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CHEBI:141302 - 4-(2,4,7-trioxa-bicyclo[4.1.0]heptan-3-yl)phenol

Default Structure
ChEBI IDCHEBI:141302
ChEBI Name4-(2,4,7-trioxa-bicyclo[4.1.0]heptan-3-yl)phenol
Stars
DefinitionA cyclic acetal resulting from the formal condensation of the aldehydic group of p-hydroxybenzaldehyde with the hydroxy groups of 1,2-epoxypropane-1,3-diol. Isolated from Pestalotiopsis mangiferae, an endophytic fungus associated with the mango (Mangifera indica), it shows potent antibacterial and antifungal activity against E. coli, Bacillus subtilis, Klebsiella pneumoniae, Micrococcus luteus, Pseudomonas aeruginosa and Candida albicans.
Last Modified15 November 2018
SubmitterR. Stephan
DownloadsMolfile
FormulaC10H10O4
Net Charge0
Average Mass194.186
Monoisotopic Mass194.05791
SMILESOc1ccc(C2OCC3OC3O2)cc1
InChIInChI=1S/C10H10O4/c11-7-3-1-6(2-4-7)9-12-5-8-10(13-8)14-9/h1-4,8-11H,5H2
InChIKeyVAVWPUISYXXUCV-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Pestalotiopsis mangiferae (ncbitaxon:748176) - PubMed (22950879)
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)
4-(2,4,7-trioxa-bicyclo[4.1.0]heptan-3-yl)phenol (CHEBI:141302) has role antifungal agent (CHEBI:35718)
4-(2,4,7-trioxa-bicyclo[4.1.0]heptan-3-yl)phenol (CHEBI:141302) has role fungal metabolite (CHEBI:76946)
4-(2,4,7-trioxa-bicyclo[4.1.0]heptan-3-yl)phenol (CHEBI:141302) is a cyclic acetal (CHEBI:59770)
4-(2,4,7-trioxa-bicyclo[4.1.0]heptan-3-yl)phenol (CHEBI:141302) is a epoxide (CHEBI:32955)
4-(2,4,7-trioxa-bicyclo[4.1.0]heptan-3-yl)phenol (CHEBI:141302) is a oxabicycloalkane (CHEBI:46733)
4-(2,4,7-trioxa-bicyclo[4.1.0]heptan-3-yl)phenol (CHEBI:141302) is a phenols (CHEBI:33853)
IUPAC Name 
4-(2,4,7-trioxabicyclo[4.1.0]heptan-3-yl)phenol
Citations