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Merck
CN

I5659

Idebenone

≥98% (HPLC), powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C19H30O5
CAS Number:
58186-27-9
Molecular Weight:
338.44
UNSPSC Code:
12352204
PubChem Substance ID:
329815386
NACRES:
NA.25
MDL number:
MFCD00274552

Key Documents

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Product Name

Idebenone, ≥98% (HPLC)

SMILES string

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

InChI key

JGPMMRGNQUBGND-UHFFFAOYSA-N

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

assay

≥98% (HPLC)

form

powder

solubility

methanol: 50 mg/mL, clear to slightly hazy

storage temp.

room temp

Quality Level

200

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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

A short-chain Coenzyme Q analog that enhances superoxide formation, presumably by mediating electron transfer from N2 to oxygen.
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.

General description

Idebenone is a short-chain benzoquinone drug.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000468735
0000468735
0000446389
0000446389
0000429846

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Idebenone maintains survival of mutant myocilin cells by inhibiting apoptosis
Guan Y, et al.
Chinese Medicine, 129(16), 2001-2001 (2016)
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
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)
Primary and secondary drug screening assays for Friedreich ataxia
Cotticelli MG, et al.
Journal of Biomolecular Screening, 17(3), 303-313 (2012)
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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