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ChemicalBook--->CAS DataBase List--->55486-00-5

55486-00-5

55486-00-5 Structure

55486-00-5 Structure
IdentificationBack Directory
[Name]

DECYLUBIQUINONE
[CAS]

55486-00-5
[Synonyms]

DECYLUBIQUINONE
6-decylubiquinone
Decylubiquinone (2,3-Dmdb)
2,3-DIMETHOXY-5-METHYL-6-DECYL-1,4-BENZOQUINONE
2-decyl-5,6-dimethoxy-3-methylcyclohexa-2,5-diene-1,4-dione
2,5-Cyclohexadiene-1,4-dione, 2-decyl-5,6-dimethoxy-3-methyl-
[Molecular Formula]

C19H30O4
[MDL Number]

MFCD00083306
[MOL File]

55486-00-5.mol
[Molecular Weight]

322.44
Chemical PropertiesBack Directory
[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 DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26-36
[WGK Germany ]

3
Hazard InformationBack Directory
[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.
[storage]

Store at -20°C
[References]

1) Fontaine?et al. (1998),?A Ubiquinone-binding Site Regulates the Mitochondrial Permeability Transition Pore; J. Biol. Chem.,?273?25734 2) Karpinich?et al. (2002),?The course of Etoposide-Induced Apoptosis from Damage to DNA and p53 Activation to Mitochondrial Release of Cytochrome c; J. Biol. Chem.,?277?16547 3) Pinho?et al. (2013)?How mitochondrial dysfunction affects zebrafish development and cardiovascular function: an in vivo model for testing mitochondria-targeted drugs; Br. J. Pharmacol.,?169?1072 4) Kunow?et al.?(1994)?F420H2: quinone oxidoreductase from Archaeoglobus fulgidus. Characterization of a membrane-bound multisubunit complex containing FAD and iron-sulfur clusters; Eur. J. Biochem.,?223?503 5) Zickermann?et al?(1998)?Analysis of the pathogenic human mitochondria mutation ND1/3460 and mutations of strictly conserved residues in it’s vicinity, using the bacterium Paracoccis denitrificans; Biochemistry,?37?11792
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