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U0020000

Ubidecarenone

European Pharmacopoeia (EP) Reference Standard

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Synonym(s):
Coenzyme Q10, Q-10, Ubiquinone 50, Ubiquinone-10
Empirical Formula (Hill Notation):
C59H90O4
CAS Number:
303-98-0
Molecular Weight:
863.34
Beilstein:
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

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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European Pharmacopoeia Commission and European Directorate for the Quality of Medicines & Healthcare
European pharmacopoeia, 8(54), 3875-3876 (2016)
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)
Shirin Kalyan et al.
The Journal of clinical endocrinology and metabolism, 99(4), 1307-1313 (2014-01-16)
Nitrogen-bisphosphonates (N-BPs) are the most widely used drugs for bone fragility disorders. Long-term or high-dose N-BP use is associated with unusual serious side effects such as osteonecrosis of the jaw, musculoskeletal pain, and atypical fractures of long bones. It has
D Orsucci et al.
Current medicinal chemistry, 18(26), 4053-4064 (2011-08-10)
Coenzyme Q10 is a small electron carrier of the respiratory chain with antioxidant properties, widely used for the treatment of mitochondrial disorders. Mitochondrial diseases are neuromuscular disorders caused by impairment of the respiratory chain and increased generation of reactive oxygen
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