CHEBI:28849 - naphthazarin

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ChEBI Name naphthazarin
ChEBI ID CHEBI:28849
Definition A naphthoquinone that is 1,4-naphthoquinone in which the hydrogens at positions 5 and 8 are replaced by hydroxy groups.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:7474, CHEBI:20521
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Formula C10H6O4
Net Charge 0
Average Mass 190.15220
Monoisotopic Mass 190.02661
InChI InChI=1S/C10H6O4/c11-5-1-2-6(12)10-8(14)4-3-7(13)9(5)10/h1-4,11-12H
InChIKey RQNVIKXOOKXAJQ-UHFFFAOYSA-N
SMILES Oc1ccc(O)c2C(=O)C=CC(=O)c12
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Application(s): acaricide
A substance used to destroy pests of the subclass Acari (mites and ticks).
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
geroprotector
Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
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ChEBI Ontology
Outgoing naphthazarin (CHEBI:28849) has role acaricide (CHEBI:22153)
naphthazarin (CHEBI:28849) has role antibacterial agent (CHEBI:33282)
naphthazarin (CHEBI:28849) has role antineoplastic agent (CHEBI:35610)
naphthazarin (CHEBI:28849) has role apoptosis inducer (CHEBI:68495)
naphthazarin (CHEBI:28849) has role geroprotector (CHEBI:176497)
naphthazarin (CHEBI:28849) has role plant metabolite (CHEBI:76924)
naphthazarin (CHEBI:28849) is a hydroxy-1,4-naphthoquinone (CHEBI:132157)
IUPAC Name
5,8-dihydroxy-1,4-naphthoquinone
Synonyms Sources
5,8-dihydroxy-1,4-naphthalenedione ChemIDplus
5,8-dihydroxy-1,4-naphthosemiquinone ChemIDplus
5,8-dihydroxynaphthoquinone NIST Chemistry WebBook
naphthazarine ChemIDplus
naphthazarone ChemIDplus
Manual Xrefs Databases
5,8-Dihydroxy-1,4-naphthoquinone Wikipedia
C00002846 KNApSAcK
C01938 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
475-38-7 CAS Registry Number KEGG COMPOUND
475-38-7 CAS Registry Number ChemIDplus
475-38-7 CAS Registry Number NIST Chemistry WebBook
880561 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11667447 PubMed citation Europe PMC
15644912 PubMed citation Europe PMC
16019186 PubMed citation Europe PMC
17432383 PubMed citation Europe PMC
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21667044 PubMed citation Europe PMC
21765926 PubMed citation Europe PMC
21904775 PubMed citation Europe PMC
22513651 PubMed citation Europe PMC
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Last Modified
26 October 2021