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CHEBI:31687 - idebenone

ChEBI IDCHEBI:31687
ChEBI Nameidebenone
Stars
DefinitionA 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.
Last Modified26 May 2021
DownloadsMolfile
FormulaC19H30O5
Net Charge0
Average Mass338.444
Monoisotopic Mass338.20932
SMILESCOC1=C(OC)C(=O)C(CCCCCCCCCCO)=C(C)C1=O
InChIInChI=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
InChIKeyJGPMMRGNQUBGND-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role:
ferroptosis inhibitor  Any substance that inhibits the process of ferroptosis (a type of programmed cell death dependent on iron and characterized by the accumulation of lipid peroxides) in organisms.
ChEBI Ontology
Outgoing Relation(s)
idebenone (CHEBI:31687) has role antioxidant (CHEBI:22586)
idebenone (CHEBI:31687) has role ferroptosis inhibitor (CHEBI:173084)
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  Source
idebenonaWHO MedNet
idébénoneWHO MedNet
idebenonumWHO MedNet
idebenoneWHO MedNet
Synonyms  Source
6-(10-hydroxydecyl)-2,3-dimethoxy-5-methyl-p-benzoquinoneChEBI
2-(10-hydroxydecyl)-5,6-dimethoxy-3-methyl-p-benzoquinoneChemIDplus
CV 2619ChemIDplus
6-(10-hydroxydecyl)-2,3-dimethoxy-5-methyl-1,4-benzoquinoneChemIDplus
2,3-dimethoxy-5-methyl-6-(10'-hydroxydecyl)-1,4-benzoquinoneChEBI
2-(10-hydroxydecyl)-5,6-dimethoxy-3-methylcyclohexa-2,5-diene-1,4-dioneIUPAC
Brand Name  Source
RaxoneDrugBank
Manual XrefsDatabases
DE2519730Patent
US4271083Patent
D01750KEGG DRUG
IdebenoneWikipedia
LSM-5505LINCS
1416DrugCentral
DB09081DrugBank
3558ChemSpider
Registry NumbersSources
Reaxys:2001459Reaxys
CAS:58186-27-9ChemIDplus
Citations