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Common Name

Robinetin

Systematic Name

3,7,3',4',5'-Pentahydroxyflavone

Synonyms

LM ID

LMPK12111577

Formula

C₁₅H₁₀O₇

Exact Mass

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302.042655

Status

Curated

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Classification

Biological Context

Robinetin is a flavonol that has been found in R. pseudacacia and has diverse biological activities.^1,2,3,4,5 It inhibits NADH oxidase with an IC50 value of 19 nmol/mg of protein in isolated beef heart mitochondria.² Robinetin scavenges DPPH radicals in a cell-free assay and inhibits glutathione S-transferase (GST; IC50 = 1.39 µM for the equine liver enzyme).^3,4 It also inhibits multidrug resistance-associated protein 1 (MRP1) and MRP2 in MDCK-II cells (IC50s = 13.6 and 15 µM, respectively, for the human proteins).⁵

This information has been provided by Cayman Chemical

References

1. Charlesworth, E.H., and Robinson, R. Anthoxanthins. Part XIII. Synthesis of a colouring matter of Robinia pseudacacia. J. Chem. Soc. 268-270 (1933).

2. Hodnick, W.F., Duval, D.L., and Pardini, R.S. Inhibition of mitochondrial respiration and cyanide-stimulated generation of reactive oxygen species by selected flavonoids. Biochem. Pharmacol. 47(3), 573-580 (1994).

3. Hyun, J., Woo, Y., Hwang, D.-S., et al. Relationships between structures of hydroxyflavones and their antioxidative effects. Bioorg. Med. Chem. Lett. 20(18), 5510-5513 (2010).

4. Boušová, I., Hájek, J., Dršata, J., et al. Naturally occurring flavonoids as inhibitors of purified cytosolic glutathione S-transferase. Xenobiotica 42(9), 872-879 (2012).

5. van Zanden, J.J., Wortelboer, H.M., Bijlsma, S., et al. Quantitative structure activity relationship studies on the flavonoid mediated inhibition of multidrug resistance proteins 1 and 2. Biochem. Pharmacol. 69(4), 699-708 (2005).