{"id":19649,"npaid":"NPA019649","original_name":"2-heptyl-3-hydroxy-4-quinolone","mol_formula":"C16H21NO2","mol_weight":"259.3490","exact_mass":"259.1572","inchikey":"CEIUIHOQDSVZJQ-UHFFFAOYSA-N","smiles":"CCCCCCCC1=C(C(=O)C2=CC=CC=C2N1)O","cluster_id":6301,"node_id":473,"has_exclusions":false,"synonyms":[],"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)","m_plus_h":"260.1645","m_plus_na":"282.1464","origin_reference":{"doi":"10.1073/pnas.96.20.11229","pmid":10500159,"authors":"Pesci, Everett C; Milbank, Jared BJ; Pearson, James P; McKnight, Susan; Kende, Andrew S; Greenberg, E Peter; Iglewski, Barbara H","title":"Quinolone signaling in the cell-to-cell communication system of Pseudomonas aeruginosa","journal":"Proceedings of the National Academy of Sciences of the United States of America","year":1999,"volume":"96","issue":"20","pages":"11229-11234"},"origin_organism":{"id":326,"type":"Bacterium","genus":"Pseudomonas","species":"aeruginosa","taxon":{"id":86,"name":"Pseudomonas","rank":"genus","taxon_db":"lpsn","external_id":"517405","ncbi_id":286,"ancestors":[{"id":1,"name":"Bacteria","rank":"domain","taxon_db":"lpsn","external_id":"0","ncbi_id":2},{"id":2,"name":"Proteobacteria","rank":"phylum","taxon_db":"lpsn","external_id":"0","ncbi_id":1224},{"id":79,"name":"Gammaproteobacteria","rank":"class","taxon_db":"lpsn","external_id":"0","ncbi_id":1236},{"id":80,"name":"Pseudomonadales","rank":"order","taxon_db":"lpsn","external_id":"0","ncbi_id":72274},{"id":84,"name":"Pseudomonadaceae","rank":"family","taxon_db":"lpsn","external_id":"0","ncbi_id":135621}]}},"syntheses":[],"reassignments":[],"mol_structures":[{"current_structure":true,"reference_doi":"10.1073/pnas.96.20.11229","structure_smiles":"CCCCCCCC1=C(C(=O)C2=CC=CC=C2N1)O","is_reassignment":false,"version":1}],"exclusions":[],"external_ids":[{"external_db_name":"gnps","external_db_code":"CCMSLIB00000006838%1%2-heptyl-3-hydroxy&4-quinolone"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000072564%2-heptyl-3-hydroxy 4-quinolone%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005723677%Pseudomonas quinolone signal%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009980493%Suspect related to Pseudomonas quinolone signal (predicted molecular formula: C16H21NO) with delta m/z -15.995 (putative explanation: Ser->Ala substitution|Tyr->Phe substitution|reduction; atomic difference: -1O|-1O|-1O)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009980494%Suspect related to Pseudomonas quinolone signal (predicted molecular formula: C15H19NO2) with delta m/z -14.016 (putative explanation: Ala->Gly substitution|Gln->Asn substitution|Glu->Asp substitution|Leu/Ile->Val substitution|Thr->Ser substitution; atomic difference: -1C,-2H|-1C,-2H|-1C,-2H|-1C,-2H|-1C,-2H)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009980495%Suspect related to Pseudomonas quinolone signal (predicted molecular formula: C9H16N6O3) with delta m/z -3.029 (putative explanation: unspecified; atomic difference: unspecified)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009980496%Suspect related to Pseudomonas quinolone signal (predicted molecular formula: C19H28) with delta m/z -2.943 (putative explanation: Met->Lys substitution|carbamidomethylated Cys that undergoes beta-elimination and Michael addition of methylamine; atomic difference: 1C,3H,1N,-1S|1C,3H,1N,-1S)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009980497%Suspect related to Pseudomonas quinolone signal (predicted molecular formula: C12H28N6) with delta m/z -2.918 (putative explanation: unspecified; atomic difference: unspecified)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009980498%Suspect related to Pseudomonas quinolone signal (predicted molecular formula: C17H23NO) with delta m/z -1.98 (putative explanation: Thr->Val substitution; atomic difference: 1C,2H,-1O)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009980499%Suspect related to Pseudomonas quinolone signal (predicted molecular formula: C14H33N4) with delta m/z -1.886 (putative explanation: unspecified; atomic difference: unspecified)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009980500%Suspect related to Pseudomonas quinolone signal (predicted molecular formula: C15H18N2O2) with delta m/z -1.023 (putative explanation: unspecified; atomic difference: unspecified)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009980501%Suspect related to Pseudomonas quinolone signal (predicted molecular formula: C16H22N2O) with delta m/z -0.984 (putative explanation: Amidation|Asp->Asn substitution|Glu->Gln substitution; atomic difference: 1H,1N,-1O|1H,1N,-1O|1H,1N,-1O)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009980502%Suspect related to Pseudomonas quinolone signal (predicted molecular formula: C11H22N3O2S) with delta m/z 0.984 (putative explanation: Asn->Asp substitution|Deamidation|Gln->Glu substitution|Amide hydroxylation; atomic difference: -1H,-1N,1O|-1H,-1N,1O|-1H,-1N,1O|1O,-1N,-1H)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009980503%Suspect related to Pseudomonas quinolone signal (predicted molecular formula: C13H30N3S) with delta m/z 1.053 (putative explanation: unspecified; atomic difference: unspecified)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009980504%Suspect related to Pseudomonas quinolone signal (predicted molecular formula: C12H25N2O2S) with delta m/z 2.016 (putative explanation: Pro->Val substitution|reduction; atomic difference: 2H|2H)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009980505%Suspect related to Pseudomonas quinolone signal (predicted molecular formula: C10H20N6O3) with delta m/z 12.996 (putative explanation: Loss of O2; nitro photochemical decomposition|Thr->Asn substitution; atomic difference: -1H,1N|-1H,1N)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009980506%Suspect related to Pseudomonas quinolone signal (predicted molecular formula: C13H26N2O2S) with delta m/z 15.02 (putative explanation: unspecified; atomic difference: unspecified)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009980507%Suspect related to Pseudomonas quinolone signal (predicted molecular formula: C13H17N5O2) with delta m/z 15.976 (putative explanation: Ser->Cys substitution|thiocarboxylic acid|sodium to potassium adduct|lithium to sodium adduct; atomic difference: -1O,1S|-1O,1S|none_adduct|none_adduct)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009980508%Suspect related to Pseudomonas quinolone signal (predicted molecular formula: C11H21N3O5) with delta m/z 15.995 (putative explanation: Ala->Ser substitution|Oxidation or Hydroxylation|Phe->Tyr substitution; atomic difference: 1O|1O|1O)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009980509%Suspect related to Pseudomonas quinolone signal (predicted molecular formula: C12H25N5O3) with delta m/z 28.04 (putative explanation: Gln->Arg substitution; atomic difference: 1C,4H,2N,-1O)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009980510%Suspect related to Pseudomonas quinolone signal (predicted molecular formula: C18H25NO3) with delta m/z 44.026 (putative explanation: Ethanolation|Gly->Thr substitution|PEG repeat unit|unspecified; atomic difference: 2C,4H,1O|2C,4H,1O|2C,4H,1O|2H,3N)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012140696%Suspect related to Pseudomonas quinolone signal (predicted molecular formula SIRIUS: C16H21NO / BUDDY: C16H21NO) with delta m/z -15.995 (putative explanation: Ser->Ala substitution|Tyr->Phe substitution|reduction; atomic difference: -1O|-1O|-1O) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012140697%Suspect related to Pseudomonas quinolone signal (predicted molecular formula SIRIUS: C15H19NO2 / BUDDY: C15H19NO2) with delta m/z -14.016 (putative explanation: Ala->Gly substitution|Gln->Asn substitution|Glu->Asp substitution|Leu/Ile->Val substitution|Thr->Ser substitution; atomic difference: -1C,-2H|-1C,-2H|-1C,-2H|-1C,-2H|-1C,-2H) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012140698%Suspect related to Pseudomonas quinolone signal (predicted molecular formula SIRIUS: C9H16N6O3 / BUDDY: C9H16N6O3) with delta m/z -3.029 (putative explanation: unspecified; atomic difference: unspecified) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012140699%Suspect related to Pseudomonas quinolone signal (predicted molecular formula SIRIUS: C19H28 / BUDDY: C19H28) with delta m/z -2.943 (putative explanation: Met->Lys substitution|carbamidomethylated Cys that undergoes beta-elimination and Michael addition of methylamine; atomic difference: 1C,3H,1N,-1S|1C,3H,1N,-1S) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012140700%Suspect related to Pseudomonas quinolone signal (predicted molecular formula SIRIUS: C12H28N6 / BUDDY: C16H32O2) with delta m/z -2.918 (putative explanation: unspecified; atomic difference: unspecified) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012140701%Suspect related to Pseudomonas quinolone signal (predicted molecular formula SIRIUS: C17H23NO / BUDDY: C17H23NO) with delta m/z -1.98 (putative explanation: Thr->Val substitution; atomic difference: 1C,2H,-1O) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012140702%Suspect related to Pseudomonas quinolone signal (predicted molecular formula SIRIUS: C14H33N4 / BUDDY: C16H35NO) with delta m/z -1.886 (putative explanation: unspecified; atomic difference: unspecified) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012140703%Suspect related to Pseudomonas quinolone signal (predicted molecular formula SIRIUS: C15H18N2O2 / BUDDY: C15H18N2O2) with delta m/z -1.023 (putative explanation: unspecified; atomic difference: unspecified) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012140704%Suspect related to Pseudomonas quinolone signal (predicted molecular formula SIRIUS: C16H22N2O / BUDDY: C16H22N2O) with delta m/z -0.984 (putative explanation: Amidation|Asp->Asn substitution|Glu->Gln substitution; atomic difference: 1H,1N,-1O|1H,1N,-1O|1H,1N,-1O) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012140705%Suspect related to Pseudomonas quinolone signal (predicted molecular formula SIRIUS: C11H22N3O2S / BUDDY: C16H20O3) with delta m/z 0.984 (putative explanation: Asn->Asp substitution|Deamidation|Gln->Glu substitution|Amide hydroxylation; atomic difference: -1H,-1N,1O|-1H,-1N,1O|-1H,-1N,1O|1O,-1N,-1H) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012140706%Suspect related to Pseudomonas quinolone signal (predicted molecular formula SIRIUS: C13H30N3S / BUDDY: C18H28O) with delta m/z 1.053 (putative explanation: unspecified; atomic difference: unspecified) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012140707%Suspect related to Pseudomonas quinolone signal (predicted molecular formula SIRIUS: C12H25N2O2S / BUDDY: C10H23N5OS) with delta m/z 2.016 (putative explanation: Pro->Val substitution|reduction; atomic difference: 2H|2H) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012140708%Suspect related to Pseudomonas quinolone signal (predicted molecular formula SIRIUS: C10H20N6O3 / BUDDY: C10H20N6O3) with delta m/z 12.996 (putative explanation: Loss of O2; nitro photochemical decomposition|Thr->Asn substitution; atomic difference: -1H,1N|-1H,1N) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012140709%Suspect related to Pseudomonas quinolone signal (predicted molecular formula SIRIUS: C13H26N2O2S / BUDDY: C13H26N2O2S) with delta m/z 15.02 (putative explanation: unspecified; atomic difference: unspecified) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012140710%Suspect related to Pseudomonas quinolone signal (predicted molecular formula SIRIUS: C13H17N5O2 / BUDDY: C13H17N5O2) with delta m/z 15.976 (putative explanation: Ser->Cys substitution|thiocarboxylic acid|sodium to potassium adduct|lithium to sodium adduct; atomic difference: -1O,1S|-1O,1S|none_adduct|none_adduct) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012140711%Suspect related to Pseudomonas quinolone signal (predicted molecular formula SIRIUS: C11H21N3O5 / BUDDY: C16H21NO3) with delta m/z 15.995 (putative explanation: Ala->Ser substitution|Oxidation or Hydroxylation|Phe->Tyr substitution; atomic difference: 1O|1O|1O) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012140712%Suspect related to Pseudomonas quinolone signal (predicted molecular formula SIRIUS: C12H25N5O3 / BUDDY: C15H29NO2S) with delta m/z 28.04 (putative explanation: Gln->Arg substitution; atomic difference: 1C,4H,2N,-1O) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012140713%Suspect related to Pseudomonas quinolone signal (predicted molecular formula SIRIUS: C18H25NO3 / BUDDY: C18H25NO3) with delta m/z 44.026 (putative explanation: Ethanolation|Gly->Thr substitution|PEG repeat unit|unspecified; atomic difference: 2C,4H,1O|2C,4H,1O|2C,4H,1O|2H,3N) [M+H]+%4"}],"classyfire":{"class":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001253","name":"Quinolines and derivatives","chemont_id":"CHEMONTID:0001253","description":"Compounds containing a quinoline moiety, which consists of a benzene ring fused to a pyrimidine ring to form benzo[b]azabenzene."},"smiles":"CCCCCCCC1=C(O)C(=O)C2=CC=CC=C2N1","kingdom":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000000","name":"Organic compounds","chemont_id":"CHEMONTID:0000000","description":"Compounds that contain at least one carbon atom, excluding isocyanide/cyanide and their non-hydrocarbyl derivatives, thiophosgene, carbon diselenide, carbon monosulfide, carbon disulfide, carbon subsulfide, carbon monoxide, carbon dioxide, Carbon suboxide, and dicarbon monoxide."},"inchikey":"InChIKey=CEIUIHOQDSVZJQ-UHFFFAOYSA-N","subclass":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000056","name":"Quinolones and derivatives","chemont_id":"CHEMONTID:0000056","description":"Compounds containing a quinoline moiety which bears a ketone group."},"ancestors":["Azacyclic compounds","Benzenoids","Chemical entities","Heteroaromatic compounds","Hydrocarbon derivatives","Hydroquinolines","Hydroquinolones","Hydroxypyridines","Hydroxyquinolines","Hydroxyquinolones","Organic acids and derivatives","Organic compounds","Organic nitrogen compounds","Organic oxides","Organic oxygen compounds","Organoheterocyclic compounds","Organonitrogen compounds","Organooxygen compounds","Organopnictogen compounds","Pyridines and derivatives","Quinolines and derivatives","Quinolones and derivatives","Vinylogous amides"],"superclass":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000002","name":"Organoheterocyclic compounds","chemont_id":"CHEMONTID:0000002","description":"Compounds containing a ring with least one carbon atom and one non-carbon atom."},"description":"This compound belongs to the class of organic compounds known as hydroxyquinolones. These are compounds containing a quinoline moiety bearing a hydroxyl group and a ketone. Quinoline or benzo[b]pyridine is a bicyclic compound that consists of benzene fused to a pyridine.","substituents":["Hydroxyquinolone","Dihydroquinolone","Hydroxyquinoline","Dihydroquinoline","Hydroxypyridine","Benzenoid","Pyridine","Heteroaromatic compound","Vinylogous amide","Azacycle","Hydrocarbon derivative","Organooxygen compound","Organonitrogen compound","Organic oxide","Organopnictogen compound","Organic oxygen compound","Organic nitrogen compound","Aromatic heteropolycyclic compound"],"direct_parent":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001714","name":"Hydroxyquinolones","chemont_id":"CHEMONTID:0001714","description":"Compounds containing a quinoline moiety bearing a hydroxyl group and a ketone. Quinoline or benzo[b]pyridine is a bicyclic compound that consists of benzene fused to a pyridine."},"intermediate_nodes":[],"alternative_parents":[{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000057","name":"Hydroxyquinolines","chemont_id":"CHEMONTID:0000057","description":"Compounds containing a quinoline moiety bearing a hydroxyl group."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001716","name":"Hydroquinolones","chemont_id":"CHEMONTID:0001716","description":"Compounds containing a hydrogenated quinoline bearing a ketone group."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001715","name":"Hydroquinolines","chemont_id":"CHEMONTID:0001715","description":"Derivatives of  quinoline in which in which at least one double bond in the quinoline moiety are reduced by adding two hydrogen atoms."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0004151","name":"Hydroxypyridines","chemont_id":"CHEMONTID:0004151","description":"Organic compounds containing a pyridine ring substituted at one or more positions by a hydroxyl group."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0002448","name":"Benzenoids","chemont_id":"CHEMONTID:0002448","description":"Aromatic compounds containing one or more benzene rings."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0003890","name":"Vinylogous amides","chemont_id":"CHEMONTID:0003890","description":"Organic compounds containing an amine group, which is indirectly attached to a carbonyl via an intervening vinyl (>C=C<) moiety."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0004144","name":"Heteroaromatic compounds","chemont_id":"CHEMONTID:0004144","description":"Compounds containing an aromatic ring where a carbon atom is linked to an hetero atom."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0004139","name":"Azacyclic compounds","chemont_id":"CHEMONTID:0004139","description":"Organic compounds containing an heterocycle with at least one nitrogen atom and one carbon atom linked to each other."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0004557","name":"Organopnictogen compounds","chemont_id":"CHEMONTID:0004557","description":"Compounds containing a bond between carbon a pnictogen atom. Pnictogens are p-block element atoms that are in the group 15 of the periodic table."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000323","name":"Organooxygen compounds","chemont_id":"CHEMONTID:0000323","description":"Organic compounds containing a bond between a carbon atom and an oxygen atom."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000278","name":"Organonitrogen compounds","chemont_id":"CHEMONTID:0000278","description":"Organic compounds containing a nitrogen atom."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0003940","name":"Organic oxides","chemont_id":"CHEMONTID:0003940","description":"Organic compounds containing an oxide group."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0004150","name":"Hydrocarbon derivatives","chemont_id":"CHEMONTID:0004150","description":"Derivatives of hydrocarbons obtained by substituting one or more carbon atoms by an heteroatom. They contain at least one carbon atom and heteroatom."}],"molecular_framework":"Aromatic heteropolycyclic compounds","external_descriptors":[{"source":"CHEBI","source_id":"CHEBI:29472","annotations":["quinolone"]},{"source":"META CYC","source_id":"CPD-12838","annotations":["a tautomer"]}],"predicted_chebi_terms":["hydroxyquinoline (CHEBI:38774)","quinolines (CHEBI:26513)","hydroxypyridine (CHEBI:24745)","benzenoid aromatic compound (CHEBI:33836)","enone (CHEBI:51689)","enamine (CHEBI:47989)","organic aromatic compound (CHEBI:33659)","organonitrogen heterocyclic compound (CHEBI:38101)","pnictogen molecular entity (CHEBI:33302)","organic molecular entity (CHEBI:50860)","organooxygen compound (CHEBI:36963)","organonitrogen compound (CHEBI:35352)","organic oxide (CHEBI:25701)","organic molecule (CHEBI:72695)","quinolone (CHEBI:23765)","chemical entity (CHEBI:24431)","organic heterocyclic compound (CHEBI:24532)","pyridines (CHEBI:26421)","oxygen molecular entity (CHEBI:25806)","nitrogen molecular entity (CHEBI:51143)"],"classification_version":"2.1","predicted_lipidmaps_terms":[]},"npclassifier":{"isglycoside":false,"class_results":["Acridone alkaloids","Quinoline alkaloids"],"pathway_results":["Alkaloids"],"superclass_results":["Tryptophan alkaloids","Anthranilic acid alkaloids"]}}