychalcone usage levels up to | not for fragrance use. |
| Recommendation for 4-hydroxychalcone flavor usage levels up to | not for flavor use. |
Potential Uses
Natural Occurrence
Synonyms
4-
hydroxy chalcone
4-
hydroxybenzylidene acetophenone
3-(4-
hydroxyphenyl)-1-phenyl-2-propen-1-one
3-(4-
hydroxyphenyl)-1-phenylprop-2-en-1-one
3.2-
propen-1-one, 3-(4-hydroxyphenyl)-1-phenyl-
PubMed:
4-Hydroxychalcone attenuates hyperaldosteronism, inflammation, and renal injury in cryptochrome-null mice.
PubMed:
Effect of TSHAC on human cytochrome P450 activity, and transport mediated by P-glycoprotein.
PubMed:
Synthesis and anti Methicillin resistant Staphylococcus aureus activity of substituted chalcones alone and in combination with non-beta-lactam antibiotics.
PubMed:
Anti-angiogenic activity of the flavonoid precursor 4-hydroxychalcone.
PubMed:
Large enhancement of skeletal muscle cell glucose uptake and suppression of hepatocyte glucose-6-phosphatase activity by weak uncouplers of oxidative phosphorylation.
PubMed:
The aromatic ketone 4'-hydroxychalcone inhibits TNFα-induced NF-κB activation via proteasome inhibition.
PubMed:
Design, synthesis and SAR study of hydroxychalcone inhibitors of human β-secretase (BACE1).
PubMed:
Differential inhibition of transmembrane 4 L six family member 5 (TM4SF5)-mediated tumorigenesis by TSAHC and sorafenib.
PubMed:
4'-Acetoamido-4-hydroxychalcone, a chalcone derivative, inhibits glioma growth and invasion through regulation of the tropomyosin 1 gene.
PubMed:
PPARα activation by culinary herbs and spices.
PubMed:
Evaluation of anti-pigmentary effect of synthetic sulfonylamino chalcone.
PubMed:
Blockade of four-transmembrane L6 family member 5 (TM4SF5)-mediated tumorigenicity in hepatocytes by a synthetic chalcone derivative.
PubMed:
Cytotoxic activity of 4'-hydroxychalcone derivatives against Jurkat cells and their effects on mammalian DNA topoisomerase I.
PubMed:
New prenylchalcones from the hops of Humulus lupulus.
PubMed:
Sulfonate chalcone as new class voltage-dependent K+ channel blocker.
PubMed:
Comparison of the effects of selected chalcones, dihydrochalcones and some cyclic flavonoids on mitochondrial outer membrane determined by fluorescence spectroscopy.
PubMed:
A LC-MS/MS method to quantify the novel cholesterol lowering drug ezetimibe in human serum, urine and feces in healthy subjects genotyped for SLCO1B1.
PubMed:
Metabolism of the alpha,beta-unsaturated ketones, chalcone and trans-4-phenyl-3-buten-2-one, by rat liver microsomes and estrogenic activity of the metabolites.
PubMed:
The plant polyphenol butein inhibits testosterone-induced proliferation in breast cancer cells expressing aromatase.
PubMed:
Chalcones as potent tyrosinase inhibitors: the importance of a 2,4-substituted resorcinol moiety.
PubMed:
Hydroxychalcones exhibit differential effects on XRE transactivation.
PubMed:
Chalcones as potent tyrosinase inhibitors: the effect of hydroxyl positions and numbers.
PubMed:
Chalcones: structural requirements for antioxidant, estrogenic and antiproliferative activities.
PubMed:
Electron ionization induced fragmentation of 4-hydroxychalcone derivatives.
PubMed:
Chalcones are potent inhibitors of aromatase and 17beta-hydroxysteroid dehydrogenase activities.
PubMed:
Inhibition of glutathione reductase by plant polyphenols.
PubMed:
The effects of echinatin and its related compounds on the mitochondrial energy transfer reaction.