4-hydroxychalcone

3.2-propen-1-one, 3-(4-hydroxyphenyl)-1-phenyl-

CAS: 20426-12-4 C15 H12 O2 MW: 224.25904000

Identification

Name4-hydroxychalcone
IUPAChydroxyphenyl)-1-phenylprop-2-en-1-one
CAS Number20426-12-4
FDA UNIISearch
Molecular FormulaC15 H12 O2
Molecular Weight224.25904000
MDL NumberMFCD00016488
XlogP32.70 (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 SDSView
Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for 4-hydroxychalcone usage levels up tonot for fragrance use.
Recommendation for 4-hydroxychalcone flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

hop spent hops

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.