CHEBI:43572 - kojic acid

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ChEBI Name kojic acid
ChEBI ID CHEBI:43572
Definition A pyranone that is 4H-pyran substituted by a hydroxy group at position 5, a hydroxymethyl group at position 2 and an oxo group at position 4. It has been isolated from the fungus Aspergillus oryzae.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:43568, CHEBI:34805
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Formula C6H6O4
Net Charge 0
Average Mass 142.10940
InChI InChI=1S/C6H6O4/c7-2-4-1-5(8)6(9)3-10-4/h1,3,7,9H,2H2
InChIKey BEJNERDRQOWKJM-UHFFFAOYSA-N
SMILES OCc1cc(=O)c(O)co1
Metabolite of Species Details
Aspergillus oryzae (NCBI:5062) See: PubMed
Roles Classification
Biological Role(s): NF-kappaB inhibitor
An inhibitor of NF-kappaB (nuclear factor kappa-light-chain-enhancer of activated B cells), a protein complex involved in the transcription of DNA.
Aspergillus metabolite
Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
EC 1.10.3.1 (catechol oxidase) inhibitor
Any EC 1.10.3.* (oxidoreductase acting on diphenols and related substances as donors with oxygen as acceptor) inhibitor that interferes with the action of catechol oxidase (EC 1.10.3.1).
EC 1.10.3.2 (laccase) inhibitor
Any EC 1.10.3.* (oxidoreductase acting on diphenols and related substances as donors with oxygen as acceptor) inhibitor that interferes with the action of laccase (EC 1.10.3.2).
EC 1.13.11.24 (quercetin 2,3-dioxygenase) inhibitor
Any EC 1.13.11.* (oxidoreductase acting on single donors and incorporating 2 O atoms) inhibitor that interferes with the action of quercetin 2,3-dioxygenase (EC 1.13.1.24).
EC 1.14.18.1 (tyrosinase) inhibitor
Any EC 1.14.18.* (oxidoreductase acting on paired donors, miscellaneous compound as one donor, incorporating 1 atom of oxygen) inhibitor that interferes with the action of tyrosinase (monophenol monooxygenase), EC 1.14.18.1, an enzyme that catalyses the oxidation of phenols (such as tyrosine) and is widespread in plants and animals.
EC 1.4.3.3 (D-amino-acid oxidase) inhibitor
Any EC 1.4.3.* (oxidoreductase acting on donor CH-NH2 group, oxygen as acceptor) inhibitor that interferes with the action of D-amino-acid oxidase (EC 1.4.3.3).
Application(s): skin lightening agent
Any cosmetic used to lighten the colour of skin by reducing the concentration of melanin.
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ChEBI Ontology
Outgoing kojic acid (CHEBI:43572) has parent hydride 4H-pyran (CHEBI:35593)
kojic acid (CHEBI:43572) has role Aspergillus metabolite (CHEBI:76956)
kojic acid (CHEBI:43572) has role EC 1.10.3.1 (catechol oxidase) inhibitor (CHEBI:85049)
kojic acid (CHEBI:43572) has role EC 1.10.3.2 (laccase) inhibitor (CHEBI:85050)
kojic acid (CHEBI:43572) has role EC 1.13.11.24 (quercetin 2,3-dioxygenase) inhibitor (CHEBI:85051)
kojic acid (CHEBI:43572) has role EC 1.14.18.1 (tyrosinase) inhibitor (CHEBI:59997)
kojic acid (CHEBI:43572) has role EC 1.4.3.3 (D-amino-acid oxidase) inhibitor (CHEBI:85052)
kojic acid (CHEBI:43572) has role NF-κB inhibitor (CHEBI:73240)
kojic acid (CHEBI:43572) has role skin lightening agent (CHEBI:85046)
kojic acid (CHEBI:43572) is a enol (CHEBI:33823)
kojic acid (CHEBI:43572) is a primary alcohol (CHEBI:15734)
kojic acid (CHEBI:43572) is a pyranone (CHEBI:37963)
IUPAC Name
5-hydroxy-2-(hydroxymethyl)-4H-pyran-4-one
Synonyms Sources
5-Hydroxy-2-(hydroxymethyl)-4-pyrone KEGG COMPOUND
5-hydroxy-2-hydroxymethyl-4-pyrone ChemIDplus
ácido kójico ChEBI
Kojic acid KEGG COMPOUND
Kojisäure ChEBI
Database Links Databases
AU2012268879 Patent
C14516 KEGG COMPOUND
DB01759 DrugBank
HMDB32923 HMDB
JP2013017408 Patent
KOJ PDBeChem
KOJIC-ACID MetaCyc
Kojic_acid Wikipedia
View more database links
Registry Numbers Types Sources
120895 Beilstein Registry Number Beilstein
120895 Reaxys Registry Number Reaxys
3620 Gmelin Registry Number Gmelin
501-30-4 CAS Registry Number KEGG COMPOUND
501-30-4 CAS Registry Number ChemIDplus
501-30-4 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
11534762 PubMed citation CiteXplore
1348188 PubMed citation CiteXplore
15039076 PubMed citation CiteXplore
16198580 PubMed citation CiteXplore
18083129 PubMed citation CiteXplore
19471877 PubMed citation CiteXplore
20943172 PubMed citation CiteXplore
23683589 PubMed citation CiteXplore
24116376 PubMed citation CiteXplore
7714722 PubMed citation CiteXplore
8987542 PubMed citation CiteXplore
Last Modified
27 February 2015