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CHEBI:140443 - viridicatin

ChEBI IDCHEBI:140443
ChEBI Nameviridicatin
Stars
DefinitionA hydroxyquinolone that is 3-hydroxyuinolin-2(1H)-one which is substituted at position 4 by a phenyl groups. Isolated from the mycelium of several Penicillium species, it exhibits strong antibiotic activity against M. tuberculosis and also against B. subtilis, S. aureus and S. cerevisiae.
Last Modified6 October 2022
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC15H11NO2
Net Charge0
Average Mass237.258
Monoisotopic Mass237.07898
SMILESO=c1nc2ccccc2c(-c2ccccc2)c1O
InChIInChI=1S/C15H11NO2/c17-14-13(10-6-2-1-3-7-10)11-8-4-5-9-12(11)16-15(14)18/h1-9,17H,(H,16,18)
InChIKeyQSRVMXWVVMILDI-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Penicillium cyclopium (ncbitaxon:60167) - PubMed (13198807)
Penicillium viridicatum (ncbitaxon:60134) mycelium (BTO:0001436) PubMed (13032073)
Penicillium puberulum (ncbitaxon:1343408) - PubMed (J. Chem. Soc., 1964, 1197)
Aspergillus nidulans (ncbitaxon:162425) - PubMed (25251934)
Penicillium namyslowskii (ncbitaxon:96007) - PubMed (23827469)
Penicillium palitans (ncbitaxon:293373) - PubMed (5487865)
Roles Classification
Biological Roles:
Penicillium metabolite  Any fungal metabolite produced during a metabolic reaction in Penicillium.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
marine metabolite  Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
Aspergillus metabolite  Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
ChEBI Ontology
Outgoing Relation(s)
viridicatin (CHEBI:140443) has role Aspergillus metabolite (CHEBI:76956)
viridicatin (CHEBI:140443) has role Penicillium metabolite (CHEBI:76964)
viridicatin (CHEBI:140443) has role antibacterial agent (CHEBI:33282)
viridicatin (CHEBI:140443) has role marine metabolite (CHEBI:76507)
viridicatin (CHEBI:140443) is a hydroxyquinoline (CHEBI:38774)
viridicatin (CHEBI:140443) is conjugate acid of viridicatin(1−) (CHEBI:193553)
Incoming Relation(s)
viridicatin(1−) (CHEBI:193553) is conjugate base of viridicatin (CHEBI:140443)
IUPAC Name 
3-hydroxy-4-phenylquinolin-2(1H)-one
Synonyms  Source
2,3-dihydroxy-4-phenylquinolineChEBI
3-hydroxy-4-phenylcarbostyrilChEBI
Manual XrefsDatabases
CPD-18297MetaCyc
C00026496KNApSAcK
Registry NumbersSources
CAS:129-24-8ChemIDplus
Citations