Isovitexin

Isovitexin
Names
IUPAC name
6-(β-D-Glucopyranosyl)-4′,5,7-trihydroxyflavone
Systematic IUPAC name
5,7-Dihydroxy-2-(4-hydroxyphenyl)-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4H-1-benzopyran-4-one
Other names
Homovitexin, saponaretin
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.126.529
UNII
  • InChI=1S/C21H20O10/c22-7-14-17(26)19(28)20(29)21(31-14)16-11(25)6-13-15(18(16)27)10(24)5-12(30-13)8-1-3-9(23)4-2-8/h1-6,14,17,19-23,25-29H,7H2/t14-,17-,19+,20-,21+/m1/s1
    Key: MYXNWGACZJSMBT-VJXVFPJBSA-N
  • C1=CC(=CC=C1C2=CC(=O)C3=C(C(=C(C=C3O2)O)C4C(C(C(C(O4)CO)O)O)O)O)O
Properties
C21H20O10
Molar mass 432.381 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Isovitexin (homovitexin or saponaretin) is a flavone, namely the apigenin-6-C-glucoside. In this case, the prefix 'iso' does not imply an isoflavonoid (the position of the B-ring on the C-ring), but the position of the glucoside on the flavone, in comparison to vitexin.

Natural occurrence

It can be found in the passion flower, Cannabis, oat, and the açaí palm.

Metabolism

Glycosides

Saponarin is the isovitexin-7-O-glucoside.

See also

References

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