CHEBI:27418 - 1,4-naphthoquinone

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ChEBI Name 1,4-naphthoquinone
ChEBI ID CHEBI:27418
Definition The parent structure of the family of 1,4-naphthoquinones, in which the oxo groups of the quinone moiety are at positions 1 and 4 of the naphthalene ring. Derivatives have pharmacological properties.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:542, CHEBI:18938
Supplier Information
Download Molfile XML SDF
Formula C10H6O2
Net Charge 0
Average Mass 158.15344
Monoisotopic Mass 158.037
InChI InChI=1S/C10H6O2/c11-9-5-6-10(12)8-4-2-1-3-7(8)9/h1-6H
InChIKey FRASJONUBLZVQX-UHFFFAOYSA-N
SMILES O=C1C=CC(=O)c2ccccc12
ChEBI Ontology
Outgoing 1,4-naphthoquinone (CHEBI:27418) has parent hydride naphthalene (CHEBI:16482)
1,4-naphthoquinone (CHEBI:27418) is a 1,4-naphthoquinones (CHEBI:132142)
Incoming 1,4-naphthoquinone-2-carboxylic acid (CHEBI:88158) has functional parent 1,4-naphthoquinone (CHEBI:27418)
2,3-dimethoxynaphthalene-1,4-dione (CHEBI:64215) has functional parent 1,4-naphthoquinone (CHEBI:27418)
alisiaquinone A (CHEBI:65382) has functional parent 1,4-naphthoquinone (CHEBI:27418)
IUPAC Name
naphthalene-1,4-dione
Synonyms Sources
1,4-dihydro-1,4-diketonaphthalene NIST Chemistry WebBook
1,4-Naphthalenedione KEGG COMPOUND
1,4-Naphthoquinone KEGG COMPOUND
1,4-NQ ChEBI
[1,4]naphthoquinon ChEBI
α-naphthoquinone NIST Chemistry WebBook
naphthoquinone NIST Chemistry WebBook
p-naphthoquinone NIST Chemistry WebBook
Manual Xref Database
C02617 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
130-15-4 CAS Registry Number KEGG COMPOUND
130-15-4 CAS Registry Number NIST Chemistry WebBook
130-15-4 CAS Registry Number ChemIDplus
240850 Gmelin Registry Number Gmelin
878524 Reaxys Registry Number Reaxys
878524 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
26684482 PubMed citation Europe PMC
28166217 PubMed citation Europe PMC
Last Modified
08 June 2017