Isovitexin (homovitexin or 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 substituted derivatives, ...
, namely the
apigenin
Apigenin (4′,5,7-trihydroxyflavone), found in many plants, is a flavone compound that is the aglycone of several naturally occurring glycosides. It is a yellow crystalline solid that has been used to dye wool.
Apigenin is abundant in parsl ...
-6-''C''-
glucoside
A glucoside is a glycoside that is chemically 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.
Th ...
. 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 estr ...
(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
''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.
''Passiflora'' species are widely cultivated for their striking flowers, fla ...
, ''
Cannabis
''Cannabis'' () is a genus of flowering plants in the family Cannabaceae that is widely accepted as being indigenous to and originating from the continent of Asia. However, the number of species is disputed, with as many as three species be ...
'',
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). Oats appear to have been domesticated as a secondary crop, as their seeds ...
, 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 th ...
.
Metabolism
*
Isovitexin beta-glucosyltransferase
Glycosides
Saponarin is the isovitexin-7-''O''-glucoside.
See also
*
Vitexin, the 8-C-
glucoside
A glucoside is a glycoside that is chemically 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.
Th ...
of apigenin
*
Isoorientin
Isoorientin (homoorientin) is a flavone, a chemical flavonoid-like compound. It is the luteolin-6-''C''-glucoside.
Natural occurrence
Isoorientin can be isolated from the passion flower, '' Vitex negundo'', '' Terminalia myriocarpa'', the Aça ...
, the 3'-OH derivative
References
{{flavone
Flavone glucosides
C-glycoside natural phenols