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Fisetin information


Fisetin
Skeletal formula of fisetin
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
CAS Number
  • 528-48-3 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:42567 checkY
ChEMBL
  • ChEMBL31574 checkY
ChemSpider
  • 4444933 checkY
DrugBank
  • DB07795 checkY
ECHA InfoCard 100.007.669 Edit this at Wikidata
IUPHAR/BPS
  • 5182
KEGG
  • C10041 checkY
PubChem CID
  • 5281614
UNII
  • OO2ABO9578 checkY
CompTox Dashboard (EPA)
  • DTXSID4022317 Edit this at Wikidata
InChI
  • 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
SMILES
  • O=C1c3c(O/C(=C1/O)c2ccc(O)c(O)c2)cc(O)cc3
Properties
Chemical formula
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).
checkY verify (what is checkY☒N ?)
Infobox references

Fisetin (7,3′,4′-flavon-3-ol) is a plant flavonol from the flavonoid group of polyphenols.[1] It can be found in many plants, where it serves as a yellow/ochre colouring agent. It is also found in many fruits and vegetables, such as strawberries, apples, persimmons, onions and cucumbers.[2] Its chemical formula was first described by Austrian chemist Josef Herzig in 1891.[3]

The biological activity of fisetin has been studied in many laboratory assays; like other polyphenols it has many activities.

  1. ^ Rodríguez-García C, Sánchez-Quesada C, Gaforio JJ (2019). "Dietary Flavonoids as Cancer Chemopreventive Agents: An Updated Review of Human Studies". Nutrients. 18 (5): 137. doi:10.3390/antiox8050137. PMC 6562590. PMID 31109072.
  2. ^ Sahu, Bidya Dhar; Kalvala, Anil Kumar; Koneru, Meghana; Kumar, Jerald Mahesh; Kuncha, Madhusudana; Rachamalla, Shyam Sunder; Sistla, Ramakrishna (September 3, 2014). "Ameliorative Effect of Fisetin on Cisplatin-Induced Nephrotoxicity in Rats via Modulation of NF-κB Activation and Antioxidant Defence". PLOS ONE. 9 (9): e105070. Bibcode:2014PLoSO...9j5070S. doi:10.1371/journal.pone.0105070. PMC 4153571. PMID 25184746.
  3. ^ Herzig, J. (1891). "Studien über Quercetin und seine Derivate, VII. Abhandlung" [Studies on Quercetin and its Derivatives, Treatise VII]. Monatshefte für Chemie (in German). 12 (1): 177–90. doi:10.1007/BF01538594. S2CID 197766725.

and 26 Related for: Fisetin information

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Fisetin

Last Update:

Fisetin (7,3′,4′-flavon-3-ol) is a plant flavonol from the flavonoid group of polyphenols. It can be found in many plants, where it serves as a yellow/ochre...

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Strawberry

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as hydroxybenzoic acid and hydroxycinnamic acid. Strawberries contain fisetin and possess higher levels of this flavonoid than other fruits. Although...

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Toxicodendron succedaneum

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hinokiflavone, a cytotoxic biflavonoid. Its stems are also a commercial source of fisetin, extracted in China. It is used to produce lacquer. In Vietnam, lacquer...

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Cotinus coggygria

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The wood was formerly used to make the yellow dye called young fustic (fisetin), now replaced by synthetic dyes. The species, along with other members...

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Senolytic

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SJ, Angelini L, Fuhrmann-Stroissnigg H, Xu M, et al. (October 2018). "Fisetin is a senotherapeutic that extends health and lifespan". eBioMedicine. 36:...

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Quercitron

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apigenin from parsley, luteolin from weld, mignonette and dyer's broom, fisetin from young fustic and yellow cypress, galangin from galangal root, and...

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Flavonoid

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3-hydroxy-2-phenylchromen-4-one ✓ ✗ Quercetin, Kaempferol, Myricetin, Fisetin, Galangin, Isorhamnetin, Pachypodol, Rhamnazin, Pyranoflavonols, Furanoflavonols...

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Quercetin

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Aglycones Fisetin Galangin Gossypetin Herbacetin Kaempferol Morin Myricetin Quercetagetin Quercetin Robinetin Conjugates...

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Quebracho tree

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(-)-7:3':4'-trihydroxyflavan-3:4-diol ((-)-leuco-fisetinidin), (+)-catechin, gallic acid, fisetin and 2-benzyl-2-hydroxycoumaran-3-ones have been isolated from the heartwoods...

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Myricetin

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nuts, berries, tea, and red wine. Myricetin is structurally similar to fisetin, luteolin, and quercetin and is reported to have many of the same functions...

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Rutin

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Aglycones Fisetin Galangin Gossypetin Herbacetin Kaempferol Morin Myricetin Quercetagetin Quercetin Robinetin Conjugates...

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Senegalia greggii

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O'odham made bows out of the wood. Beta-methyl-phenethylamine Catechin Fisetin Hordenine Phenethylamine Quercetin Tyramine Senegalia greggii branch Senegalia...

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Glucoside

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splitting product of the glucosides of Rhamnus, is monomethyl quercetin; fisetin, from Rhus cotinus, is monoxyquercetin; chrysin is phenyl-dioxybenzo-y-pyrone...

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List of phytochemicals in food

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endive, leek, tomatoes. Myricetin grapes, red wine, berries, walnuts. Fisetin strawberries, cucumbers. Rutin citrus fruits, oranges, lemons, limes, grapefruit...

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Frailty syndrome

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following sepsis in the abdomen the efficacy of the anti-inflammatory drug, Fisetin, in reducing frailty markers in elderly adults Physical Performance Testing...

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Fisetinidin

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and can also be synthesized. Fisetinidin is very similar in structure to fisetin, which itself differs in structure from quercetin only by an additional...

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Rheum ribes

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anthraquinones chrysophanol, parietin and emodin, the flavonoids quercetin, fisetin, quercetin 3-0-rhamnoside, quercetin 3-0-galactoside and quercetin 3-0-rutinoside...

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Life extension

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as resveratrol and pterostilbene, and flavonoids, such as quercetin and fisetin, as well as oleic acid are dietary supplements that have also been studied...

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Caloric restriction mimetic

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modulate sirtuins (called STAC –sirtuin-activating compounds), for example, fisetin Exanadin (exenatide), a glucagon-like peptide-1 (GLP-1)modulator (originally...

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Quercitrin

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Aglycones Fisetin Galangin Gossypetin Herbacetin Kaempferol Morin Myricetin Quercetagetin Quercetin Robinetin Conjugates...

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Icariin

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Aglycones Fisetin Galangin Gossypetin Herbacetin Kaempferol Morin Myricetin Quercetagetin Quercetin Robinetin Conjugates...

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Flavonols

Last Update:

4-dihydroxyphenyl)-3,7-dihydroxy-5-methoxychromen-4-one OCH3 H OH H H H OH OH H Fisetin 3,3′,4′,7-tetrahydroxy-2-phenylchromen-4-one H H OH H H OH OH H H Galangin...

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Kaempferol

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Aglycones Fisetin Galangin Gossypetin Herbacetin Kaempferol Morin Myricetin Quercetagetin Quercetin Robinetin Conjugates...

Word Count : 771

Josef Herzig

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products. He succeeded in determining the structure of flavonoids quercetin, fisetin and rhamnetin as well as several alkaloids. J. Pollak (1925). "Obituary:...

Word Count : 186

Sirtuin

Last Update:

Cilostazol SIRT1 Quercetin and rutin derivatives SIRT6 Luteolin SIRT6 Fisetin SIRT6 Phenolic acid SIRT6 Fucoidan SIRT6 Curcumin SIRT1, SIRT6 Pirfenidone...

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Isoquercetin

Last Update:

Aglycones Fisetin Galangin Gossypetin Herbacetin Kaempferol Morin Myricetin Quercetagetin Quercetin Robinetin Conjugates...

Word Count : 330

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