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Robinetin

From Wikipedia, the free encyclopedia
Robinetin
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 Edit this at Wikidata
EC Number
  • 207-709-6
KEGG
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.

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

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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

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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.

References

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  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.
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