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Isoorientin

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]

Isoorientin
Names
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
  • 4261-42-1
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:17965 Y
ChemSpider
  • 102753
ECHA InfoCard 100.128.382
KEGG
  • C01821 Y
  • 114776
UNII
  • A37342TIX1 Y
  • DTXSID50962609
  • InChI=1S/C21H20O11/c22-6-14-17(27)19(29)20(30)21(32-14)16-11(26)5-13-15(18(16)28)10(25)4-12(31-13)7-1-2-8(23)9(24)3-7/h1-5,14,17,19-24,26-30H,6H2/t14-,17-,19+,20-,21+/m1/s1
    Key: ODBRNZZJSYPIDI-VJXVFPJBSA-N
  • C1=CC(=C(C=C1C2=CC(=O)C3=C(C(=C(C=C3O2)O)C4C(C(C(C(O4)CO)O)O)O)O)O)O
Properties
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).

Natural occurrences edit

Isoorientin can be isolated from the passion flower, Vitex negundo, Terminalia myriocarpa, the Açaí palm and Swertia japonica.

Metabolism edit

See also edit

References edit

  1. ^ 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
  2. ^ 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.



isoorientin, topic, this, article, meet, wikipedia, general, notability, guideline, please, help, demonstrate, notability, topic, citing, reliable, secondary, sources, that, independent, topic, provide, significant, coverage, beyond, mere, trivial, mention, no. The topic of this article may not meet Wikipedia s general notability guideline Please help to demonstrate the notability of the topic by citing reliable secondary sources that are independent of the topic and provide significant coverage of it beyond a mere trivial mention If notability cannot be shown the article is likely to be merged redirected or deleted Find sources Isoorientin news newspapers books scholar JSTOR September 2016 Learn how and when to remove this template message 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 Isoorientin NamesIUPAC name 6 b D Glucopyranosyl 3 4 5 7 tetrahydroxyflavoneSystematic 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 oneOther names Luteolin 6 C glucosidehomoorientinIdentifiersCAS Number 4261 42 13D model JSmol Interactive imageChEBI CHEBI 17965 YChemSpider 102753ECHA InfoCard 100 128 382KEGG C01821 YPubChem CID 114776UNII A37342TIX1 YCompTox Dashboard EPA DTXSID50962609InChI InChI 1S C21H20O11 c22 6 14 17 27 19 29 20 30 21 32 14 16 11 26 5 13 15 18 16 28 10 25 4 12 31 13 7 1 2 8 23 9 24 3 7 h1 5 14 17 19 24 26 30H 6H2 t14 17 19 20 21 m1 s1Key ODBRNZZJSYPIDI VJXVFPJBSA NSMILES C1 CC C C C1C2 CC O C3 C C C C C3O2 O C4C C C C O4 CO O O O O O OPropertiesChemical formula C21H20O11Molar mass 448 38 g molExcept where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox references Contents 1 Natural occurrences 2 Metabolism 3 See also 4 ReferencesNatural occurrences editIsoorientin can be isolated from the passion flower Vitex negundo Terminalia myriocarpa the Acai palm and Swertia japonica Metabolism editIsoorientin 3 O methyltransferaseSee also editOrientin the 8 C glucoside of luteolin References edit 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 GSK3b Inhibition ACS Chemical Neuroscience 7 912 923 doi 10 1021 acschemneuro 6b00059 PMC 7355085 PMID 27213824 nbsp This article about an aromatic compound is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Isoorientin amp oldid 1167420792, wikipedia, wiki, book, books, library,

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