DECYLUBIQUINONE Chemical Properties

Boiling point:

452.9±45.0 °C(Predicted)

Density 

1.02±0.1 g/cm3(Predicted)

storage temp. 

-20°C

solubility 

Soluble in DMSO (up to 10 mg/ml)

form 

Neat yellow to orange colored oil.

color 

Yellow or orange

Stability:

Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month.

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

MSDS

• Language:English Provider:SigmaAldrich

DECYLUBIQUINONE Usage And Synthesis

Description

Decylubiquinone (55486-00-5) inhibits the Ca2+?dependent mitochondrial permeability transition pore (MPTP) without inhibiting respiration.1?Maximum effect on Ca2+?retention capacity of rat liver mitochondria at 100 μM. Inhibits etoposide-induced apoptosis in in L929 cells at 5 μM via inhibition of cytochrome C release.2?Delays rotenone-induced cardiac dysfunction in a zebrafish model of development and cardiovascular function.3?Substrate for various quinone oxidoreductases.4,5

Uses

Decylubiquinone is inhibits the Ca2+-dependent mitochondrial permeability transition pore (MPTP) and also inhibits etoposide-induced apoptosis.

Definition

ChEBI: 6-decylubiquinone is a member of the class of 1,4-benzoquinones that is 2,3-dimethoxybenzoquinone which has been substituted at positions 5 and 6 by decyl and methyl groups. It has a role as a cofactor. It is functionally related to a 6-decylubiquinol.

General Description

Ubiquinone analog.

References

[1] E FONTAINE P B F Ichas. A ubiquinone-binding site regulates the mitochondrial permeability transition pore.[J]. The Journal of Biological Chemistry, 1998, 273 40: 25734-25740. DOI:10.1074/jbc.273.40.25734
[2] N. KARPINICH. The Course of Etoposide-induced Apoptosis from Damage to DNA and p53 Activation to Mitochondrial Release of Cytochromec *[J]. The Journal of Biological Chemistry, 2002, 19 1: 16547-16552. DOI:10.1074/jbc.m110629200
[3] BRÍGIDA R PINHO. How mitochondrial dysfunction affects zebrafish development and cardiovascular function: an in vivo model for testing mitochondria-targeted drugs[J]. British Journal of Pharmacology, 2013, 169 5: 1072-1090. DOI:10.1111/bph.12186
[4] F420H2: quinone oxidoreductase from Archaeoglobus fulgidus. Characterization of a membrane-bound multisubunit complex containing FAD and iron-sulfur clusters
[5] VOLKER ZICKERMANN. Analysis of the Pathogenic Human Mitochondrial Mutation ND1/3460, and Mutations of Strictly Conserved Residues in Its Vicinity, Using the Bacterium Paracoccus denitrificans†[J]. Biochemistry Biochemistry, 1998, 37 34: 11792-11796. DOI:10.1021/bi9810555

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