Isovitexin
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Isovitexin (or homovitexin, saponaretin) is a
flavone Flavone is an organic compound with the formula . A white solid, flavone is a derivative of chromone with a phenyl (Ph) substituent adjacent to the ether group. The compound is of little direct practical importance, but susbstituted derivatives, t ...
. the
apigenin Apigenin (4′,5,7-trihydroxyflavone), found in many plants, is a natural product belonging to the flavone class that is the aglycone of several naturally occurring glycosides. It is a yellow crystalline solid that has been used to dye wool. S ...
-6-''C''-
glucoside A glucoside is a glycoside that is derived from glucose. Glucosides are common in plants, but rare in animals. Glucose is produced when a glucoside is hydrolysed by purely chemical means, or decomposed by fermentation or enzymes. The name was o ...
. In this case, the prefix 'iso' does not imply an
isoflavonoid Isoflavonoids are a class of flavonoid phenolic compounds, many of which are biologically active. Isoflavonoids and their derivatives are sometimes referred to as phytoestrogens, as many isoflavonoid compounds have biological effects via the estro ...
(the position of the B-ring on the C-ring), but the position of the glucoside on the flavone.


Natural occurrence

It can be found in the
passion flower ''Passiflora'', known also as the passion flowers or passion vines, is a genus of about 550 species of flowering plants, the type genus of the family Passifloraceae. They are mostly tendril-bearing vines, with some being shrubs or trees. They ...
, Cannabis,
oat The oat (''Avena sativa''), sometimes called the common oat, is a species of cereal grain grown for its seed, which is known by the same name (usually in the plural, unlike other cereals and pseudocereals). While oats are suitable for human con ...
and the
açaí palm The açaí palm (, , from Nheengatu ''asai''), ''Euterpe oleracea,'' is a species of palm tree (Arecaceae) cultivated for its fruit (açaí berries, or simply açaí), hearts of palm (a vegetable), leaves, and trunk wood. Global demand for the f ...
."Pharmacological studies of Passiflora sp. and their bioactive compounds"


Metabolism

*
Isovitexin beta-glucosyltransferase In enzymology, an isovitexin beta-glucosyltransferase () is an enzyme that catalysis, catalyzes the chemical reaction :UDP-glucose + isovitexin \rightleftharpoons UDP + isovitexin 2"-O-beta-D-glucoside Thus, the two substrate (biochemistry), subs ...


Glycosides

Saponarin Saponarin is a flavone glucoside. It is found in ''Saponaria officinalis'' and in ''Strongylodon macrobotrys'' where it imparts the characteristic jade color to the flower. This coloration has been shown to be an example of copigmentation, a resul ...
is the isovitexin-7-O-glucoside.


See also

*
Vitexin Vitexin is an apigenin flavone glucoside, a chemical compound found in the passion flower, ''Vitex agnus-castus'' (chaste tree or chasteberry), in the ''Phyllostachys nigra'' bamboo leaves, in the pearl millet (Pennisetum millet), and in Hawthorn. ...
, the 8-C-
glucoside A glucoside is a glycoside that is derived from glucose. Glucosides are common in plants, but rare in animals. Glucose is produced when a glucoside is hydrolysed by purely chemical means, or decomposed by fermentation or enzymes. The name was o ...
of apigenin *
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 olivier ...
, the 3'-OH derivative


References

{{flavone Flavone glucosides C-glycoside natural phenols