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I5659

Sigma-Aldrich

Idevenone

≥98% (HPLC), powder

Sinónimos:

2-(10-hydroxydecyl)-5,6-dimethoxy-3-methylcyclohexa-2,5-diene-1,4-dione

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About This Item

Fórmula empírica (notación de Hill):
C19H30O5
Número de CAS:
58186-27-9
Peso molecular:
338.44
MDL number:
MFCD00274552
UNSPSC Code:
12352204
PubChem Substance ID:
329815386
NACRES:
NA.25

product name

Idevenone, ≥98% (HPLC)

assay

≥98% (HPLC)

form

powder

solubility

methanol: 50 mg/mL, clear to slightly hazy

storage temp.

room temp

SMILES string

O=C(C(OC)=C1OC)C(CCCCCCCCCCO)=C(C)C1=O

InChI

1S/C19H30O5/c1-14-15(12-10-8-6-4-5-7-9-11-13-20)17(22)19(24-3)18(23-2)16(14)21/h20H,4-13H2,1-3H3

InChI key

JGPMMRGNQUBGND-UHFFFAOYSA-N

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General description

Idebenone is a short-chain benzoquinone drug.

Application

Idebenone has been used:
  • to treat mutant myocilin (mMYOC) cells for drug treatment assay
  • to validate C2C12 secondary cell screening assay
  • to treat obese mice, to test whether idebenone and CoQ10 bind directly to peroxisome proliferator-activated receptor (PPAR)LBDs, His-tagged PPARα, δ and γ LBDs

Biochem/physiol Actions

Idebenone is used in the treatment of visual impairment in adolescents and adults with Leber′s hereditary optic neuropathy (LHON). It serves as an antioxidant. It helps to guard the heart muscle against oxidative stress.
A short-chain Coenzyme Q analog that enhances superoxide formation, presumably by mediating electron transfer from N2 to oxygen.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

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Idebenone: a review in Leber?s hereditary optic neuropathy
Lyseng-Williamson KA
Drugs, 76(7), 805-813 (2016)
L Montenegro et al.
Journal of nanoscience and nanotechnology, 12(1), 330-337 (2012-04-25)
The aim of this study was to evaluate in vitro the permeation of the antioxidant agent Idebenone (IDE) loaded into solid lipid nanoparticles (SLN) across MDCKII-MDR1 cell monolayer, selected as an in vitro model of the Blood Brain Barrier (BBB).
Oliver Gamondi et al.
Drug metabolism letters, 6(2), 120-123 (2012-09-15)
We investigated the damage caused by oxidative stress using the yeast Saccharomyces cerevisiae as a model biological system. After inducing oxidative stress with menadione, we were able to evaluate the extent of cellular oxidative stress by utilizing 2',7'-dichlorofluorescein diacetate (DCFH-DA)
Carolyn P Ojano-Dirain et al.
The Laryngoscope, 122(11), 2543-2548 (2012-09-12)
Antioxidants have been shown to protect against aminoglycoside-induced hearing loss. Mitoquinone (MitoQ) is a mitochondria-targeted derivative of the antioxidant ubiquinone. MitoQ is attached to a lipophilic triphenylphosphonium (TPP) cation, which enables its accumulation inside the mitochondria several hundred-fold over the
Persistence of the treatment effect of idebenone in Leber's hereditary optic neuropathy.
T Klopstock et al.
Brain : a journal of neurology, 136(Pt 2), e230-e230 (2013-02-08)
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