4'-hydroxychalcone
2-propen-1-one, 1-(4-hydroxyphenyl)-3-phenyl- (9CI)
Identification
| Name | 4'-hydroxychalcone |
| IUPAC | 1-(4-hydroxyphenyl)-3-phenylprop-2-en-1-one |
| CAS Number | 2657-25-2 |
| FDA UNII | Search |
| Molecular Formula | C15 H12 O2 |
| Molecular Weight | 224.25904000 |
| MDL Number | MFCD00016484 |
| XlogP3 | 2.70 (est) |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 419.60 °C. @ 760.00 mm Hg (est) |
| Flash Point | 354.00 °F. TCC ( 179.10 °C. ) (est) |
| logP (o/w) | 3.650 (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. |
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Potential Uses
Natural Occurrence
Synonyms
chalcone, 4'-hydroxy- (8CI)
1-(4-
hydroxyphenyl)-3-phenyl-2-propen-1-one
1-(4-
hydroxyphenyl)-3-phenylprop-2-en-1-one
2-
propen-1-one, 1-(4-hydroxyphenyl)-3-phenyl- (9CI)
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:
Cytotoxic activity of 4'-hydroxychalcone derivatives against Jurkat cells and their effects on mammalian DNA topoisomerase I.
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:
Chalcones as potent tyrosinase inhibitors: the importance of a 2,4-substituted resorcinol moiety.
PubMed:
Chalcones: structural requirements for antioxidant, estrogenic and antiproliferative activities.
PubMed:
Inhibition of glutathione reductase by plant polyphenols.
PubMed:
The effects of echinatin and its related compounds on the mitochondrial energy transfer reaction.