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CHEBI:65516 - brasiliquinone A

ChEBI IDCHEBI:65516
ChEBI Namebrasiliquinone A
Stars
DefinitionA carbopolycyclic compound that is (3S)-3-ethyl-6,8-dihydroxy-3,4-dihydrotetraphene-1,7,12(2H)-trione substituted at position 8 by a 3-amino-2,3,6-trideoxy-α-L-ribo-hexopyranosyl group. It is isolated from the culture broth of Nocardia brasiliensis and exhibits antibacterial activity against Gram-positive bacteria. It is also active against the multiple drug-resistant P388/ADR tumour cells.
Last Modified4 June 2016
DownloadsMolfile
FormulaC26H27NO7
Net Charge0
Average Mass465.502
Monoisotopic Mass465.17875
SMILESCC[C@@H]1CC(=O)c2c(cc(O)c3c2C(=O)c2cccc(O[C@H]4C[C@@H](N)[C@@H](O)[C@H](C)O4)c2C3=O)C1
InChIInChI=1S/C26H27NO7/c1-3-12-7-13-9-17(29)22-23(20(13)16(28)8-12)25(31)14-5-4-6-18(21(14)26(22)32)34-19-10-15(27)24(30)11(2)33-19/h4-6,9,11-12,15,19,24,29-30H,3,7-8,10,27H2,1-2H3/t11-,12-,15+,19-,24-/m0/s1
InChIKeyGMELFDQPUZSJEE-XHBGPGOOSA-N
Species of MetaboliteComponentSourceComments
Nocardia brasiliensis (ncbitaxon:37326) - PubMed (9066761)
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.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
brasiliquinone A (CHEBI:65516) has role antibacterial agent (CHEBI:33282)
brasiliquinone A (CHEBI:65516) has role antimicrobial agent (CHEBI:33281)
brasiliquinone A (CHEBI:65516) has role antineoplastic agent (CHEBI:35610)
brasiliquinone A (CHEBI:65516) has role metabolite (CHEBI:25212)
brasiliquinone A (CHEBI:65516) is a p-quinones (CHEBI:25830)
brasiliquinone A (CHEBI:65516) is a aminoglycoside (CHEBI:47779)
brasiliquinone A (CHEBI:65516) is a carbopolycyclic compound (CHEBI:35294)
brasiliquinone A (CHEBI:65516) is a deoxy hexoside (CHEBI:35315)
brasiliquinone A (CHEBI:65516) is a phenols (CHEBI:33853)
IUPAC Name 
(3S)-3-ethyl-6-hydroxy-1,7,12-trioxo-1,2,3,4,7,12-hexahydrotetraphen-8-yl 3-amino-2,3,6-trideoxy-α-L-ribo-hexopyranoside
Manual XrefsDatabases
8248720ChemSpider
Registry NumbersSources
Reaxys:8176069Reaxys
Citations