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CHEBI:34055 - 1,2-naphthoquinone

ChEBI IDCHEBI:34055
ChEBI Name1,2-naphthoquinone
Stars
DefinitionThe parent structure of the family of 1,2-naphthoquinones, in which the oxo groups of the quinone moiety are at positions 1 and 2 of the naphthalene ring. It is a metabolite of naphthalene and is found in diesel exhaust particles.
Last Modified8 May 2025
DownloadsMolfile
FormulaC10H6O2
Net Charge0
Average Mass158.156
Monoisotopic Mass158.03678
SMILESO=C1C=Cc2ccccc2C1=O
InChIInChI=1S/C10H6O2/c11-9-6-5-7-3-1-2-4-8(7)10(9)12/h1-6H
InChIKeyKETQAJRQOHHATG-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Roles:
aryl hydrocarbon receptor agonist  An agonist that binds to and activates aryl hydrocarbon receptors (AhRs).
carcinogenic agent  A role played by a chemical compound which is known to induce a process of carcinogenesis by corrupting normal cellular pathways, leading to the acquistion of tumoral capabilities.
ChEBI Ontology
Outgoing Relation(s)
1,2-naphthoquinone (CHEBI:34055) has parent hydride naphthalene (CHEBI:16482)
1,2-naphthoquinone (CHEBI:34055) has role aryl hydrocarbon receptor agonist (CHEBI:72768)
1,2-naphthoquinone (CHEBI:34055) has role carcinogenic agent (CHEBI:50903)
1,2-naphthoquinone (CHEBI:34055) is a 1,2-naphthoquinones (CHEBI:132141)
IUPAC Name 
naphthalene-1,2-dione
Synonyms  Source
1,2-dihydro-1,2-diketo-naphthaleneChemIDplus
1,2-naphthalenedioneChemIDplus
1,2-dihydronaphthalene-1,2-dioneChEBI
o-naphthoquinoneChemIDplus
ortho-naphthoquinoneChEBI
β-naphthoquinoneChemIDplus
UniProt Name  Source
1,2-naphthoquinoneUniProt
Manual XrefsDatabases
C14783KEGG COMPOUND
CPD-4895MetaCyc
1,2-NaphthoquinoneWikipedia
Registry NumbersSources
Reaxys:606546Reaxys
CAS:524-42-5ChemIDplus
CAS:524-42-5NIST Chemistry WebBook
Citations