brasiliquinone A (CHEBI:65516)

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CHEBI:65516 - brasiliquinone A

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ChEBI ID	CHEBI:65516
ChEBI Name	brasiliquinone A
Stars
Definition	A carbopolycyclic compound that is (3S)-3-ethyl-6,8-dihydroxy-3,4-dihydrotetraphene-1,7,12(2H)-trione substituted at position 8 by a 3-amino-2,3,6-trideoxy-α-L-ribo-hexopyranosyl group. 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	C26H27NO7
Net Charge	0
Average Mass	465.502
Monoisotopic Mass	465.17875
SMILES	CC[C@@H]1CC(=O)c2c(cc(O)c3c2C(=O)c2cccc(O[C@H]4C[C@@H](N)[C@@H](O)[C@H](C)O4)c2C3=O)C1
InChI	InChI=1S/C26H27NO7/c1-3-12-7-13-9-17(29)22-23(20(13)16(28)8-12)25(31)14-5-4-6-18(21(14)26(22)32)34-19-10-15(27)24(30)11(2)33-19/h4-6,9,11-12,15,19,24,29-30H,3,7-8,10,27H2,1-2H3/t11-,12-,15+,19-,24-/m0/s1
InChIKey	GMELFDQPUZSJEE-XHBGPGOOSA-N

Species of Metabolite	Component	Source	Comments
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 A (CHEBI:65516) has role antibacterial agent (CHEBI:33282)
	brasiliquinone A (CHEBI:65516) has role antimicrobial agent (CHEBI:33281)
	brasiliquinone A (CHEBI:65516) has role antineoplastic agent (CHEBI:35610)
	brasiliquinone A (CHEBI:65516) has role metabolite (CHEBI:25212)
	brasiliquinone A (CHEBI:65516) is a p-quinones (CHEBI:25830)
	brasiliquinone A (CHEBI:65516) is a aminoglycoside (CHEBI:47779)
	brasiliquinone A (CHEBI:65516) is a carbopolycyclic compound (CHEBI:35294)
	brasiliquinone A (CHEBI:65516) is a deoxy hexoside (CHEBI:35315)
	brasiliquinone A (CHEBI:65516) is a phenols (CHEBI:33853)

IUPAC Name
(3S)-3-ethyl-6-hydroxy-1,7,12-trioxo-1,2,3,4,7,12-hexahydrotetraphen-8-yl 3-amino-2,3,6-trideoxy-α-L-ribo-hexopyranoside

Manual Xrefs	Databases
8248720	ChemSpider

Registry Numbers	Sources
Reaxys:8176069	Reaxys

Citations