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

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ChEBI Name 5-bromo-8-methoxy-1-methyl-β-carboline
ChEBI ID CHEBI:65524
ChEBI ASCII Name 5-bromo-8-methoxy-1-methyl-beta-carboline
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C13H11BrN2O
Net Charge 0
Average Mass 291.14300
Monoisotopic Mass 290.00548
InChI InChI=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
InChIKey OVNRKQHNHZRXHF-UHFFFAOYSA-N
SMILES COc1ccc(Br)c2c3ccnc(C)c3[nH]c12
Metabolite of Species Details
Pterocella vesiculosa (WORMS:467054) See: PubMed
Roles Classification
Biological Role(s): antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
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.
(via alkaloid )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 β-carbolines (CHEBI:60834)
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)
IUPAC Name
5-bromo-8-methoxy-1-methyl-9H-β-carboline
Citation Waiting for Citations Type Source
19220033 PubMed citation Europe PMC
Last Modified
28 November 2012