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Coenzyme Q10 information



Coenzyme Q10
Names
Preferred IUPAC name
2-[(2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-Decamethyltetraconta-2,6,10,14,18,22,26,30,34,38-decaen-1-yl]-5,6-dimethoxy-3-methylcyclohexa-2,5-diene-1,4-dione
Other names
  • In general: Ubiquinone, coenzyme Q, CoQ, vitamin Q
  • This form: ubidecarenone,

Q10, CoQ10 /ˌkˌkjuːˈtɛn/

Identifiers
CAS Number
  • 303-98-0 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:46245 checkY
ChEMBL
  • ChEMBL454801 checkY
ChemSpider
  • 4445197 checkY
ECHA InfoCard 100.005.590 Edit this at Wikidata
KEGG
  • C11378
PubChem CID
  • 5281915
UNII
  • EJ27X76M46 checkY
CompTox Dashboard (EPA)
  • DTXSID6046054 Edit this at Wikidata
InChI
  • 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,15-23,25,27,29,31,33,35,37,39,41,43H2,1-14H3/b45-26+,46-28+,47-30+,48-32+,49-34+,50-36+,51-38+,52-40+,53-42+ checkY
    Key: ACTIUHUUMQJHFO-UPTCCGCDSA-N checkY
  • InChI=1/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,15-23,25,27,29,31,33,35,37,39,41,43H2,1-14H3/b45-26+,46-28+,47-30+,48-32+,49-34+,50-36+,51-38+,52-40+,53-42+
    Key: ACTIUHUUMQJHFO-UPTCCGCDBK
SMILES
  • O=C1/C(=C(\C(=O)C(\OC)=C1\OC)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(/C)CC\C=C(/C)C
Properties
Chemical formula
C59H90O4
Molar mass 863.365 g·mol−1
Appearance yellow or orange solid
Melting point 48–52 °C (118–126 °F; 321–325 K)
Solubility in water
insoluble
Pharmacology
ATC code
C01EB09 (WHO)
Related compounds
Related quinones
1,4-Benzoquinone
Plastoquinone
Ubiquinol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Infobox references

Coenzyme Q10 (CoQ10 /ˌkkjˈtɛn/) also known as ubiquinone, is a naturally occurring biochemical cofactor (coenzyme) and an antioxidant produced by the human body.[1][2][3] It can also be obtained from dietary sources, such as meat, fish, seed oils, vegetables, and dietary supplements.[1][2] CoQ10 is found in many organisms, including animals and bacteria.

CoQ10 plays a role in mitochondrial oxidative phosphorylation, aiding in the production of adenosine triphosphate (ATP), which is involved in energy transfer within cells.[1] The structure of CoQ10 consists of a benzoquinone moiety and an isoprenoid side chain, with the "10" referring to the number of isoprenyl chemical subunits in its tail.[4][5][6]

Although a ubiquitous molecule in human tissues, CoQ10 is not a dietary nutrient, does not have a recommended intake level, and its use as a supplement is not associated with or approved for any health or anti-disease effect.[1][2]

  1. ^ a b c d "Coenzyme Q10". Micronutrient Information Center, Linus Pauling Institute, Oregon State University. 2018. Archived from the original on 15 March 2024. Retrieved 13 April 2024.
  2. ^ a b c Sood B, Preeti Patel P, Keenaghan M (30 January 2024). "Coenzyme Q10". StatPearls, US National Library of Medicine. PMID 30285386. Archived from the original on 2 October 2023. Retrieved 17 April 2024.
  3. ^ "Coenzyme Q10". National Center for Complementary and Integrative Health, US National Institutes of Health. January 2019. Archived from the original on 4 April 2024. Retrieved 13 April 2024.
  4. ^ Mantle D, Lopez-Lluch G, Hargreaves IP (January 2023). "Coenzyme Q10 Metabolism: A Review of Unresolved Issues". International Journal of Molecular Sciences. 24 (3): 2585. doi:10.3390/ijms24032585. PMC 9916783. PMID 36768907.Coenzyme Q10 This article incorporates text from this source, which is available under the CC BY 4.0 license.
  5. ^ Kadian M, Sharma G, Pandita S, Sharma K, Shrivasatava K, Saini N, et al. (2022). "The Impact of Coenzyme Q10 on Neurodegeneration: A Comprehensive Review". Current Pharmacology Reports. 8: 1–19. doi:10.1007/s40495-021-00273-6.
  6. ^ Mantle D, Heaton RA, Hargreaves IP (May 2021). "Coenzyme Q10 and Immune Function: An Overview". Antioxidants. 10 (5): 759. doi:10.3390/antiox10050759. PMC 8150987. PMID 34064686.Coenzyme Q10 This article incorporates text from this source, which is available under the CC BY 4.0 license.

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Coenzyme Q10

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Coenzyme Q10 (CoQ10 /ˌkoʊkjuːˈtɛn/) also known as ubiquinone, is a naturally occurring biochemical cofactor (coenzyme) and an antioxidant produced by...

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International Coenzyme Q10 Association

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The International Coenzyme Q10 Association is a nonprofit association originally based in Ancona, Italy and currently in Seville, Spain. Since its establishment...

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Coenzyme Q10 deficiency

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Coenzyme Q10 deficiency is a deficiency of coenzyme Q10. It can be associated with COQ2, APTX, PDSS2, PDSS1, CABC1, and COQ9. Some forms may be more treatable...

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Q10

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Q10 or Q-10 may refer to: Q10 (temperature coefficient) Coenzyme Q10, a dietary supplement BlackBerry Q10, a smartphone Q10 (New York City bus) MMIST...

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Dilated cardiomyopathy

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multicenter study on the safety and efficacy of coenzyme Q10 as adjunctive therapy in heart failure. CoQ10 Drug Surveillance Investigators". Molecular Aspects...

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Svend Aage Mortensen

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researcher and the leading author for the Q-Symbio study of the "Effect of Coenzyme Q10 on Morbidity and Mortality in Chronic Heart Failure." Mortensen was one...

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Coq

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language Coq (software), an interactive theorem prover CoQ, common term for Coenzyme Q10, a naturally occurring biochemical cofactor and antioxidant produced...

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Ubiquinol

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coenzyme Q is 2,3-dimethoxy-5-methyl-6-poly prenyl-1,4-benzoquinol, where the polyprenylated side-chain is 9-10 units long in mammals. Coenzyme Q10 (CoQ10)...

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Mitoquinone mesylate

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Mitoquinone mesylate (MitoQ) is a synthetic analogue of coenzyme Q10 which has antioxidant effects. It was first developed in New Zealand in the late 1990s...

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Stephen Sinatra

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published journal articles on cholesterol[non-primary source needed] and coenzyme Q10.[non-primary source needed] He has appeared on national radio and television...

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Oxidative phosphorylation

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the inner mitochondrial membrane, the lipid-soluble electron carrier coenzyme Q10 (Q) carries both electrons and protons by a redox cycle. This small benzoquinone...

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Statin

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medications such as fibrates, and hypothyroidism. Coenzyme Q10 (ubiquinone) levels are decreased in statin use; CoQ10 supplements are sometimes used to treat statin-associated...

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Sporobolomyces

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ballistoconidia that are bilaterally symmetrical, they have Coenzyme Q10 or Coenzyme Q10(H2) as their major ubiquinone, they lack xylose in whole-cell...

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Solanesol

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solanaceous species. It is notable as the biosynthetic precursor to coenzyme Q10. Solanesol is a non-cyclic terpene alcohol that consists of nine isoprene...

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Horse ointment

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skin health, as well as reducing pore size. Horse ointment contains coenzyme Q10, hyaluronic acid, and collagen, which can maintain the natural moisture...

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Antioxidant

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Moesgaard S, Hunter DA (2003). "Serum coenzyme Q10 concentrations in healthy men supplemented with 30 mg or 100 mg coenzyme Q10 for two months in a randomised...

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Rosuvastatin

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increases in collagen turnover markers as well as a reduction in plasma coenzyme Q10 levels in patients with chronic heart failure. The dose-related magnitude...

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Mitochondrial myopathy

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COX-negative fibres, respiratory chain impairment, and deficiency of coenzyme Q10. Some forms of MADD respond well to riboflavin, known as riboflavin-responsive...

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Plastoquinone

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found. Plastoquinones are very structurally similar to ubiquinone, or coenzyme Q10, differing by the length of the isoprenyl side chain, replacement of...

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Mevalonate pathway

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diverse class of over 30,000 biomolecules such as cholesterol, vitamin K, coenzyme Q10, and all steroid hormones. The mevalonate pathway begins with acetyl-CoA...

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Respiratory complex I

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bacteria to humans. It catalyzes the transfer of electrons from NADH to coenzyme Q10 (CoQ10) and translocates protons across the inner mitochondrial membrane...

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Exercise intolerance

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a result exercise intolerance. A complex of Coenzyme Q10: One of the metabolic myopathies, Coenzyme Q10 deficiency includes the symptom of exertional...

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Presbycusis

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performed in 2010, it was found that the water-soluble formulation of coenzyme Q10 (CoQ10) caused a significant improvement in liminar tonal audiometry of...

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Rhabdomyolysis

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myopathies: deficiency of succinate dehydrogenase, cytochrome c oxidase and coenzyme Q10 Others: glucose-6-phosphate dehydrogenase deficiency, myoadenylate deaminase...

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Cramp

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persist, as they can, in rare cases, develop into more serious problems. Coenzyme Q10 supplementation can be helpful to avoid some statin-related adverse effects...

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Pharma Nord

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UK market. In 1990, Pharma Nord was the first company to introduce a coenzyme Q10 product (ubiquinone) on the European market after it was discovered in...

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