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5-bromo-8-methoxy-1-methyl-beta-carboline
A member of the class of beta-carboline that is 9H-beta-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.


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03. Biological Effects of Specific Chemicals: antimicrobial agent [CHEBI:33281]
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05. Industrial Uses: pharmaceutical [CHEBI:52217]
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03. Biological Effects of Specific Chemicals 
03. Biological Effects of Specific Chemicals
 biochemical uses [CHEBI:52206] (3306) 
 metabolite [CHEBI:25212] (2692) 
 secondary metabolite [CHEBI:26619] (2225) 
 5-bromo-8-methoxy-1-methyl-beta-carboline [CHEBI:65524] (1)
 antimicrobial agent [CHEBI:33281] (927) 
 antibacterial agent [CHEBI:33282] (317) 
 5-bromo-8-methoxy-1-methyl-beta-carboline [CHEBI:65524] (1)
 antifungal agent [CHEBI:35718] (130) 
 5-bromo-8-methoxy-1-methyl-beta-carboline [CHEBI:65524] (1)
05. Industrial Uses 
05. Industrial Uses
 pharmaceutical [CHEBI:52217] (1978) 
 drug [CHEBI:23888] (1930) 
 antineoplastic agent [CHEBI:35610] (760) 
 5-bromo-8-methoxy-1-methyl-beta-carboline [CHEBI:65524] (1)
08. Chemical Category 
08. Chemical Category
 main group molecular entity [CHEBI:33579] (25650) 
 p-block molecular entity [CHEBI:33675] (25343) 
 halogen molecular entity [CHEBI:24471] (1475) 
 bromine molecular entity [CHEBI:22928] (199) 
 organobromine compound [CHEBI:37141] (138) 
 5-bromo-8-methoxy-1-methyl-beta-carboline [CHEBI:65524] (1)
 halide [CHEBI:37578] (1402) 
 organohalogen compound [CHEBI:36684] (976) 
 organobromine compound [CHEBI:37141] (138) 
 5-bromo-8-methoxy-1-methyl-beta-carboline [CHEBI:65524] (1)
 pnictogen molecular entity [CHEBI:33302] (10027) 
 nitrogen molecular entity [CHEBI:51143] (7930) 
 organonitrogen compound [CHEBI:35352] (6705) 
 alkaloid [CHEBI:22315] (473) 
 5-bromo-8-methoxy-1-methyl-beta-carboline [CHEBI:65524] (1)
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 pyridoindole [CHEBI:48888] (17) 
 beta-carbolines [CHEBI:60834] (16) 
 5-bromo-8-methoxy-1-methyl-beta-carboline [CHEBI:65524] (1)
 chalcogen molecular entity [CHEBI:33304] (15225) 
 oxygen molecular entity [CHEBI:25806] (14414) 
 organooxygen compound [CHEBI:36963] (11352) 
 ether [CHEBI:25698] (876) 
 aromatic ether [CHEBI:35618] (353) 
 5-bromo-8-methoxy-1-methyl-beta-carboline [CHEBI:65524] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 ether [CHEBI:25698] (876) 
 aromatic ether [CHEBI:35618] (353) 
 5-bromo-8-methoxy-1-methyl-beta-carboline [CHEBI:65524] (1)
 carbon group molecular entity [CHEBI:33582] (23847) 
 organic molecular entity [CHEBI:50860] (23769) 
 heteroorganic entity [CHEBI:33285] (15197) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 pyridoindole [CHEBI:48888] (17) 
 beta-carbolines [CHEBI:60834] (16) 
 5-bromo-8-methoxy-1-methyl-beta-carboline [CHEBI:65524] (1)
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heterotricyclic compound [CHEBI:26979] (541) 
 pyridoindole [CHEBI:48888] (17) 
 beta-carbolines [CHEBI:60834] (16) 
 5-bromo-8-methoxy-1-methyl-beta-carboline [CHEBI:65524] (1)
 organonitrogen compound [CHEBI:35352] (6705) 
 alkaloid [CHEBI:22315] (473) 
 5-bromo-8-methoxy-1-methyl-beta-carboline [CHEBI:65524] (1)
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 pyridoindole [CHEBI:48888] (17) 
 beta-carbolines [CHEBI:60834] (16) 
 5-bromo-8-methoxy-1-methyl-beta-carboline [CHEBI:65524] (1)
 organohalogen compound [CHEBI:36684] (976) 
 organobromine compound [CHEBI:37141] (138) 
 5-bromo-8-methoxy-1-methyl-beta-carboline [CHEBI:65524] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 ether [CHEBI:25698] (876) 
 aromatic ether [CHEBI:35618] (353) 
 5-bromo-8-methoxy-1-methyl-beta-carboline [CHEBI:65524] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 pyridoindole [CHEBI:48888] (17) 
 beta-carbolines [CHEBI:60834] (16) 
 5-bromo-8-methoxy-1-methyl-beta-carboline [CHEBI:65524] (1)
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heterotricyclic compound [CHEBI:26979] (541) 
 pyridoindole [CHEBI:48888] (17) 
 beta-carbolines [CHEBI:60834] (16) 
 5-bromo-8-methoxy-1-methyl-beta-carboline [CHEBI:65524] (1)
 organic aromatic compound [CHEBI:33659] (3593) 
 aromatic ether [CHEBI:35618] (353) 
 5-bromo-8-methoxy-1-methyl-beta-carboline [CHEBI:65524] (1)
 organic polycyclic compound [CHEBI:51958] (1654) 
 organic tricyclic compound [CHEBI:51959] (755) 
 organic heterotricyclic compound [CHEBI:26979] (541) 
 pyridoindole [CHEBI:48888] (17) 
 beta-carbolines [CHEBI:60834] (16) 
 5-bromo-8-methoxy-1-methyl-beta-carboline [CHEBI:65524] (1)
 polyatomic entity [CHEBI:36357] (18777) 
 molecule [CHEBI:25367] (11520) 
 cyclic compound [CHEBI:33595] (7817) 
 polycyclic compound [CHEBI:33635] (4078) 
 heteropolycyclic compound [CHEBI:33671] (2613) 
 heterotricyclic compound [CHEBI:36688] (541) 
 organic heterotricyclic compound [CHEBI:26979] (541) 
 pyridoindole [CHEBI:48888] (17) 
 beta-carbolines [CHEBI:60834] (16) 
 5-bromo-8-methoxy-1-methyl-beta-carboline [CHEBI:65524] (1)
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heterotricyclic compound [CHEBI:26979] (541) 
 pyridoindole [CHEBI:48888] (17) 
 beta-carbolines [CHEBI:60834] (16) 
 5-bromo-8-methoxy-1-methyl-beta-carboline [CHEBI:65524] (1)
 organic polycyclic compound [CHEBI:51958] (1654) 
 organic tricyclic compound [CHEBI:51959] (755) 
 organic heterotricyclic compound [CHEBI:26979] (541) 
 pyridoindole [CHEBI:48888] (17) 
 beta-carbolines [CHEBI:60834] (16) 
 5-bromo-8-methoxy-1-methyl-beta-carboline [CHEBI:65524] (1)
 aromatic compound [CHEBI:33655] (3799) 
 organic aromatic compound [CHEBI:33659] (3593) 
 aromatic ether [CHEBI:35618] (353) 
 5-bromo-8-methoxy-1-methyl-beta-carboline [CHEBI:65524] (1)
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 pyridoindole [CHEBI:48888] (17) 
 beta-carbolines [CHEBI:60834] (16) 
 5-bromo-8-methoxy-1-methyl-beta-carboline [CHEBI:65524] (1)
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heterotricyclic compound [CHEBI:26979] (541) 
 pyridoindole [CHEBI:48888] (17) 
 beta-carbolines [CHEBI:60834] (16) 
 5-bromo-8-methoxy-1-methyl-beta-carboline [CHEBI:65524] (1)
 organic aromatic compound [CHEBI:33659] (3593) 
 aromatic ether [CHEBI:35618] (353) 
 5-bromo-8-methoxy-1-methyl-beta-carboline [CHEBI:65524] (1)
 organic polycyclic compound [CHEBI:51958] (1654) 
 organic tricyclic compound [CHEBI:51959] (755) 
 organic heterotricyclic compound [CHEBI:26979] (541) 
 pyridoindole [CHEBI:48888] (17) 
 beta-carbolines [CHEBI:60834] (16) 
 5-bromo-8-methoxy-1-methyl-beta-carboline [CHEBI:65524] (1)
 heterocyclic compound [CHEBI:5686] (5275) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 pyridoindole [CHEBI:48888] (17) 
 beta-carbolines [CHEBI:60834] (16) 
 5-bromo-8-methoxy-1-methyl-beta-carboline [CHEBI:65524] (1)
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heterotricyclic compound [CHEBI:26979] (541) 
 pyridoindole [CHEBI:48888] (17) 
 beta-carbolines [CHEBI:60834] (16) 
 5-bromo-8-methoxy-1-methyl-beta-carboline [CHEBI:65524] (1)
 heteropolycyclic compound [CHEBI:33671] (2613) 
 heterotricyclic compound [CHEBI:36688] (541) 
 organic heterotricyclic compound [CHEBI:26979] (541) 
 pyridoindole [CHEBI:48888] (17) 
 beta-carbolines [CHEBI:60834] (16) 
 5-bromo-8-methoxy-1-methyl-beta-carboline [CHEBI:65524] (1)
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heterotricyclic compound [CHEBI:26979] (541) 
 pyridoindole [CHEBI:48888] (17) 
 beta-carbolines [CHEBI:60834] (16) 
 5-bromo-8-methoxy-1-methyl-beta-carboline [CHEBI:65524] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 pyridoindole [CHEBI:48888] (17) 
 beta-carbolines [CHEBI:60834] (16) 
 5-bromo-8-methoxy-1-methyl-beta-carboline [CHEBI:65524] (1)
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heterotricyclic compound [CHEBI:26979] (541) 
 pyridoindole [CHEBI:48888] (17) 
 beta-carbolines [CHEBI:60834] (16) 
 5-bromo-8-methoxy-1-methyl-beta-carboline [CHEBI:65524] (1)
 organic aromatic compound [CHEBI:33659] (3593) 
 aromatic ether [CHEBI:35618] (353) 
 5-bromo-8-methoxy-1-methyl-beta-carboline [CHEBI:65524] (1)
 organic polycyclic compound [CHEBI:51958] (1654) 
 organic tricyclic compound [CHEBI:51959] (755) 
 organic heterotricyclic compound [CHEBI:26979] (541) 
 pyridoindole [CHEBI:48888] (17) 
 beta-carbolines [CHEBI:60834] (16) 
 5-bromo-8-methoxy-1-methyl-beta-carboline [CHEBI:65524] (1)
 heteroatomic molecular entity [CHEBI:37577] (13672) 
 halide [CHEBI:37578] (1402) 
 organohalogen compound [CHEBI:36684] (976) 
 organobromine compound [CHEBI:37141] (138) 
 5-bromo-8-methoxy-1-methyl-beta-carboline [CHEBI:65524] (1)
ChEBI Compound Accession Identifier  [CHEBI:65524]
ChEBI Compound Description  A member of the class of beta-carboline that is 9H-beta-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.
ChEBI Compound Identification Number  65524
ChEBI InChI Value  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
ChEBI InChIKey Value  OVNRKQHNHZRXHF-UHFFFAOYSA-N
ChEBI Compound Name  5-bromo-8-methoxy-1-methyl-beta-carboline
ChEBI SMILES Value  COc1ccc(Br)c2c3ccnc(C)c3[nH]c12
ChEBI Substance ID  160655732
ChEBI URL  ChEBI:65524
ChemSpider ID  24614357
Ontomatica Chemical Accession Key (OnChAKey)  OVNRKQHNHZRXHF_UHFFFAOYSA_N_000_000000
PubChem Compound ID  42638980