CHEBI:65471 - bauhinoxepin I

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ChEBI Name bauhinoxepin I
ChEBI ID CHEBI:65471
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C16H14O5
Net Charge 0
Average Mass 286.27940
Monoisotopic Mass 286.08412
InChI InChI=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
InChIKey ATBQBNKWWGOEFJ-UHFFFAOYSA-N
SMILES COC1=C(C)C(=O)C2=C(CCc3cc(O)ccc3O2)C1=O
Metabolite of Species Details
Bauhinia purpurea (NCBI:txid3806) Found in root (BTO:0001188). See: PubMed
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
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.
cyclooxygenase 2 inhibitor
A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2.
Application(s): 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.
anti-inflammatory agent
Any compound that has anti-inflammatory effects.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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]-oxepin ChEBI
Registry Number Type Source
11175326 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
17480099 PubMed citation Europe PMC
Last Modified
03 June 2016