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CHEBI:65471 - bauhinoxepin I

ChEBI IDCHEBI:65471
ChEBI Namebauhinoxepin I
Stars
DefinitionA dibenzooxepine that is 10,11-dihydrodibenzo[b,f]oxepine-1,4-dione substituted by a hydroxy, a methoxy and a methyl group at positions 8, 2 and 3 respectively. It is isolated from the root extract of Bauhinia purpurea and exhibits antimalarial, antimycobacterial, antifungal, anti-inflammatory and cytotoxic activities.
Last Modified3 June 2016
DownloadsMolfile
FormulaC16H14O5
Net Charge0
Average Mass286.283
Monoisotopic Mass286.08412
SMILESCOC1=C(C)C(=O)C2=C(CCc3cc(O)ccc3O2)C1=O
InChIInChI=1S/C16H14O5/c1-8-13(18)16-11(14(19)15(8)20-2)5-3-9-7-10(17)4-6-12(9)21-16/h4,6-7,17H,3,5H2,1-2H3
InChIKeyATBQBNKWWGOEFJ-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Bauhinia purpurea (ncbitaxon:3806) root (BTO:0001188) PubMed (17480099)
Roles Classification
Biological Roles:
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
cyclooxygenase 2 inhibitor  A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antimalarial  A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
antimycobacterial drug  A drug used to treat or prevent infections caused by Mycobacteria, a genus of actinobacteria. Aerobic and nonmotile, members of the genus include the pathogens responsible for causing tuberculosis and leprosy.
Applications:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
antimalarial  A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
antimycobacterial drug  A drug used to treat or prevent infections caused by Mycobacteria, a genus of actinobacteria. Aerobic and nonmotile, members of the genus include the pathogens responsible for causing tuberculosis and leprosy.
ChEBI Ontology
Outgoing Relation(s)
bauhinoxepin I (CHEBI:65471) has role anti-inflammatory agent (CHEBI:67079)
bauhinoxepin I (CHEBI:65471) has role antifungal agent (CHEBI:35718)
bauhinoxepin I (CHEBI:65471) has role antimalarial (CHEBI:38068)
bauhinoxepin I (CHEBI:65471) has role antimycobacterial drug (CHEBI:64912)
bauhinoxepin I (CHEBI:65471) has role cyclooxygenase 2 inhibitor (CHEBI:50629)
bauhinoxepin I (CHEBI:65471) has role metabolite (CHEBI:25212)
bauhinoxepin I (CHEBI:65471) is a p-quinones (CHEBI:25830)
bauhinoxepin I (CHEBI:65471) is a aromatic ether (CHEBI:35618)
bauhinoxepin I (CHEBI:65471) is a dibenzooxepine (CHEBI:38926)
bauhinoxepin I (CHEBI:65471) is a phenols (CHEBI:33853)
IUPAC Name 
8-hydroxy-2-methoxy-3-methyl-10,11-dihydrodibenzo[b,f]oxepine-1,4-dione
Synonym  Source
5,6-dihydro-8-hydroxy-3-methoxy-1,4-dione-2-methyldibenz[b,f]-oxepinChEBI
Registry NumbersSources
Reaxys:11175326Reaxys
Citations