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CHEBI:43572 - kojic acid

Default Structure
ChEBI IDCHEBI:43572
ChEBI Namekojic acid
Stars
DefinitionA 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.
Secondary ChEBI IDsCHEBI:34805, CHEBI:43568
Last Modified19 June 2017
DownloadsMolfile
FormulaC6H6O4
Net Charge0
Average Mass142.110
Monoisotopic Mass142.02661
SMILESO=c1cc(CO)occ1O
InChIInChI=1S/C6H6O4/c7-2-4-1-5(8)6(9)3-10-4/h1,3,7,9H,2H2
InChIKeyBEJNERDRQOWKJM-UHFFFAOYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Aspergillus oryzae (ncbitaxon:5062) - PubMed (24116376)
Roles Classification
Biological Roles:
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).
NF-kappaB inhibitor  An inhibitor of NF-κB (nuclear factor κ-light-chain-enhancer of activated B cells), a protein complex involved in the transcription of DNA.
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).
Aspergillus metabolite  Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
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).
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.
Application:
skin lightening agent  Any cosmetic used to lighten the colour of skin by reducing the concentration of melanin.
ChEBI Ontology
Outgoing Relation(s)
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 4-pyranones (CHEBI:131906)
kojic acid (CHEBI:43572) is a enol (CHEBI:33823)
kojic acid (CHEBI:43572) is a primary alcohol (CHEBI:15734)
IUPAC Name 
5-hydroxy-2-(hydroxymethyl)-4H-pyran-4-one
Synonyms  Source
5-hydroxy-2-hydroxymethyl-4-pyroneChemIDplus
5-Hydroxy-2-(hydroxymethyl)-4-pyroneKEGG COMPOUND
ácido kójicoChEBI
Kojic acidKEGG COMPOUND
KojisäureChEBI
Manual XrefsDatabases
3977DrugCentral
AU2012268879Patent
C14516KEGG COMPOUND
DB01759DrugBank
HMDB0032923HMDB
JP2013017408Patent
KOJPDBeChem
Kojic_acidWikipedia
KOJIC-ACIDMetaCyc
Registry NumbersSources
Beilstein:120895Beilstein
Reaxys:120895Reaxys
Gmelin:3620Gmelin
CAS:501-30-4KEGG COMPOUND
CAS:501-30-4NIST Chemistry WebBook
CAS:501-30-4ChemIDplus
Citations