monotesone A (CHEBI:66400)

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ChEBI Name	monotesone A

ChEBI ID	CHEBI:66400

Definition	A 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.

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

Supplier Information

Download	Molfile XML SDF

Formula

C20H20O6

Net Charge

Average Mass

356.36920

Monoisotopic Mass

356.12599

InChI

InChI=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

InChIKey

UIFXCAYUHZVWHR-SFHVURJKSA-N

SMILES

CC(C)=CCOc1ccc(cc1O)[C@@H]1CC(=O)c2c(O)cc(O)cc2O1

Metabolite of Species	Details
Monotes engleri (IPNI:321075-1)	Found in leaf (BTO:0000713). See: DOI

Roles Classification
Biological Role(s):	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	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	Sources
(2S)-2,3-dihydro-5,7-dihydroxy-2-[3-hydroxy-4-[(3-methylbut-2-enyl)oxy]phenyl]-4H-1-benzopyran-4-one	ChEBI
5,7,3'-trihydroxy-4'-O-prenylflavanone	ChEBI

Registry Number	Type	Source
8011731	Reaxys Registry Number	Reaxys

Last Modified

11 April 2013