Fustin

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Fustin
Names
IUPAC name
(2R,3R)-3,3′,4′,7-Tetrahydroxyflavan-4-one
Systematic IUPAC name
(2R,3R)-2-(3,4-Dihydroxyphenyl)-3,7-dihydroxy-2,3-dihydro-4H-1-benzopyran-4-one
Other names
2,3-Dihydrofisetin
3,7,3',4'-Tetrahydroxyflavanone
2,3-Dihydrofisetin
3′,4′,7-Trihydroxyflavanol
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
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EC Number
  • 243-989-6
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KEGG
UNII
  • {{#property:P3117}}Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).
  • InChI=1S/C15H12O6/c16-8-2-3-9-12(6-8)21-15(14(20)13(9)19)7-1-4-10(17)11(18)5-7/h1-6,14-18,20H/t14-,15+/m0/s1
    Key: FNUPUYFWZXZMIE-LSDHHAIUSA-N
  • C1=CC(=C(C=C1[C@@H]2[C@H](C(=O)C3=C(O2)C=C(C=C3)O)O)O)O
Properties
C15H12O6
Molar mass 288.255 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Fustin, sometimes called "dihydrofisetin", is a flavanonol, a type of flavonoid. It can be found in young fustic (Cotinus coggygria)[1] and in the lacquer tree (Toxicodendron vernicifluum).[2]

Fustin shows protective effects on 6-hydroxydopamine-induced neuronal cell death.[2]

Unlike fisetin, fustin has no double bond in the C-ring. This makes fustin a flavan, with two stereocenters and four stereoisomers.

References

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