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CHEBI:65524 - 5-bromo-8-methoxy-1-methyl-β-carboline

ChEBI IDCHEBI:65524
ChEBI Name5-bromo-8-methoxy-1-methyl-β-carboline
Stars
ASCII Name5-bromo-8-methoxy-1-methyl-beta-carboline
DefinitionA member of the class of β-carboline that is 9H-β-carboline substituted by bromo, methoxy and a methyl group at positions 5, 8 and 1 respectively. It is isolated from a marine bryozoan Pterocella vesiculosa and has been found to exhibit moderate antitumour activity against the P388 murine leukemia cell line. Additionally it shows antimicrobial activity towards the Gram-positive bacterium Bacillus subtilis and the fungi Candida albicans and Trichophyton mentagrophytes.
Last Modified28 November 2012
DownloadsMolfile
FormulaC13H11BrN2O
Net Charge0
Average Mass291.148
Monoisotopic Mass290.00548
SMILESCOc1ccc(Br)c2c1nc1c(C)nccc12
InChIInChI=1S/C13H11BrN2O/c1-7-12-8(5-6-15-7)11-9(14)3-4-10(17-2)13(11)16-12/h3-6,16H,1-2H3
InChIKeyOVNRKQHNHZRXHF-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Pterocella vesiculosa (WORMS:467054) - PubMed (19220033)
Roles Classification
Biological Roles:
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
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.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
5-bromo-8-methoxy-1-methyl-β-carboline (CHEBI:65524) has role antibacterial agent (CHEBI:33282)
5-bromo-8-methoxy-1-methyl-β-carboline (CHEBI:65524) has role antifungal agent (CHEBI:35718)
5-bromo-8-methoxy-1-methyl-β-carboline (CHEBI:65524) has role antineoplastic agent (CHEBI:35610)
5-bromo-8-methoxy-1-methyl-β-carboline (CHEBI:65524) has role metabolite (CHEBI:25212)
5-bromo-8-methoxy-1-methyl-β-carboline (CHEBI:65524) is a alkaloid (CHEBI:22315)
5-bromo-8-methoxy-1-methyl-β-carboline (CHEBI:65524) is a aromatic ether (CHEBI:35618)
5-bromo-8-methoxy-1-methyl-β-carboline (CHEBI:65524) is a organobromine compound (CHEBI:37141)
5-bromo-8-methoxy-1-methyl-β-carboline (CHEBI:65524) is a β-carbolines (CHEBI:60834)
IUPAC Name 
5-bromo-8-methoxy-1-methyl-9H-β-carboline
Citations