(E)-1-hydroxy-2-(non-1-en-1-yl)quinolin-4-one (CHEBI:137441)

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ChEBI Name	(E)-1-hydroxy-2-(non-1-en-1-yl)quinolin-4-one

ChEBI ID	CHEBI:137441

ChEBI ASCII Name	(E)-1-hydroxy-2-(non-1-en-1-yl)quinolin-4-one

Definition	A hydroxylamine that is N-hydroxyquinolin-4-one in which the hydrogen at position 2 has been replaced by a (1E)-non-1-en-1-yl group. It is the most active agent produced by Pseudomonas aeruginosa that modulates the growth and virulence of Staphylococcus aureus; the corresponding Z isomer is inactive.

Stars	This entity has been manually annotated by the ChEBI Team.

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Formula

C18H23NO2

Net Charge

Average Mass

285.381

Monoisotopic Mass

285.17288

InChI

InChI=1S/C18H23NO2/c1-2-3-4-5-6-7-8-11-15-14-18(20)16-12-9-10-13-17(16)19(15)21/h8-14,21H,2-7H2,1H3/b11-8+

InChIKey

LOUOCBKBIWBTTR-DHZHZOJOSA-N

SMILES

N1(C2=C(C=CC=C2)C(C=C1/C=C/CCCCCCC)=O)O

Metabolite of Species	Details
Pseudomonas aeruginosa PAO1 (NCBI:txid208964)	of strain PAO1 See: PubMed
Pseudomonas aeruginosa PA14 (NCBI:txid652611)	of strain PA14 See: PubMed

Roles Classification
Biological Role(s):	bacterial metabolite Any prokaryotic metabolite produced during a metabolic reaction in bacteria. antibacterial agent A substance (or active part thereof) that kills or slows the growth of bacteria.

ChEBI Ontology
Outgoing	(E)-1-hydroxy-2-(non-1-en-1-yl)quinolin-4-one (CHEBI:137441) has role antibacterial agent (CHEBI:33282) (E)-1-hydroxy-2-(non-1-en-1-yl)quinolin-4-one (CHEBI:137441) has role bacterial metabolite (CHEBI:76969) (E)-1-hydroxy-2-(non-1-en-1-yl)quinolin-4-one (CHEBI:137441) is a hydroxylamines (CHEBI:24709) (E)-1-hydroxy-2-(non-1-en-1-yl)quinolin-4-one (CHEBI:137441) is a olefinic compound (CHEBI:78840) (E)-1-hydroxy-2-(non-1-en-1-yl)quinolin-4-one (CHEBI:137441) is a organic heterobicyclic compound (CHEBI:27171) (E)-1-hydroxy-2-(non-1-en-1-yl)quinolin-4-one (CHEBI:137441) is a quinolone (CHEBI:23765)

IUPAC Name

1-hydroxy-2-[(1E)-non-1-en-1-yl]quinolin-4(1H)-one

Synonym	Source
trans-N-hydroxy-Δ¹-2-(non-1-enyl)-4-quinolone	ChEBI

Last Modified

15 June 2017