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CHEBI:141354 - 5-hydroxy-8-methoxy-4-phenylisoquinolin-1(2H)-one

Default Structure
ChEBI IDCHEBI:141354
ChEBI Name5-hydroxy-8-methoxy-4-phenylisoquinolin-1(2H)-one
Stars
ASCII Name5-hydroxy-8-methoxy-4-phenylisoquinolin-1(2H)-one
DefinitionAn isoquinolinol that is 5-hydroxyisoquinolin-1(2H)-one which has been substituted at positions 4 and 8 by phenyl and methoxy groups, respectively. Isolated from the fermentation of an endophytic fungus Penicillium sp. R22 in Nerium indicum. It displayed weak antibacterial activity.
Last Modified31 May 2022
SubmitterR. Stephan
DownloadsMolfile
FormulaC16H13NO3
Net Charge0
Average Mass267.284
Monoisotopic Mass267.08954
SMILESCOc1ccc(O)c2c(-c3ccccc3)cnc(=O)c12
InChIInChI=1S/C16H13NO3/c1-20-13-8-7-12(18)14-11(9-17-16(19)15(13)14)10-5-3-2-4-6-10/h2-9,18H,1H3,(H,17,19)
InChIKeyZOITXTLCKPXXHV-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Penicillium sp. R22 (ncbitaxon:1856372) - PubMed (27910702)
Roles Classification
Biological Roles:
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
ChEBI Ontology
Outgoing Relation(s)
5-hydroxy-8-methoxy-4-phenylisoquinolin-1(2H)-one (CHEBI:141354) has role antifungal agent (CHEBI:35718)
5-hydroxy-8-methoxy-4-phenylisoquinolin-1(2H)-one (CHEBI:141354) has role fungal metabolite (CHEBI:76946)
5-hydroxy-8-methoxy-4-phenylisoquinolin-1(2H)-one (CHEBI:141354) is a aromatic ether (CHEBI:35618)
5-hydroxy-8-methoxy-4-phenylisoquinolin-1(2H)-one (CHEBI:141354) is a isoquinolinol (CHEBI:24923)
IUPAC Names 
5-hydroxy-8-methoxy-4-phenylisoquinolin-1(2H)-one
8-methoxy-4-phenylisoquinoline-1,5-diol
Synonym  Source
5-hydroxy-8-methoxy-4-phenyl-2H-isoquinolin-1-oneChEBI
Citations