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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)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Mary Kearney et al.
The Cochrane database of systematic reviews, 4(4), CD007791-CD007791 (2012-04-20)
Friedreich ataxia is a rare inherited autosomal recessive neurological disorder, characterised initially by unsteadiness in standing and walking, slowly progressing to wheelchair dependency usually in the late teens or early twenties. It is associated with slurred speech, scoliosis and pes
Idebenone maintains survival of mutant myocilin cells by inhibiting apoptosis
Guan Y, et al.
Chinese Medicine, 129(16), 2001-2001 (2016)
Primary and secondary drug screening assays for Friedreich ataxia
Cotticelli MG, et al.
Journal of Biomolecular Screening, 17(3), 303-313 (2012)
Visual improvement with the use of idebenone in the treatment of Wolfram syndrome.
Simon R Bababeygy et al.
Journal of neuro-ophthalmology : the official journal of the North American Neuro-Ophthalmology Society, 32(4), 386-389 (2012-12-01)
Lucia Montenegro et al.
Molecular pharmaceutics, 9(9), 2534-2541 (2012-08-17)
The knowledge of the interactions between solid lipid nanoparticles (SLN) and cell membranes is important to develop effective carrier systems for drug delivery applications. Loading idebenone (IDE), an antioxidant drug useful in the treatment of neurodegenerative diseases, into SLN improves
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