Inducer of intracellular ROS generation
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DMNQ

Item No. 19571

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2,3-dimethoxy-1,4-naphthalenedione
CAS Number
6956-96-3
Synonyms
  • NSC 69355
Molecular Formula
C12H10O4
Formula Weight
218.2
Purity
≥99%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: SolubleMethanol: Soluble
λmax
251, 280 nm
SMILES
O=C1C(OC)=C(OC)C(C2=CC=CC=C21)=O
InChi Code
InChI=1S/C12H10O4/c1-15-11-9(13)7-5-3-4-6-8(7)10(14)12(11)16-2/h3-6H,1-2H3
InChi Key
ZEGDFCCYTFPECB-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $86

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    10 mg

    $153

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    25 mg

    $297

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    Product Description

    DMNQ is a 1,4-naphthoquinone that acts as a redox-cycling agent, typically increasing intracellular superoxide and hydrogen peroxide formation.1,2,3 The amount of oxidative stress is proportional to the amount of DMNQ applied and can alter diverse cellular parameters, including signal transduction, mitochondrial function, and gene expression.3,4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kaas, G.E.N., Duddy, S.K., and Orrenius, S. Activation of hepatocyte protein kinase C by redox-cycling quinones. Biochem. J. 260(2), 499-507 (1989).

    2. Gant, T.W., Rao, D.N., Mason, R.P., et al. Redox cycling and sulphydryl arylation; their relative importance in the mechanism of quinone cytotoxicity to isolated hepatocytes. Chem. Biol. Interact. 65(2), 157-173 (1988).

    3. Shi, M.M., Kugelman, A., Iwamoto, T., et al. Quinone-induced oxidative stress elevates glutathione and induces γ-glutamylcysteine synthetase activity in rat lung epithelial L2 cells. The Journal of Biological Chemisty 269(42), 26512-26517 (1994).

    4. Klotz, L.O., Hou, X., and Jacob, C. 1,4-Naphthoquinones: From oxidative damage to cellular and inter-cellular signaling. Molecules 19(9), 14902-14918 (2014).

    5. Chacko, B.K., Zhi, D., Darley-Usmar, V.M., et al. The bioenergetic health index is a sensitive measure of oxidative stress in human monocytes. Reddox Biol. 8, 43-50 (2016).