CHEBI:65517 - brasiliquinone B

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ChEBI Name brasiliquinone B
ChEBI ID CHEBI:65517
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C20H16O5
Net Charge 0
Average Mass 336.33800
Monoisotopic Mass 336.09977
InChI InChI=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
InChIKey YXEPHAVILJDRHK-VIFPVBQESA-N
SMILES CC[C@@H]1CC(=O)c2c(C1)cc(O)c1C(=O)c3c(O)cccc3C(=O)c21
Metabolite of Species Details
Nocardia brasiliensis (NCBI:txid37326) See: PubMed
Roles Classification
Biological Role(s): antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Xref Database
8059861 ChemSpider
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Registry Number Type Source
7544270 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
9066761 PubMed citation Europe PMC
Last Modified
04 June 2016