Names | |
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IUPAC name (2S)-3′,4′,5,7-Tetrahydroxyflavan-4-one | |
Preferred IUPAC name (2S)-2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydro-4H-1-benzopyran-4-one | |
Other names Eriodictiol | |
Identifiers | |
3D model (JSmol) | |
ChemSpider | |
ECHA InfoCard | 100.008.198 |
KEGG | |
PubChem CID | |
UNII | |
CompTox Dashboard (EPA) | |
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Properties | |
C15H12O6 | |
Molar mass | 288.255 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Eriodictyol is a bitter-masking flavanone, a flavonoid extracted from yerba santa ( Eriodictyon californicum ), a plant native to North America. [1] Eriodictyol is one of the four flavanones identified in this plant as having taste-modifying properties, the other three being homoeriodictyol, its sodium salt, and sterubin. [2]
Eriodictyol was also found in the twigs of Millettia duchesnei , [3] in Eupatorium arnottianum , [4] and its glycosides (eriocitrin) in lemons and rose hips (Rosa canina). [5]
The rose hip or rosehip, also called rose haw and rose hep, is the accessory fruit of the various species of rose plant. It is typically red to orange, but ranges from dark purple to black in some species. Rose hips begin to form after pollination of flowers in spring or early summer, and ripen in late summer through autumn.
Flavonoids are a class of polyphenolic secondary metabolites found in plants, and thus commonly consumed in the diets of humans.
Rosa canina, commonly known as the dog rose, is a variable climbing, wild rose species native to Europe, northwest Africa, and western Asia.
Quercetin is a plant flavonol from the flavonoid group of polyphenols. It is found in many fruits, vegetables, leaves, seeds, and grains; capers, red onions, and kale are common foods containing appreciable amounts of it. It has a bitter flavor and is used as an ingredient in dietary supplements, beverages, and foods.
Naringenin is a flavorless, colorless flavanone, a type of flavonoid. It is the predominant flavanone in grapefruit, and is found in a variety of fruits and herbs.
Rutin, also called rutoside, quercetin-3-O-rutinoside and sophorin, is the glycoside combining the flavonol quercetin and the disaccharide rutinose. It is a flavonoid found in a wide variety of plants, including citrus.
Hesperidin is a flavanone glycoside found in citrus fruits. Its aglycone form is called hesperetin. Its name is derived from the word "hesperidium", for fruit produced by citrus trees.
Eriodictyon californicum is a species of plant within the family Boraginaceae. It is also known as yerba santa, mountain balm, bear's weed, gum bush, gum plant, and consumptive weed. Less common names include Herbe des Montagnes, Herbe à Ourse, Herbe Sacrée, Herbe Sainte, Hierba Santa, Holy Herb, and Tarweed.
Eriodictyon angustifolium, common name narrowleaf yerba santa, is a perennial shrub.
Eriodictyon crassifolium, or thickleaf yerba santa, is a shrub in the borage family. "Crassifolium" means "thick leaf." The plant has thick, wooly leaves. It is native to California and Baja California.
Homoeriodictyol is a bitter-masking flavanone extracted from Yerba Santa a plant growing in America.
Sterubin (7-methoxy-3',4',5-trihydroxyflavanone) is a bitter-masking flavanone extracted from Yerba Santa a plant growing in America.
Eriodictyon parryi or poodle-dog bush is a tall California mountain shrub with showy purple flowers, which is notable for secreting a severe skin irritant. It is an opportunistic species that grows mostly in areas that have been disturbed by fire. In a dry early spring in Southern California, its semi-dormant leaves can droop and curl into coils like locks of curly hair, hence the popular name based on the metaphor of a poodle's natural hair.
Prenylated flavonoids or prenylflavonoids are a sub-class of flavonoids. They are widely distributed throughout the plant kingdom. Some are known to have phytoestrogenic or antioxidant properties. They are given in the list of adaptogens in herbalism. Chemically they have a prenyl group attached to their flavonoid backbone. It is usually assumed that the addition of hydrophobic prenyl groups facilitate attachment to cell membranes. Prenylation may increase the potential activity of its original flavonoid.
Xanthohumol is a natural product found in the female inflorescences of Humulus lupulus, also known as hops. This compound is also found in beer and belongs to a class of compounds that contribute to the bitterness and flavor of hops. Xanthohumol is a prenylated chalconoid, biosynthesized by a type III polyketide synthase (PKS) and subsequent modifying enzymes.
Rotenoids are naturally occurring substances containing a cis-fused tetrahydrochromeno[3,4-b]chromene nucleus. Many have insecticidal activity, such as the prototypical member of the family, rotenone. Rotenoids are related to the isoflavones.
Millettia duchesnei is a large forest liana in the genus Millettia.
Yerba buena or hierba buena is the Spanish name for a number of aromatic plants, most of which belong to the mint family. Yerba buena translates as "good herb". The specific plant species regarded as yerba buena varies from region to region, depending on what grows wild in the surrounding landscape, or which species is customarily grown in local gardens. Perhaps the most common variation of this plant is spearmint. The term has been used to cover a number of aromatic true mints and mint relatives of the genera Clinopodium, Satureja or Micromeria. All plants so named are associated with medicinal properties, and some have culinary value as herbal teas or seasonings as well.
Flavonoid 3',5'-hydroxylase (EC 1.14.14.81 was wrongly classified as EC 1.14.13.88 in the past) is an enzyme with systematic name flavanone,NADPH:oxygen oxidoreductase. This enzyme catalyses the following chemical reaction
Eriocitrin is a flavanone-7-O-glycoside between the flavanone eriodictyol and the disaccharide rutinose. It is commonly found in lemons and other citrus fruits. It is colloquially called lemon flavonoid or a citrus flavonoid, one of the plant pigments that bring color to fruit and flowers. This antioxidant also predominates in Peppermint infusions.