brasiliquinone B (CHEBI:65517)

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CHEBI:65517 - brasiliquinone B

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ChEBI ID	CHEBI:65517
ChEBI Name	brasiliquinone B
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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	C20H16O5
Net Charge	0
Average Mass	336.343
Monoisotopic Mass	336.09977
SMILES	CC[C@@H]1CC(=O)c2c(cc(O)c3c2C(=O)c2cccc(O)c2C3=O)C1
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

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. 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:	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 Xrefs	Databases
8059861	ChemSpider

Registry Numbers	Sources
Reaxys:7544270	Reaxys

Citations