A cofactor in the electron transport chain
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Labeled Version(s)
30958Coenzyme Q10-d6
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Coenzyme Q10

Item No. 11506

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[(2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-decamethyl-2,6,10,14,18,22,26,30,34,38-tetracontadecaen-1-yl]-5,6-dimethoxy-3-methyl-2,5-cyclohexadiene-1,4-dione
CAS Number
303-98-0
Synonyms
  • CoQ10
  • NSC 140865
  • Ubidecarenone
  • Ubiquinone-10
  • Ubiquinone Q10
Molecular Formula
C59H90O4
Formula Weight
863.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlEthanol: 0.3 mg/ml
λmax
205, 274 nm
SMILES
O=C(C(C/C=C(C)/CC/C=C(C)/CC/C=C(C)/CC/C=C(C)/CC/C=C(C)/CC/C=C(C)/CC/C=C(C)/CC/C=C(C)/CC/C=C(CC/C=C(C)/C)\C)=C1C)C(OC)=C(OC)C1=O
InChi Code
InChI=1S/C59H90O4/c1-44(2)24-15-25-45(3)26-16-27-46(4)28-17-29-47(5)30-18-31-48(6)32-19-33-49(7)34-20-35-50(8)36-21-37-51(9)38-22-39-52(10)40-23-41-53(11)42-43-55-54(12)56(60)58(62-13)59(63-14)57(55)61/h24,26,28,30,32,34,36,38,40,42H,15-23,25,27,29,3
InChi Key
ACTIUHUUMQJHFO-UPTCCGCDSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Coenzyme Q10 (CoQ10) is a quinone that is found throughout the human body in cell membranes, primarily in mitochondrial membranes, with the highest levels in the heart, lungs, liver, kidneys, spleen, pancreas, and adrenal glands.1 It exists in three redox states: fully oxidized (CoQ10/ubiquinone), partially reduced (semiquinone or ubisemiquinone), and fully reduced (ubiquinol; Item No. 19677).2 CoQ10 acts as an electron shuttle in the electron transport chain via its reduction to ubiquinol between mitochondrial complexes I and II, also known as NADH dehydrogenase and succinate dehydrogenase, respectively, and mitochondrial complex III, also known as cytochrome bc1 complex.3,4 CoQ10 is also reduced to ubiquinol by ferroptosis suppressor protein 1 (FSP1) with NADPH as a cofactor, and ubiquinol traps lipid peroxyl radicals and inhibits lipid peroxidation helping to prevent ferroptosis.5 Mutations in genes encoding enzymes involved in CoQ10 biosynthesis lead to primary CoQ10 deficiency, which is characterized by encephalopathy, cerebellar ataxia, infantile multisystemic form, nephropathy, and isolated myopathy.6 Secondary CoQ10 deficiency, induced by non-genetic impaired CoQ10 biosynthesis, insufficient CoQ10 intake, or excessive CoQ10 utilization, has been observed in a variety of conditions, including ataxia-oculomotor-apraxia 1 (AOA1), mitochondrial diseases, and hypercholesteremia with statin therapy.7,8 Formulations containing CoQ10 have been used in the treatment of CoQ10 deficiency.

    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. Ernster, L., and Dallner, G. Biochemical, physiological and medical aspects of ubiquinone function. Biochim. Biophys. Acta 1271(1), 195-204 (1995).

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

    4. Acosta, M.J., Fonseca, L.V., Desbats, M.A., et al. Coenzyme Q biosynthesis in health and disease. Biochim. Biophys. Acta 1857(8), 1079-1085 (2016).

    5. Doll, S., Freitas, F.P., Shah, R., et al. FSP1 is a glutathione-independent ferroptosis suppressor. Nature 575(7784), 693-698 (2019).

    6. Emmanuele, V., López, L.C., Berardo, A., et al. Heterogeneity of coenzyme Q10 deficiency: Patient study and literature review. Arch. Neurol. 69(8), 978-983 (2012).

    7. Quinzii, C.M., and Hirano, M. Primary and secondary CoQ10 deficiencies in humans. BioFactors 37(5), 361-365 (2011).

    8. Potgieter, M., Pretorius, E., and Pepper, M.S. Primary and secondary coenzyme Q10 deficiency: The role of therapeutic supplementation. Nutr. Rev. 71(3), 180-188 (2019).