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CHEBI:65517 - brasiliquinone B

ChEBI IDCHEBI:65517
ChEBI Namebrasiliquinone B
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
FormulaC20H16O5
Net Charge0
Average Mass336.343
Monoisotopic Mass336.09977
SMILESCC[C@@H]1CC(=O)c2c(cc(O)c3c2C(=O)c2cccc(O)c2C3=O)C1
InChIInChI=1S/C20H16O5/c1-2-9-6-10-8-14(23)17-18(15(10)13(22)7-9)19(24)11-4-3-5-12(21)16(11)20(17)25/h3-5,8-9,21,23H,2,6-7H2,1H3/t9-/m0/s1
InChIKeyYXEPHAVILJDRHK-VIFPVBQESA-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 B (CHEBI:65517) has role antibacterial agent (CHEBI:33282)
brasiliquinone B (CHEBI:65517) has role antimicrobial agent (CHEBI:33281)
brasiliquinone B (CHEBI:65517) has role antineoplastic agent (CHEBI:35610)
brasiliquinone B (CHEBI:65517) has role metabolite (CHEBI:25212)
brasiliquinone B (CHEBI:65517) is a p-quinones (CHEBI:25830)
brasiliquinone B (CHEBI:65517) is a carbopolycyclic compound (CHEBI:35294)
brasiliquinone B (CHEBI:65517) is a polyphenol (CHEBI:26195)
IUPAC Name 
(3S)-3-ethyl-6,8-dihydroxy-3,4-dihydrotetraphene-1,7,12(2H)-trione
Manual XrefsDatabases
8059861ChemSpider
Registry NumbersSources
Reaxys:7544270Reaxys
Citations