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C9538

Sigma-Aldrich

Coenzyme Q10

≥98% (HPLC)

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Synonym(s):
CoQ10, Q-10, Ubiquinone 50, Ubiquinone-10
Empirical Formula (Hill Notation):
C59H90O4
CAS Number:
303-98-0
Molecular Weight:
863.34
Beilstein:
1900141
EC Number:
206-147-9
MDL number:
MFCD00042919
UNSPSC Code:
12352200
PubChem Substance ID:
24893170
NACRES:
NA.77

Quality Level

200

Assay

≥98% (HPLC)

form

powder

color

yellow to dark orange

mp

49 °C

application(s)

cell analysis

storage temp.

−20°C

SMILES string

O=C(C(OC)=C1OC)C(C/C=C(C)/CC/C=C(CC/C=C(CC/C=C(CC/C=C(CC/C=C(CC/C=C(C)/CC/C=C(C)/CC/C=C(C)/CCC=C(C)C)\C)\C)\C)\C)\C)=C(C)C1=O

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+

InChI key

ACTIUHUUMQJHFO-UPTCCGCDSA-N

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General description

Coenzyme Q (CoQ), also known as ubiquinone, is a lipid-soluble antioxidant and is an essential component of the mitochondrial electron transport chain. The molecule contains a biologically active quinone with a benzoquinone ring and an isoprenoid sidechain. Q10 is synthesized in the cytoplasm and mitochondria () which generates ATP through aerobic cellular respiration. CoQ10 is required for the optimal functioning of the immune system and for cardiovascular health (). The ability to repress inflammatory gene expression exhibits its anti-inflammatory property ( ) Genetic failure or ageing results in CoQ10 deficiency, indicated by suppression of immune function. ()

Application

Coenzyme Q10 (CoQ10) has been used:
  • as a bioactive compound to study its immune modulating properties in vitro
  • as a standard for high-performance liquid chromatography
  • to study its effect on exercised rat aorta
  • in the cellular CoQ uptake assay

Biochem/physiol Actions

Coenzyme Q10 is an endogenous cellular antioxidant and an essential component of the electron transfer chain. CoQ10 takes part in aerobic cellular respiration and generation of energy in the form of ATP.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Jan Aaseth et al.
Mechanisms of ageing and development, 197, 111521-111521 (2021-06-16)
Coenzyme Q10 (CoQ10) is an essential component of the mitochondrial electron transport chain. It is also an antioxidant in cellular membranes and lipoproteins. All cells produce CoQ10 by a specialized cytoplasmatic-mitochondrial pathway. CoQ10 deficiency can result from genetic failure or
Steven Lunetta et al.
Journal of AOAC International, 91(4), 702-708 (2008-08-30)
An international collaborative study was conducted of a high-performance liquid chromatographic (HPLC)-UV method for the determination of coenzyme Q10 (CoQ10, ubidecarenone) in raw materials and dietary supplements. Ten collaborating laboratories determined the total CoQ10 content in 8 blind duplicate samples.
Lionel Van Maldergem et al.
Annals of neurology, 52(6), 750-754 (2002-11-26)
A 31-year-old woman had encephalopathy, growth retardation, infantilism, ataxia, deafness, lactic acidosis, and increased signals of caudate and putamen on brain magnetic resonance imaging. Muscle biochemistry showed succinate:cytochrome c oxidoreductase (complex II-III) deficiency. Both clinical and biochemical abnormalities improved remarkably
Hassan Ahmadvand et al.
ARYA atherosclerosis, 10(4), 192-198 (2014-09-27)
Diabetes mellitus, one of the leading metabolic syndromes, accounts for highest morbidity and mortality worldwide. In this study, we examined possible protective effect of coenzyme Q10 on lipid profile, atherogenic index, and liver enzyme markers in alloxan-induced type 1 diabetic
S Ogasahara et al.
Neurology, 35(3), 372-377 (1985-03-01)
In a patient with Kearns-Sayre syndrome, concentration of coenzyme Q10, a component of the mitochondrial electron transport system, was decreased in serum and in the mitochondrial fraction of skeletal muscle. Serum concentrations of lactate and pyruvate were abnormally high, especially
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