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U0020000

Ubidecarenone

European Pharmacopoeia (EP) Reference Standard

Synonym(s):

Coenzyme Q10, Q-10, Ubiquinone 50, Ubiquinone-10

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About This Item

Empirical Formula (Hill Notation):
C59H90O4
CAS Number:
303-98-0
Molecular Weight:
863.34
Beilstein/REAXYS Number:
1900141
MDL number:
MFCD00042919
UNSPSC Code:
41116107
PubChem Substance ID:
329827586
NACRES:
NA.24

biological source

fermentation/recombinant (yeast)

grade

pharmaceutical primary standard

agency

EP

API family

ubidecarenone

form

solid

manufacturer/tradename

EDQM

technique(s)

gas chromatography (GC): suitable
liquid chromatography (LC): suitable

mp

49 °C

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-8°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

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.
Ubidecarenone, referred to as coenzyme Q, is abundantly available in human cells, with major proportions being present in vital body organs such as heart and kidneys. It plays an important role in cell metabolism owing to its significant contribution to the electron transport pathway. It is a strong antioxidant and acts as an essential enzyme catalyst in mitochondrial oxidative phosphorylation.

Application

Ubidecarenone may be used as an EP reference standard for the determination of the analyte in pharmaceutical formulations by liquid chromatography.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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≥98 atom % D, ≥97% (CP)

Sigma-Aldrich

802891

Coenzyme Q10-d9 (dimethoxy-d6, methyl-d3)

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Meyler's Side Effects of Drugs: The International Encyclopedia of Adverse Drug Reactions and (2015)
Coenzyme Q10 inhibits the activation of pancreatic stellate cells through PI3K/AKT/mTOR signaling pathway
Xue R, et al.
Oncotarget, 8(54), 92300-92300 (2017)
Ubidecarenone
European Pharmacopoeia Commission and European Directorate for the Quality of Medicines & Healthcare
European pharmacopoeia, 8(54), 3875-3876 (2016)
Gerwyn Morris et al.
Molecular neurobiology, 48(3), 883-903 (2013-06-14)
Coenzyme Q10 (CoQ10) is an antioxidant, a membrane stabilizer, and a vital cofactor in the mitochondrial electron transport chain, enabling the generation of adenosine triphosphate. It additionally regulates gene expression and apoptosis; is an essential cofactor of uncoupling proteins; and
M Mancuso et al.
Current drug targets, 11(1), 111-121 (2009-12-19)
Coenzyme Q10 (CoQ10, or ubiquinone) is an electron carrier of the mitochondrial respiratory chain (electron transport chain) with antioxidant properties. In view of the involvement of CoQ10 in oxidative phosphorylation and cellular antioxidant protection a deficiency in this quinone would
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