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Fustin
Fustin
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| Names
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| IUPAC name
(2R,3R)-3,3′,4′,7-Tetrahydroxyflavan-4-one
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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
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| Identifiers
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| ChEBI
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| ChEMBL
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| ChemSpider
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| ECHA InfoCard
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100.039.975 
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| EC Number
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| KEGG
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| UNII
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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
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C1=CC(=C(C=C1[C@@H]2[C@H](C(=O)C3=C(O2)C=C(C=C3)O)O)O)O
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| Properties
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C15H12O6
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| Molar mass
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288.255 g·mol−1
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Chemical compound
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
- ^ Valianou, Lemonia; Stathopoulou, Konstantina; Karapanagiotis, Ioannis; Magiatis, Prokopios; Pavlidou, Eleni; Skaltsounis, Alexios-Leandros; Chryssoulakis, Yannis (2009). "Phytochemical analysis of young fustic (Cotinus coggygria heartwood) and identification of isolated colourants in historical textiles". Analytical and Bioanalytical Chemistry. 394 (3): 871. doi:10.1007/s00216-009-2767-z. PMID 19352635. S2CID 22188491.
- ^ a b Park, Byung Chul; Lee, Yong Soo; Park, Hee-Juhn; Kwak, Mi-Kyoung; Yoo, Bong Kyu; Kim, Joo Young; Kim, Jung-Ae (2007). "Protective effects of fustin, a flavonoid from Rhus verniciflua Stokes, on 6-hydroxydopamine-induced neuronal cell death". Experimental & Molecular Medicine. 39 (3): 316. doi:10.1038/emm.2007.35. PMID 17603285.
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