3-Hydroxyflavone

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3-Hydroxyflavone
Skeletal formula of 3-hydroxyflavone
Ball-and-stick model of the 3-hydroxyflavone molecule
Names
IUPAC name
3-Hydroxyflavone
Systematic IUPAC name
3-Hydroxy-2-phenyl-4H-1-benzopyran-4-one
Other names
Flavon-3-ol
3-HF
3-Hydroxy-2-phenylchromone
Identifiers
3D model (
JSmol
)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard
 100.008.562 Edit this at Wikidata
KEGG
UNII
  • InChI=1S/C15H10O3/c16-13-11-8-4-5-9-12(11)18-15(14(13)17)10-6-2-1-3-7-10/h1-9,17H checkY
    Key: HVQAJTFOCKOKIN-UHFFFAOYSA-N checkY
  • InChI=1/C15H10O3/c16-13-11-8-4-5-9-12(11)18-15(14(13)17)10-6-2-1-3-7-10/h1-9,17H
    Key: HVQAJTFOCKOKIN-UHFFFAOYAX
  • O=C1c3c(O/C(=C1/O)c2ccccc2)cccc3
Properties
C15H10O3
Molar mass 238.23 g/mol
Density 1.367 g/mL
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

3-Hydroxyflavone is a chemical compound. It is the backbone of all

flavonols. Although 3-hydroxyflavone is almost insoluble in water, its aqueous solubility (hence bio-availability) can be increased by encapsulation in cyclodextrin cavities.[5]

Synthesis

The

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

Algar-Flynn-Oyamada reaction
Algar-Flynn-Oyamada reaction


References

  1. ^ All-optical switchings of 3-hydroxyflavone in different solvents. Wu Feng, Lin Lie, Li Xiang-Ping, Yu Ya-Xin, Zhang Gui-Lan and Chen Wen-Ju, Chinese Phys. B 17 1461-1466.
  2. doi:10.1016/S1386-1425(96)01825-2
    .
  3. PMID 17239435
    .
  4. doi:10.1016/0584-8539(95)01622-8
    .
  5. doi:10.1016/j.molstruc.2011.09.055
    .
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