An analog of CoQ10 with neuroprotective effects
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Idebenone

Item No. 15475

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-(10-hydroxydecyl)-5,6-dimethoxy-3-methyl-2,5-cyclohexadiene-1,4-dione
CAS Number
58186-27-9
Synonyms
  • CV-2619
  • Mnesis
Molecular Formula
C19H30O5
Formula Weight
338.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 25 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH 7.2) (1:1): 0.5 mg/ml
λmax
279, 407 nm
SMILES
O=C1C(CCCCCCCCCCO)=C(C)C(C(OC)=C1OC)=O
InChi Code
InChI=1S/C19H30O5/c1-14-15(12-10-8-6-4-5-7-9-11-13-20)17(22)19(24-3)18(23-2)16(14)21/h20H,4-13H2,1-3H3
InChi Key
JGPMMRGNQUBGND-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $54

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    25 mg

    $115

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    50 mg

    $209

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    100 mg

    $367

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    Product Description

    Idebenone is a benzoquinone analog of coenzyme Q10 (Item No. 11506), a natural quinone that serves as a cofactor in the electron transport chain in mitochondria.1,2 Like coenzyme Q10, idebenone is a potent lipid antioxidant that prevents the generation of free radicals.1,3 In particular, idebenone targets mitochondria, preserves mitochondrial function, and confers cytoprotection.4,5,6 In this way, idebenone has neuroprotective effects and has applications in Friedreich ataxia.7,8

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Saini, R. Coenzyme Q10: The essential nutrient. J. Pharm. Bioallied Sci. 3(3), 466-467 (2011).

    2. Crane, F.L. Biochemical functions of coenzyme Q10. J. Am. Coll. Nutr. 20(6), 591-598 (2001).

    3. Suno, M., and Nagaoka, A. Inhibition of lipid peroxidation by a novel compound, idebenone (CV-2619). Jpn. J. Pharmacol. 35(2), 196-198 (1984).

    4. Arce, P.M., Goldschmidt, R., Khdour, O.M., et al. Analysis of the structural and mechanistic factors in antioxidants that preserve mitochondrial function and confer cytoprotection. Bioorg. Med. Chem. 20(17), 5188-5201 (2012).

    5. Erb, M., Hoffman-Enger, B., Deppe, H., et al. Features of idebenone and related short-chain quinones that rescue ATP levels under conditions of impaired mitochondrial complex I. PLoS One 7(4), e36153 (2012).

    6. Heitz, F.D., Erb, M., Anklin, C., et al. Idebenone protects against retinal damage and loss of vision in a mouse model of Leber’s hereditary optic neuropathy. PLoS One 7(9), e45182 (2012).

    7. Liu, J., and Wang, L.N. Mitochondrial enhancement for neurodegenerative movement disorders: A systematic review of trials involving creatine, coenzyme q10, idebenone and mitoquinone. CNS Drugs 28(1), 63-68 (2014).

    8. Tsou, A.Y., Friendman, L.A., Wilson, R.B., et al. Pharmacotherapy for Friedreich ataxia. CNS Drugs 23(3), 213-223 (2009).

    Product Citations

    Hendricks, J.M., Doubravsky, C., Wehri, E., et al. Identification of structurally diverse FSP1 inhibitors that sensitize cancer cells to ferroptosis. Cell Chem. Biol. 30(9), P1090-P1103 (2022).

    Li, Z., Ferguson, L., Deol, K.K., et al. Ribosome stalling during selenoprotein translation exposes a ferroptosis vulnerability. Nat. Chem. Biol. (2022).

    Soriano-Castell, D., Currais, A., and Maher, P. Defining a pharmacological inhibitor fingerprint for oxytosis/ferroptosis. Free Radic. Biol. Med. S0891-5849(21), (2021).

    Bersuker, K., Hendricks, J., Li, Z., et al. The CoQ oxidoreductase FSP1 acts parallel to GPX4 to inhibit ferroptosis. Nature 575(7784), 688-692 (2019).