A flavonol with diverse biological activities
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Isomer(s)
19285Herbacetin
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Robinetin

Item No. 35272

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-1-benzopyran-4-one
CAS Number
490-31-3
Synonyms
  • NSC 407331
  • NSC 656274
  • 3,7,3′,4′,5′-Pentahydroxyflavone
Molecular Formula
C15H10O7
Formula Weight
302.2
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: slightlyDMSO: 10 mg/ml
λmax
367 nm
SMILES
O=C1C(O)=C(C2=CC(O)=C(O)C(O)=C2)OC3=CC(O)=CC=C13
InChi Code
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
InChi Key
SOEDEYVDCDYMMH-UHFFFAOYSA-N
Origin
Plant/Unspecified sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $49

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    10 mg

    $87

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    25 mg

    $194

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    50 mg

    $315

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    Product Description

    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 (Item No. 14805) 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

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description 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).