Orientin

Chemical compound From Wikipedia, the free encyclopedia

Orientin is a flavone, a chemical flavonoid-like compound. It is the 8-C glucoside of luteolin.

Quick facts Names, Identifiers ...
Orientin
Names
IUPAC name
8-(β-D-Glucopyranosyl)-3′,4′,5,7-tetrahydroxyflavone
Systematic IUPAC name
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4H-1-benzopyran-4-one
Other names
Lutexin, Luteolin-8-C-glucoside
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.110.907 Edit this at Wikidata
KEGG
UNII
  • InChI=1S/C21H20O11/c22-6-14-17(28)18(29)19(30)21(32-14)16-11(26)4-10(25)15-12(27)5-13(31-20(15)16)7-1-2-8(23)9(24)3-7/h1-5,14,17-19,21-26,28-30H,6H2/t14-,17-,18+,19-,21+/m1/s1
    Key: PLAPMLGJVGLZOV-VPRICQMDSA-N
  • C1(=C2C(=C(C=C1O)O)C(=O)C=C(O2)C3=CC=C(O)C(=C3)O)C4OC(CO)C(C(C4O)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).
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Natural occurrences

Orientin is found in Adonis vernalis, in Anadenanthera colubrina and Anadenanthera peregrina, and in the Phyllostachys nigra bamboo leaves[1]

In food

Orientin is also reported in the passion flower,[2] the Açaí palm, buckwheat sprouts,[3] and in millets.[4]

Identification

The identification of orientin has been reported widely. Its identification using mass spectrometry is established.[5]

See also

Isoorientin (or homoorientin) is the luteolin-6-C-glucoside.

References

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