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CHEBI:66400 - monotesone A

ChEBI IDCHEBI:66400
ChEBI Namemonotesone A
Stars
DefinitionA trihydroxyflavanone that is (2S)-flavanone substituted by hydroxy groups at positions 5, 7 and 3' and a prenyloxy group at position 4'. Isolated from Monotes engleri, it exhibits antifungal activity.
Last Modified11 April 2013
DownloadsMolfile
FormulaC20H20O6
Net Charge0
Average Mass356.374
Monoisotopic Mass356.12599
SMILESCC(C)=CCOc1ccc([C@@H]2CC(=O)c3c(O)cc(O)cc3O2)cc1O
InChIInChI=1S/C20H20O6/c1-11(2)5-6-25-17-4-3-12(7-14(17)22)18-10-16(24)20-15(23)8-13(21)9-19(20)26-18/h3-5,7-9,18,21-23H,6,10H2,1-2H3/t18-/m0/s1
InChIKeyUIFXCAYUHZVWHR-SFHVURJKSA-N
Species of MetaboliteComponentSourceComments
Monotes engleri (IPNI:321075-1) leaf (BTO:0000713) DOI (10.1002/hlca.19980810325)
Roles Classification
Biological Roles:
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
monotesone A (CHEBI:66400) has functional parent (2S)-flavanone (CHEBI:15606)
monotesone A (CHEBI:66400) has role antifungal agent (CHEBI:35718)
monotesone A (CHEBI:66400) has role metabolite (CHEBI:25212)
monotesone A (CHEBI:66400) is a 3'-hydroxyflavanones (CHEBI:48024)
monotesone A (CHEBI:66400) is a trihydroxyflavanone (CHEBI:38739)
IUPAC Name 
(2S)-5,7-dihydroxy-2-{3-hydroxy-4-[(3-methylbut-2-en-1-yl)oxy]phenyl}-2,3-dihydro-4H-chromen-4-one
Synonyms  Source
5,7,3'-trihydroxy-4'-O-prenylflavanoneChEBI
(2S)-2,3-dihydro-5,7-dihydroxy-2-[3-hydroxy-4-[(3-methylbut-2-enyl)oxy]phenyl]-4H-1-benzopyran-4-oneChEBI
Manual XrefsDatabases
LMPK12140406LIPID MAPS
Registry NumbersSources
Reaxys:8011731Reaxys
Citations