Isoorientin
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Names | |
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IUPAC name 6-(β-D-Glucopyranosyl)-3′,4′,5,7-tetrahydroxyflavone | |
Systematic IUPAC name 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4H-1-benzopyran-4-one | |
Other names Luteolin-6-C-glucoside homoorientin | |
Identifiers | |
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3D model (JSmol) |
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ChEBI |
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ChemSpider |
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ECHA InfoCard | 100.128.382 ![]() |
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CompTox Dashboard (EPA) |
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InChI
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Properties | |
Chemical formula | C21H20O11 |
Molar mass | 448.38 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references |
Chemical compound
Isoorientin (or homoorientin) is a flavone, a chemical flavonoid-like compound. It is the luteolin-6-C-glucoside. Bioassay-directed fractionation techniques led to isolation of isoorientin as the main hypoglycaemic component in Gentiana olivieri.[1] Studies also showed that isoorientin is a potential neuroprotective compound against Alzheimer's disease.[2]
Natural occurrences
Isoorientin can be isolated from the passion flower, Vitex negundo, Terminalia myriocarpa, the Açaí palm and Swertia japonica.
Metabolism
See also
References
- ^ Hypoglycaemic activity of Gentiana olivieri and isolation of the active constituent through bioassay- directed fractionation techniques. Ekrem Sezik, Mustafa Aslan, Erdem Yesilada, Shigeru Ito, Life Sciences, 28 January 2005, Volume 76, Issue 11, Pages 1223–1238, doi:10.1016/j.lfs.2004.07.024
- ^ Zhibin Liang; Bei Zhang; Wei Wen Su; Philip G Williams; Qing X Li (July 2016). "C-Glycosylflavones Alleviate Tau Phosphorylation and Amyloid Neurotoxicity through GSK3β Inhibition". ACS Chemical Neuroscience. 7: 912–923. doi:10.1021/acschemneuro.6b00059. PMC 7355085. PMID 27213824.
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Flavones and their conjugates
Monohydroxyflavone | |
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Dihydroxyflavones | |
Trihydroxyflavones | |
Tetrahydroxyflavones | |
Pentahydroxyflavones |
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O-methylated flavones |
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of apigenin | |
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of baicalein | |
of hypolaetin |
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of luteolin |
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- Giraldiin A and B
- Nepitrin
- Oroxindin
- Scutellarin
Theograndin I and II
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