| Identification | Back 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 Properties | Back 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. |
| Hazard Information | Back 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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