A biosynthetic precursor to CoQ10 and an inhibitor of mitochondrial complex I
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Coenzyme Q2

Item No. 17327

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[(2E)-3,7-dimethyl-2,6-octadien-1-yl]-5,6-dimethoxy-3-methyl-2,5-cyclohexadiene-1,4-dione
CAS Number
606-06-4
Synonyms
  • CoQ2
  • Ubiquinone-2
  • Ubiquinone Q2
Molecular Formula
C19H26O4
Formula Weight
318.4
Purity
≥95%
Formulation (Request formulation change)
A 100 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlEthanol: 10 mg/ml
λmax
274 nm
SMILES
O=C(C(OC)=C1OC)C(C)=C(C/C=C(CC/C=C(C)/C)\C)C1=O
InChi Code
InChI=1S/C19H26O4/c1-12(2)8-7-9-13(3)10-11-15-14(4)16(20)18(22-5)19(23-6)17(15)21/h8,10H,7,9,11H2,1-6H3/b13-10+
InChi Key
SQQWBSBBCSFQGC-JLHYYAGUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Coenzyme Q2 (CoQ2) is a biosynthetic precursor to the electron transport chain cofactor CoQ10 (Item No. 11506) and an inhibitor of mitochondrial complex I, also known as NADH dehydrogenase.1,2 It is an electron acceptor that accepts electrons from mitochondrial complex I. CoQ2 inhibits the proliferation of BALL-1 human B cell acute lymphoblastic leukemia cells (IC50 = 20 µM) and induces apoptosis in Huh7 and HepG2 hepatoma cells when used at a concentration of 100 µM.3 It increases the production of reactive oxygen species (ROS) in BALL-1 cells but inhibits ROS production in mitochondrial membranes derived from bovine heart when used in combination with the mitochondrial complex I inhibitors rotenone (Item No. 13995), piericidin A (Item No. 15379), or rolliniastatin 1 or -2.3,2 CoQ2 increases the production of hydrogen peroxide in isolated rabbit heart mitochondria and decreases it in isolated rabbit liver mitochondria.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ziegler, D., and Rieske, J.S. Preparation and properties of succinate dehydrogenase - coenzyme-Q reductase (complex II). Arch. Biochem. Biophys. 97, 231-235 (1962).

    2. Fato, R., Bergamini, C., Bortolus, M., et al. Differential effects of mitochondrial Complex I inhibitors on production of reactive oxygen species. Biochim. Biophys. Acta 1787(5), 384-392 (2009).

    3. Esaka, Y., Nagahara, Y., Hasome, Y., et al. Coenzyme Q2 induced p53-dependent apoptosis. Biochim. Biophys. Acta 1724(1-2), 49-58 (2005).

    4. Gharib, A., De Paulis, D., Li, B., et al. Opposite and tissue-specific effects of coenzyme Q2 on mPTP opening and ROS production between heart and liver mitochondria: Role of complex I. J. Mol. Cell. Cardiol. 52(5), 1091-1095 (2012).