brasiliquinone C (CHEBI:65518)

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CHEBI:65518 - brasiliquinone C

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ChEBI ID	CHEBI:65518
ChEBI Name	brasiliquinone C
Stars
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.
Last Modified	4 June 2016
Downloads	Molfile

Formula	C21H18O5
Net Charge	0
Average Mass	350.370
Monoisotopic Mass	350.11542
SMILES	CC[C@@H]1CC(=O)c2c(cc(O)c3c2C(=O)c2cccc(OC)c2C3=O)C1
InChI	InChI=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
InChIKey	JCMDNBJXOUWFMR-JTQLQIEISA-N

Species of Metabolite	Component	Source	Comments
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 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 Xrefs	Databases
8648465	ChemSpider

Registry Numbers	Sources
Reaxys:7544861	Reaxys

Citations