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

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ChEBI Name 4-(2,4,7-trioxa-bicyclo[4.1.0]heptan-3-yl)phenol
ChEBI ID CHEBI:141302
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter R. Stephan
Supplier Information
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Formula C10H10O4
Net Charge 0
Average Mass 194.184
Monoisotopic Mass 194.05791
InChI InChI=1S/C10H10O4/c11-7-3-1-6(2-4-7)9-12-5-8-10(13-8)14-9/h1-4,8-11H,5H2
InChIKey VAVWPUISYXXUCV-UHFFFAOYSA-N
SMILES C=1C(=CC=C(C1)O)C2OC3C(CO2)O3
Metabolite of Species Details
Pestalotiopsis mangiferae (NCBI:txid748176) See: PubMed
Roles Classification
Biological Role(s): 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.
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ChEBI Ontology
Outgoing 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
Citation Waiting for Citations Type Source
22950879 PubMed citation SUBMITTER
Last Modified
15 November 2018