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I5659

Sigma-Aldrich

Idebenon

≥98% (HPLC), powder

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C19H30O5
CAS-Nummer:
58186-27-9
Molekulargewicht:
338.44
MDL-Nummer:
MFCD00274552
UNSPSC-Code:
12352204
PubChem Substanz-ID:
329815386
NACRES:
NA.25

product name

Idebenon, ≥98% (HPLC)

Assay

≥98% (HPLC)

Form

powder

Löslichkeit

methanol: 50 mg/mL, clear to slightly hazy

Lagertemp.

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

InChIKey

JGPMMRGNQUBGND-UHFFFAOYSA-N

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Allgemeine Beschreibung

Idebenone is a short-chain benzoquinone drug.

Anwendung

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. Wirkung

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.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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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
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
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)
Ruth Goldschmidt et al.
Bioorganic & medicinal chemistry, 21(4), 969-978 (2013-01-15)
Two new aza analogues of the neuroprotective agent idebenone have been synthesized and characterized. Their antioxidant activity, and ability to augment ATP levels have been evaluated in several different cell lines having suboptimal mitochondrial function. Both compounds were found to
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