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CHEBI:65518 - brasiliquinone C

Default Structure
ChEBI IDCHEBI:65518
ChEBI Namebrasiliquinone C
Stars
DefinitionA carbopolycyclic compound that is 3,4-dihydrotetraphene-1,7,12(2H)-trione substituted by hydroxy groups at positions 6 and 8 and an ethyl group at position 3 (the S stereoisomer). 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
FormulaC21H18O5
Net Charge0
Average Mass350.370
Monoisotopic Mass350.11542
SMILESCC[C@@H]1CC(=O)c2c(cc(O)c3c2C(=O)c2cccc(OC)c2C3=O)C1
InChIInChI=1S/C21H18O5/c1-3-10-7-11-9-14(23)18-19(16(11)13(22)8-10)20(24)12-5-4-6-15(26-2)17(12)21(18)25/h4-6,9-10,23H,3,7-8H2,1-2H3/t10-/m0/s1
InChIKeyJCMDNBJXOUWFMR-JTQLQIEISA-N
Species of MetaboliteComponentSourceComments
Nocardia brasiliensis (ncbitaxon:37326) - PubMed (9066761)
Roles Classification
Biological Roles:
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.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
brasiliquinone C (CHEBI:65518) has role antibacterial agent (CHEBI:33282)
brasiliquinone C (CHEBI:65518) has role antimicrobial agent (CHEBI:33281)
brasiliquinone C (CHEBI:65518) has role antineoplastic agent (CHEBI:35610)
brasiliquinone C (CHEBI:65518) has role metabolite (CHEBI:25212)
brasiliquinone C (CHEBI:65518) is a p-quinones (CHEBI:25830)
brasiliquinone C (CHEBI:65518) is a aromatic ether (CHEBI:35618)
brasiliquinone C (CHEBI:65518) is a carbopolycyclic compound (CHEBI:35294)
brasiliquinone C (CHEBI:65518) is a phenols (CHEBI:33853)
IUPAC Name 
(3S)-3-ethyl-6-hydroxy-8-methoxy-3,4-dihydrotetraphene-1,7,12(2H)-trione
Manual XrefsDatabases
8648465ChemSpider
Registry NumbersSources
Reaxys:7544861Reaxys
Citations