A naphthol with diverse biological activities
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Nepodin

Item No. 27611

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-(1,8-dihydroxy-3-methyl-2-naphthalenyl)-ethanone
CAS Number
3785-24-8
Synonyms
  • Musizin
  • NSC 365795
Molecular Formula
C13H12O3
Formula Weight
216.2
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Methanol: soluble
λmax
224, 260 nm
SMILES
CC(C(C(C)=O)=C1O)=CC2=C1C(O)=CC=C2
InChi Code
InChI=1S/C13H12O3/c1-7-6-9-4-3-5-10(15)12(9)13(16)11(7)8(2)14/h3-6,15-16H,1-2H3
InChi Key
DMLHPCALHMPJHS-UHFFFAOYSA-N
Origin
Plant/Maesopsis eminii/Dianella laevis/Dianella nigra/Rumex spp
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $43

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    5 mg

    $191

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    10 mg

    $316

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    Product Description

    Nepodin is a naphthol that has been found in Rumex and has diverse biological activities.1,2,3,4 It inhibits COX-1 and COX-2 in vitro (IC50s = 27.43 and 32.28 μM, respectively).1 Nepodin inhibits C. albicans and S. aureus biofilm formation in a concentration-dependent manner when used at concentrations ranging from 1 to 10 μM.2 It is active against chloroquine-sensitive and -resistant P. falciparum strains (IC50s = 0.74 and 0.79 μg/ml for strains 3D7 and S20, respectively).3 Nepodin (250 mg/kg) suppresses parasitemia and increases survival time in a mouse model of P. berghei infection. It also increases skeletal muscle phosphorylation of AMPK, reduces serum and hepatic triglyceride and cholesterol levels, and improves insulin resistance in db/db diabetic mice.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Grover, J., Kumar, V., Singh, V., et al. Synthesis, biological evaluation, molecular docking and theoretical evaluation of ADMET properties of nepodin and chrysophanol derivatives as potential cyclooxygenase (COX-1, COX-2) inhibitors. Eur. J. Med. Chem. 80, 47-56 (2014).

    2. Lee, J.H., Kim, Y.G., Khadke, S.K., et al. Inhibition of biofilm formation by Candida albicans and polymicrobial microorganisms by nepodin via hyphal-growth suppression. ACS Infect. Dis. 5(7), 1177-1187 (2019).

    3. Lee, K.H., and Rhee, K.H. Antimalarial activity of nepodin isolated from Rumex crispus. Arch. Pharm. Res. 36(4), 430-435 (2013).

    4. Ha, B.G., Yonezawa, T., Son, M.J., et al. Antidiabetic effect of nepodin, a component of Rumex roots, and its modes of action in vitro and in vivo. Biofactors 40(4), 436-447 (2014).