2-Heptyl-3-hydroxy-4-quinolone

General

Type : Quinoline || Natural

Chemical_Nomenclature : 2-heptyl-3-hydroxy-1H-quinolin-4-one

Canonical SMILES : CCCCCCCC1=C(C(=O)C2=CC=CC=C2N1)O

InChI : InChI=1S\/C16H21NO2\/c1-2-3-4-5-6-11-14-16(19)15(18)12-9-7-8-10-13(12)17-14\/h7-10,19H,2-6,11H2,1H3,(H,17,18)

InChIKey : CEIUIHOQDSVZJQ-UHFFFAOYSA-N

Other name(s) : 2-heptyl-3-hydroxy-4(1H)-quinolone,     2-Heptyl-3-hydroxy-quinolone,     Pseudomonas quinolone signal,     2-heptyl-3-hydroxy-1H-quinolin-4-one,     CHEMBL2426244,     PQS


MW : 259.34

Formula : C16H21NO2

CAS_number :

PubChem :

UniChem :

Iuphar :

Target

References (8)

Title : Enzyme-Mediated Quenching of the Pseudomonas Quinolone Signal (PQS): A Comparison between Naturally Occurring and Engineered PQS-Cleaving Dioxygenases - Arranz San Martin_2022_Biomolecules_12_170
Author(s) : Arranz San Martin A , Vogel J , Wullich SC , Quax WJ , Fetzner S
Ref : Biomolecules , 12 :170 , 2021
Abstract : Arranz San Martin_2022_Biomolecules_12_170
ESTHER : Arranz San Martin_2022_Biomolecules_12_170
PubMedSearch : Arranz San Martin_2022_Biomolecules_12_170
PubMedID:
Gene_locus related to this paper: artsp-hod , strbb-d7bw96 , mycab-x8en65 , nocfa-q5yp20

Title : Structural basis for recognition and ring-cleavage of the Pseudomonas quinolone signal (PQS) by AqdC, a mycobacterial dioxygenase of the alpha\/beta-hydrolase fold family - Wullich_2019_J.Struct.Biol_207_287
Author(s) : Wullich SC , Kobus S , Wienhold M , Hennecke U , Smits SHJ , Fetzner S
Ref : J Struct Biol , 207 :287 , 2019
Abstract : Wullich_2019_J.Struct.Biol_207_287
ESTHER : Wullich_2019_J.Struct.Biol_207_287
PubMedSearch : Wullich_2019_J.Struct.Biol_207_287
PubMedID: 31228546
Gene_locus related to this paper: mycab-x8en65

Title : Mycobacterium abscessus subsp. abscessus Is Capable of Degrading Pseudomonas aeruginosa Quinolone Signals - Birmes_2017_Front.Microbiol_8_339
Author(s) : Birmes FS , Wolf T , Kohl TA , Ruger K , Bange F , Kalinowski J , Fetzner S
Ref : Front Microbiol , 8 :339 , 2017
Abstract : Birmes_2017_Front.Microbiol_8_339
ESTHER : Birmes_2017_Front.Microbiol_8_339
PubMedSearch : Birmes_2017_Front.Microbiol_8_339
PubMedID: 28303132
Gene_locus related to this paper: rhoer-aqdC1 , rhoer-aqdC2

Title : Enzyme-Mediated Quenching of the Pseudomonas Quinolone Signal (PQS) Promotes Biofilm Formation of Pseudomonas aeruginosa by Increasing Iron Availability - Tettmann_2016_Front.Microbiol_7_1978
Author(s) : Tettmann B , Niewerth C , Kirschhofer F , Neidig A , Dotsch A , Brenner-Weiss G , Fetzner S , Overhage J
Ref : Front Microbiol , 7 :1978 , 2016
Abstract : Tettmann_2016_Front.Microbiol_7_1978
ESTHER : Tettmann_2016_Front.Microbiol_7_1978
PubMedSearch : Tettmann_2016_Front.Microbiol_7_1978
PubMedID: 28018312

Title : Rhodococcus erythropolis BG43 Genes Mediating Pseudomonas aeruginosa Quinolone Signal Degradation and Virulence Factor Attenuation - Muller_2015_Appl.Environ.Microbiol_81_7720
Author(s) : Muller C , Birmes FS , Ruckert C , Kalinowski J , Fetzner S
Ref : Applied Environmental Microbiology , 81 :7720 , 2015
Abstract : Muller_2015_Appl.Environ.Microbiol_81_7720
ESTHER : Muller_2015_Appl.Environ.Microbiol_81_7720
PubMedSearch : Muller_2015_Appl.Environ.Microbiol_81_7720
PubMedID: 26319870
Gene_locus related to this paper: rhoer-aqdC1 , rhoer-aqdC2 , rhoer-aqda1

Title : Conversion of the Pseudomonas aeruginosa Quinolone Signal and Related Alkylhydroxyquinolines by Rhodococcus sp. Strain BG43 - Muller_2014_Appl.Environ.Microbiol_80_7266
Author(s) : Muller C , Birmes FS , Niewerth H , Fetzner S
Ref : Applied Environmental Microbiology , 80 :7266 , 2014
Abstract : Muller_2014_Appl.Environ.Microbiol_80_7266
ESTHER : Muller_2014_Appl.Environ.Microbiol_80_7266
PubMedSearch : Muller_2014_Appl.Environ.Microbiol_80_7266
PubMedID: 25239889
Gene_locus related to this paper: rhoer-aqdC1 , rhoer-aqdC2

Title : Validation of PqsD as an anti-biofilm target in Pseudomonas aeruginosa by development of small-molecule inhibitors - Storz_2012_J.Am.Chem.Soc_134_16143
Author(s) : Storz MP , Maurer CK , Zimmer C , Wagner N , Brengel C , de Jong JC , Lucas S , Musken M , Haussler S , Steinbach A , Hartmann RW
Ref : Journal of the American Chemical Society , 134 :16143 , 2012
Abstract : Storz_2012_J.Am.Chem.Soc_134_16143
ESTHER : Storz_2012_J.Am.Chem.Soc_134_16143
PubMedSearch : Storz_2012_J.Am.Chem.Soc_134_16143
PubMedID: 22992202

Title : Quorum sensing by 2-alkyl-4-quinolones in Pseudomonas aeruginosa and other bacterial species - Dubern_2008_Mol.Biosyst_4_882
Author(s) : Dubern JF , Diggle SP
Ref : Mol Biosyst , 4 :882 , 2008
Abstract : Dubern_2008_Mol.Biosyst_4_882
ESTHER : Dubern_2008_Mol.Biosyst_4_882
PubMedSearch : Dubern_2008_Mol.Biosyst_4_882
PubMedID: 18704225