Names | |
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IUPAC name 3,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one | |
Other names Norkanugin; 5-Hydroxyfisetin | |
Identifiers | |
3D model (JSmol) | |
ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.007.009 |
EC Number |
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KEGG | |
PubChem CID | |
UNII | |
CompTox Dashboard (EPA) | |
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Properties | |
C15H10O7 | |
Molar mass | 302.238 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Robinetin is an organic compound which belongs to flavones and has the molecular formula C15H10O7.
Chemically, robinetin is a pentahydroxyflavone that is a flavone substituted by hydroxy groups at positions 3, 7, 3, 4' and 5'. Its name originates from the botanical name of the genus, Robinia sp.
It has a role as a plant metabolite and is a pentahydroxyflavone and a 7-hydroxyflavonol. [1] Robinetin is one of the basic chemical extracts of the species black locust, Robinia pseudoacacia and its wood, imparting a high biological resistance against several pathogens (fungi, insects). [2]
As flavonoid, robinetin has also been isolated from the heartwood of the African species, Millettia stuhlmannii . [3]
In plant systems, robinetin as flavonoids in general, help in combating oxidative stress and act as growth regulators.
Recent research has focused on the health aspects of flavonoids for humans, particularly that of robinetin. It has been shown to possess a certain antioxidative activity, free radical scavenging capacity, coronary heart disease prevention, hepatoprotective, anti-inflammatory, and anticancer activities. [4]
Robinetin also can inhibit lipid peroxidation and protein glycosylation.
Flavonoids are a class of polyphenolic secondary metabolites found in plants, and thus commonly consumed in the diets of humans.
Robinia pseudoacacia, commonly known in its native territory as black locust, is a medium-sized hardwood deciduous tree, belonging to the tribe Robinieae of the legume family Fabaceae. It is native to a few small areas of the United States, but it has been widely planted and naturalized elsewhere in temperate North America, Europe, Southern Africa and Asia and is considered an invasive species in some areas, such as the temperate east coast of Australia where the cultivar "Frisia" was widely planted as a street tree before being classed as a weed. Another common name is false acacia, a literal translation of the specific name.
Phytochemicals are chemical compounds produced by plants, generally to help them resist fungi, bacteria and plant virus infections, and also consumption by insects and other animals. The name comes from Greek φυτόν (phyton) 'plant'. Some phytochemicals have been used as poisons and others as traditional medicine.
Artemisia vulgaris, the common mugwort, is a species of flowering plant in the daisy family Asteraceae. It is one of several species in the genus Artemisia commonly known as mugwort, although Artemisia vulgaris is the species most often called mugwort. It is also occasionally known as riverside wormwood, felon herb, chrysanthemum weed, wild wormwood, old Uncle Henry, sailor's tobacco, naughty man, old man, or St. John's plant. Mugworts have been used medicinally and as culinary herbs.
Aronia is a genus of deciduous shrubs, the chokeberries, in the family Rosaceae native to eastern North America and most commonly found in wet woods and swamps. The genus Aronia is considered to have 3 species. The most common and widely used is Aronia melanocarpa which emerged from Eastern North America. The lesser known Aronia arbutifolia and the hybrid form of the abovementioned species called Aronia prunifolia were first cultivated in Central and Eastern North America. In the eighteenth century, the first shrubs of the best-known species Aronia melanocarpa reached Europe where they were first cultivated in Scandinavia and Russia.
Phytochemistry is the study of phytochemicals, which are chemicals derived from plants. Phytochemists strive to describe the structures of the large number of secondary metabolites found in plants, the functions of these compounds in human and plant biology, and the biosynthesis of these compounds. Plants synthesize phytochemicals for many reasons, including to protect themselves against insect attacks and plant diseases. The compounds found in plants are of many kinds, but most can be grouped into four major biosynthetic classes: alkaloids, phenylpropanoids, polyketides, and terpenoids.
Isoflavones are substituted derivatives of isoflavone, a type of naturally occurring isoflavonoids, many of which act as phytoestrogens in mammals. Isoflavones occur in many plant species, but are especially high in soybeans.
Plantago major, the broadleaf plantain, white man's footprint, waybread, or greater plantain, is a species of flowering plant in the plantain family Plantaginaceae. The plant is native to Eurasia.
Jeffrey Barry Harborne FRS was a British chemist who specialised in phytochemistry. He was Professor of Botany at the University of Reading, 1976–93, then Professor emeritus. He contributed to more than 40 books and 270 research papers and was a pioneer in ecological biochemistry, particularly in the complex chemical interactions between plants, microbes and insects.
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.
A polyphenol antioxidant is a hypothetized type of antioxidant, in which each instance would contain a polyphenolic substructure; such instances which have been studied in vitro. Numbering over 4,000 distinct chemical structures, such polyphenols may have antioxidant activity {{{1}}} in vitro (although they are unlikely to be antioxidants in vivo). Hypothetically, they may affect cell-to-cell signaling, receptor sensitivity, inflammatory enzyme activity or gene regulation, although high-quality clinical research has not confirmed any of these possible effects in humans as of 2020.
Flavones are a class of flavonoids based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one).
Flavonols are a class of flavonoids that have the 3-hydroxyflavone backbone. Their diversity stems from the different positions of the phenolic –OH groups. They are distinct from flavanols such as catechin, another class of flavonoids, and an unrelated group of metabolically important molecules, the flavins, derived from the yellow B vitamin riboflavin.
Adenanthera pavonina is a perennial and non-climbing species of leguminous tree. Its uses include food and drink, traditional medicine, and timber.
Scutellaria lateriflora, is a hardy perennial herb of the mint family, Lamiaceae, native to North America.
Galinsoga parviflora is a species of herbaceous plant in the daisy family Asteraceae. It has several common names including guasca (Colombia), pacpa yuyo, paco yuyo, and waskha (Peru), burrionera (Ecuador), albahaca silvestre and saetilla (Argentina), mielcilla, piojito, galinsoga, gallant soldier, quickweed, and potato weed.
As baicalin is a flavone glycoside, it is a flavonoid. It is the glucuronide of baicalein.
Fisetin (7,3′,4′-flavon-3-ol) is a plant flavonol from the flavonoid group of polyphenols. It can be found in many plants, where it serves as a yellow/ochre colouring agent. It is also found in many fruits and vegetables, such as strawberries, apples, persimmons, onions and cucumbers. Its chemical formula was first described by Austrian chemist Josef Herzig in 1891.
Propolis or bee glue is a resinous mixture that honey bees produce by mixing saliva and beeswax with exudate gathered from tree buds, sap flows, or other botanical sources. It is used as a sealant for unwanted open spaces in the beehive. Propolis is used for small gaps, while gaps larger than the bee space are usually filled with burr comb. Its color varies depending on its botanical source, with dark brown as the most common. Propolis is sticky above 19 °C (66 °F), while at lower temperatures, it becomes hard and brittle.
Millettia stuhlmannii, commonly known as panga panga, is a well-known species of timber tree that is native to the southeastern Afrotropics. The wood of the tropical species M. laurentii has similar qualities and uses, but is slightly darker, and lacks the copious yellowish white resin of the heartwood vessels. Its foliage is similar to that of Pterocarpus rotundifolius, and it may be confused with the latter when observed from a distance.