| Names | |
|---|---|
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IUPAC name
3-hydroxy-2-phenylchromen-4-one
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| Other names
3-Hydroxyflavone
Flavon-3-ol 3-HF 3-Hydroxy-2-phenylchromone |
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| Identifiers | |
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577-85-5 |
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| 3D model (Jmol) | Interactive image |
| ChEBI |
CHEBI:5078 |
| ChEMBL |
ChEMBL294009 |
| ChemSpider |
10871 |
| ECHA InfoCard | 100.008.562 |
| KEGG |
C01495 |
| PubChem | 11349 |
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| Properties | |
| C15H10O3 | |
| Molar mass | 238.23 g/mol |
| Density | 1.367 g/mL |
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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| Infobox references | |
3-Hydroxyflavone is a chemical compound. It is the backbone of all flavonols, a type of flavonoid. It is a synthetic compound, which is not found naturally in plants. It serves as a model molecule as it possesses an excited-state intramolecular proton transfer (ESIPT) effect to serve as a fluorescent probe to study membranes for example or intermembrane proteins. The green tautomer emission (λmax ≈ 524 nm) and blue-violet normal emission (λmax ≈ 400 nm) originate from two different ground state populations of 3HF molecules. The phenomenon also exists in natural flavonols. Although 3-hydroxyflavone is almost insoluble in water, its aqueous solubility (hence bio-availability) can be increased by encapsulation in cyclodextrin cavitiies
The Algar-Flynn-Oyamada reaction is a chemical reaction whereby a chalcone undergoes an oxidative cyclization to form a flavonol.