CHEBI:31687 - idebenone

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ChEBI Name idebenone
ChEBI ID CHEBI:31687
Definition A member of the class of 1,4-benzoquinones which is substituted by methoxy groups at positions 2 and 3, by a methyl group at positions 5, and by a 10-hydroxydecyl group at positions 6. Initially developed for the treatment of Alzheimer's disease, benefits were modest; it was subsequently found to be of benefit for the symptomatic treatment of Friedreich's ataxia.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C19H30O5
Net Charge 0
Average Mass 338.43850
Monoisotopic Mass 338.20932
InChI 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
SMILES COC1=C(OC)C(=O)C(CCCCCCCCCCO)=C(C)C1=O
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
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ChEBI Ontology
Outgoing idebenone (CHEBI:31687) has role antioxidant (CHEBI:22586)
idebenone (CHEBI:31687) is a 1,4-benzoquinones (CHEBI:132124)
idebenone (CHEBI:31687) is a primary alcohol (CHEBI:15734)
IUPAC Name
2-(10-hydroxydecyl)-5,6-dimethoxy-3-methyl-1,4-benzoquinone
INNs Sources
idebenona WHO MedNet
idébénone WHO MedNet
idebenone WHO MedNet
idebenonum WHO MedNet
Synonyms Sources
2,3-dimethoxy-5-methyl-6-(10'-hydroxydecyl)-1,4-benzoquinone ChEBI
2-(10-hydroxydecyl)-5,6-dimethoxy-3-methyl-p-benzoquinone ChemIDplus
2-(10-hydroxydecyl)-5,6-dimethoxy-3-methylcyclohexa-2,5-diene-1,4-dione ChEBI
6-(10-hydroxydecyl)-2,3-dimethoxy-5-methyl-1,4-benzoquinone ChemIDplus
6-(10-hydroxydecyl)-2,3-dimethoxy-5-methyl-p-benzoquinone ChEBI
BRN 2001459 ChemIDplus
CV 2619 ChemIDplus
Manual Xrefs Databases
1416 DrugCentral
D01750 KEGG DRUG
DE2519730 Patent
Idebenone Wikipedia
LSM-5505 LINCS
US4271083 Patent
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Registry Numbers Types Sources
2001459 Reaxys Registry Number Reaxys
58186-27-9 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
22 February 2017