Robinetin

Last updated
Robinetin
Robinetin.svg
Names
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 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 207-709-6
KEGG
PubChem CID
UNII
  • InChI=1S/C15H10O7/c16-7-1-2-8-11(5-7)22-15(14(21)12(8)19)6-3-9(17)13(20)10(18)4-6/h1-5,16-18,20-21H
    Key: SOEDEYVDCDYMMH-UHFFFAOYSA-N
  • C1=CC2=C(C=C1O)OC(=C(C2=O)O)C3=CC(=C(C(=C3)O)O)O
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.

Contents

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.

Natural role

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.

Research

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.

Related Research Articles

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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.

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References

  1. "Robinetin". PubChem. Retrieved 2024-08-30.
  2. "Springer Handbook of Wood Science and Technology (Chapter 3. Wood Biology)". Springer Handbooks. Cham: Springer International Publishing. 2023. p. 107. doi:10.1007/978-3-030-81315-4. ISBN   978-3-030-81314-7. ISSN   2522-8692. S2CID   257902863.
  3. ILDIS, International Legume Database and Information Service; CHCD, Chapman & Hall Chemical Database (1994). F.A. Bisby; J. Buckingham; J.B. Harborne (eds.). Phytochemical dictionary of the Leguminosae. compiler, I.W. Southon; chemical data, Chapman & Hall Chemical Database; phytochemical database, R.J. White; botanical data, J.L. Zarucchi (1st ed.). London: Chapman & Hall. ISBN   0412397706.
  4. Kumar, Shashank; Pandey, Abhay K. (2013). "Chemistry and Biological Activities of Flavonoids: An Overview". The Scientific World Journal. 2013 (1). doi: 10.1155/2013/162750 . ISSN   2356-6140. PMC   3891543 . PMID   24470791.