Fisetin

Plant chemical From Wikipedia, the free encyclopedia

Fisetin (7,3′,4′-flavon-3-ol) is a plant flavonol from the flavonoid group of polyphenols.[1] It occurs in many plants where it serves as a yellow pigment. It is found in many fruits and vegetables, such as strawberries, apples, persimmons, onions, and cucumbers.[2][3][4]

Quick facts Names, Identifiers ...
Fisetin
Skeletal formula of fisetin
Fisetin structure
Ball-and-stick model of the fisetin molecule
Names
IUPAC name
3,3′,4′,7-Tetrahydroxyflavone
Systematic IUPAC name
2-(3,4-Dihydroxyphenyl)-3,7-dihydroxy-4H-1-benzopyran-4-one
Other names
2-(3,4-Dihydroxyphenyl)-3,7-dihydroxychromen-4-one
Cotinin (not to be confused with Cotinine)
5-Deoxyquercetin
Superfustel
Fisetholz
Fietin
Fustel
Fustet
Viset
Junger fustik
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.007.669 Edit this at Wikidata
KEGG
UNII
  • InChI=1S/C15H10O6/c16-8-2-3-9-12(6-8)21-15(14(20)13(9)19)7-1-4-10(17)11(18)5-7/h1-6,16-18,20H checkY
    Key: XHEFDIBZLJXQHF-UHFFFAOYSA-N checkY
  • InChI=1/C15H10O6/c16-8-2-3-9-12(6-8)21-15(14(20)13(9)19)7-1-4-10(17)11(18)5-7/h1-6,16-18,20H
    Key: XHEFDIBZLJXQHF-UHFFFAOYAQ
  • O=C1c3c(O/C(=C1/O)c2ccc(O)c(O)c2)cc(O)cc3
Properties
C15H10O6
Molar mass 286.2363 g/mol
Density 1.688 g/mL
Melting point 330 °C (626 °F; 603 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Its chemical formula was first described by Austrian chemist Josef Herzig in 1891.[5]

Sources

Fisetin is a flavonoid synthesized by many plants such as the trees and shrubs of Fabaceae, acacias Acacia greggii,[6] and Acacia berlandieri,[6] parrot tree (Butea frondosa), honey locust (Gleditsia triacanthos), members of the family Anacardiaceae such as the Quebracho colorado, and species of the genus Rhus, which contains the sumacs.[7] Along with myricetin, fisetin provides the color of the traditional yellow dye young fustic, an extract from the Eurasian smoketree (Rhus cotinus).

Many fruits and vegetables contain fisetin.[2] In one study, fisetin content was highest in strawberries, with content also observed in apples, grapes, onions, tomatoes, and cucumbers.[2] Fisetin can be extracted from fruit juices, wines,[8] and teas.[3] It is also present in Pinophyta species such as the yellow cypress (Callitropsis nootkatensis).

The average intake of fisetin from foods in Japan is about 0.4 mg per day.[1]

More information Plant source, Amount of fisetin (μg/g) ...
Plant source Amount of fisetin
(μg/g)
Toxicodendron vernicifluum[9]15000
Strawberry[2]160
Apple[2]26
Persimmon[2]10.6
Onion[2]4.8
Lotus root[2]5.8
Grape[2]3.9
Kiwifruit[2]2.0
Peach[2]0.6
Cucumber[2]0.1
Tomato[2]0.1
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Research

Although fisetin has been under laboratory research over several decades for its potential role in senescence or anticancer properties, among other possible effects, there is no clinical evidence that it provides any benefit to human health, as of 2018.[1]

References

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