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I5659

Idebenone

Name: Idebenone
Brand: SIGMA

≥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

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Product Name

Idebenone, ≥98% (HPLC)

Quality Level

200

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number

0000468735

0000446389

0000429846

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Primary and secondary drug screening assays for Friedreich ataxia

Cotticelli MG, et al.

Journal of Biomolecular Screening, 17(3), 303-313 (2012)

Idebenone maintains survival of mutant myocilin cells by inhibiting apoptosis

Guan Y, et al.

Chinese Medicine, 129(16), 2001-2001 (2016)

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)

Antioxidants and other pharmacological treatments for Friedreich ataxia.

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

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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Global Trade Item Number

SKU	GTIN
I5659-100MG	04061833234730
I5659-25MG	04061833234747

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