Robinetin

Robinetin

Names
IUPAC name 3,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one
Other names Norkanugin; 5-Hydroxyfisetin
Identifiers
CAS Number	490-31-3  Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:8876
ChEMBL	ChEMBL170405
ChemSpider	4445009
ECHA InfoCard	100.007.009
EC Number	207-709-6
KEGG	C10177
PubChem CID	5281692
UNII	KJ6DBC4U7E
CompTox Dashboard (EPA)	DTXSID30197654
InChI 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
SMILES C1=CC2=C(C=C1O)OC(=C(C2=O)O)C3=CC(=C(C(=C3)O)O)O
Properties
Chemical formula	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). Infobox references

Robinetin is an organic compound in the flavone group with the molecular formula C₁₅H₁₀O₇. Chemically, it is a flavone with 5 hydroxy groups. Its name originates from the botanical name of the genus Robinia.^{[ citation needed ]}

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.^{[ citation needed ]}

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.^{[ citation needed ]}

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.