viridicatin (CHEBI:140443)

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ChEBI Name	viridicatin

ChEBI ID	CHEBI:140443

Definition	A 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.

Stars	This entity has been manually annotated by the ChEBI Team.

Submitter	Kristian Axelsen

Supplier Information

Download	Molfile XML SDF

Formula

C15H11NO2

Net Charge

Average Mass

237.254

Monoisotopic Mass

237.07898

InChI

InChI=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)

InChIKey

QSRVMXWVVMILDI-UHFFFAOYSA-N

SMILES

C=1C=CC=C2C1C(=C(C(N2)=O)O)C=3C=CC=CC3

Metabolite of Species	Details
Penicillium puberulum (NCBI:txid1343408)	See: PubMed
Aspergillus nidulans (NCBI:txid162425)	See: PubMed
Penicillium palitans (NCBI:txid293373)	See: PubMed
Penicillium viridicatum (NCBI:txid60134)	Found in mycelium (BTO:0001436). See: PubMed
Penicillium cyclopium (NCBI:txid60167)	See: PubMed
Penicillium namyslowskii (NCBI:txid96007)	See: PubMed

Roles Classification
Biological Role(s):	antibacterial agent A substance (or active part thereof) that kills or slows the growth of bacteria. Penicillium metabolite Any fungal metabolite produced during a metabolic reaction in Penicillium. 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	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	viridicatin(1−) (CHEBI:193553) is conjugate base of viridicatin (CHEBI:140443)

IUPAC Name

3-hydroxy-4-phenylquinolin-2(1H)-one

Registry Number	Type	Source
129-24-8	CAS Registry Number	ChemIDplus

Last Modified

06 October 2022