3-Hydroxyflavone

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3-Hydroxyflavone
3-hydroxyflavone structure
Identifiers
CAS number 577-85-5 YesY
PubChem 11349
ChemSpider 10871 YesY
KEGG C01495 YesY
ChEBI CHEBI:5078 YesY
ChEMBL CHEMBL294009 YesY
Jmol-3D images Image 1
Properties
Molecular formula C15H10O3
Molar mass 238.23 g/mol
Density 1.367 g/mL
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 YesY (verify) (what is: YesY/N?)
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[1] to serve as a fluorescent probe to study membranes for example[2] or intermembrane proteins.[3] 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.[4] 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 [5]

Synthesis[edit]

The Algar-Flynn-Oyamada reaction is a chemical reaction whereby a chalcone undergoes an oxidative cyclization to form a flavonol.

Algar-Flynn-Oyamada reaction








References[edit]