flavonol
Sign in to saveAlso known as 3-Hydroxyflavone, 3-hydroxy-2-phenyl-4H-1-benzopyran-4-one, flavon-3-ol, 3-hydroxy-2-phenylchromone
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-
Wikidata facts
- Mass
- 238.063
Show 4 more facts
- chemical formula
- C₁₅H₁₀O₃
- canonical SMILES
- C1=CC=C(C=C1)C2=C(C(=O)C3=CC=CC=C3O2)O
- Commons category
- Flavonol
- melting point
- 170.0
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via Wikidata · CC0
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Article
2 sectionsContents
- Synthesis
- 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 cavities.
==Synthesis== The Algar-Flynn-Oyamada reaction is a chemical reaction whereby a chalcone undergoes an oxidative cyclization to form a flavonol. 400px|none|Algar-Flynn-Oyamada reaction