{"id":11756,"npaid":"NPA011756","original_name":"(S)-N-dodecanoyl-HSL","mol_formula":"C16H29NO3","mol_weight":"283.4120","exact_mass":"283.2147","inchikey":"WILLZMOKUUPJSL-AWEZNQCLSA-N","smiles":"CCCCCCCCCCCC(=O)N[C@H]1CCOC1=O","cluster_id":1041,"node_id":509,"has_exclusions":false,"synonyms":[],"inchi":"InChI=1S/C16H29NO3/c1-2-3-4-5-6-7-8-9-10-11-15(18)17-14-12-13-20-16(14)19/h14H,2-13H2,1H3,(H,17,18)/t14-/m0/s1","m_plus_h":"284.2220","m_plus_na":"306.2039","origin_reference":{"doi":"10.1021/jf203846f","pmid":22132860,"authors":"Araújo, Francisca Diana da Silva; Esper, Luciana Maria Ramires; Kuaye, Arnaldo Yoshiteru; Sircili, Marcelo Palma; Marsaioli, Anita Jocelyne","title":"N-Acyl-homoserine Lactones from Enterobacter sakazakii (Cronobacter spp.) and Their Degradation by Bacillus cereus Enzymes","journal":"Journal of Agricultural and Food Chemistry","year":2012,"volume":"60","issue":"2","pages":"585-592"},"origin_organism":{"id":2972,"type":"Bacterium","genus":"Enterobacter","species":"sakazakii (Cronobacter spp)","taxon":{"id":90,"name":"Enterobacter","rank":"genus","taxon_db":"lpsn","external_id":"515587","ncbi_id":547,"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":87,"name":"Enterobacterales","rank":"order","taxon_db":"lpsn","external_id":"0","ncbi_id":91347},{"id":88,"name":"Enterobacteriaceae","rank":"family","taxon_db":"lpsn","external_id":"0","ncbi_id":543}]}},"syntheses":[],"reassignments":[],"mol_structures":[{"current_structure":true,"reference_doi":"10.1021/jf203846f","structure_smiles":"CCCCCCCCCCCC(=O)N[C@H]1CCOC1=O","is_reassignment":false,"version":1}],"exclusions":[],"external_ids":[{"external_db_name":"gnps","external_db_code":"CCMSLIB00005463498%N-dodecanoyl-S-homoserine lactone%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012126565%Suspect related to N-Dodecanoyl-DL-homoserine lactone (predicted molecular formula SIRIUS: unknown / BUDDY: unknown) with delta m/z 56.062 (putative explanation: Diethylation, analogous to Dimethylation|Gly->Leu/Ile substitution; 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atomic difference: unspecified)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009966362%Suspect related to N-Dodecanoyl-DL-homoserine lactone (predicted molecular formula: unknown) with delta m/z 56.062 (putative explanation: Diethylation, analogous to Dimethylation|Gly->Leu/Ile substitution; atomic difference: 4C,8H|4C,8H)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009966363%Suspect related to N-Dodecanoyl-DL-homoserine lactone (predicted molecular formula: unknown) with delta m/z 98.147 (putative explanation: 3-methylvaleric acid; atomic difference: unspecified)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005738073%Massbank:RP020503 C12-homoserine lactone|N-Dodecanoyl-DL-homoserine lactone|N-(2-oxooxolan-3-yl)dodecanamide%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005738270%Massbank:RP020501 C12-homoserine lactone|N-Dodecanoyl-DL-homoserine lactone|N-(2-oxooxolan-3-yl)dodecanamide%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005738290%Massbank:RP020502 C12-homoserine lactone|N-Dodecanoyl-DL-homoserine lactone|N-(2-oxooxolan-3-yl)dodecanamide%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012126562%Suspect related to N-Dodecanoyl-DL-homoserine lactone (predicted molecular formula SIRIUS: unknown / BUDDY: unknown) with delta m/z 12.036 (putative explanation: Ser->Val substitution|Thr->Leu/Ile substitution; atomic difference: 2C,4H,-1O|2C,4H,-1O) [183.1]%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012126563%Suspect related to N-Dodecanoyl-DL-homoserine lactone (predicted molecular formula SIRIUS: unknown / BUDDY: unknown) with delta m/z 14.051 (putative explanation: Asn->Lys substitution; atomic difference: 2C,6H,-1O) [183.1]%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012126564%Suspect related to N-Dodecanoyl-DL-homoserine lactone (predicted molecular formula SIRIUS: unknown / BUDDY: unknown) with delta m/z 38.051 (putative explanation: unspecified; atomic difference: unspecified) [183.1]%4"},{"external_db_name":"npmrd","external_db_code":"NP0010497"},{"external_db_name":"cmmc","external_db_code":"https://cmmc-kb.gnps2.org/structurepage/?inchikey=WILLZMOKUUPJSL-AWEZNQCLSA-N"}],"classyfire":{"class":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000265","name":"Carboxylic acids and derivatives","chemont_id":"CHEMONTID:0000265","description":"Compounds containing a carboxylic acid group with the formula -C(=O)OH or a derivative thereof."},"smiles":"CCCCCCCCCCCC(=O)N[C@H]1CCOC1=O","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=WILLZMOKUUPJSL-AWEZNQCLSA-N","subclass":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000013","name":"Amino acids, peptides, and analogues","chemont_id":"CHEMONTID:0000013","description":"Organic compounds containing an amino acid or a peptide backbone, or derivatives thereof."},"ancestors":["Acyl homoserine lactones","Acyl-L-homoserine lactones","Alpha amino acid esters","Alpha amino acids and derivatives","Amino acids and derivatives","Amino acids, peptides, and analogues","Carbonyl compounds","Carboxylic acid amides","Carboxylic acid derivatives","Carboxylic acid esters","Carboxylic acids and derivatives","Chemical entities","Fatty Acyls","Fatty amides","Gamma butyrolactones","Hydrocarbon derivatives","Lactones","Lipids and lipid-like molecules","Monocarboxylic acids and derivatives","N-acyl amines","N-acyl-alpha amino acids and derivatives","Organic acids and derivatives","Organic compounds","Organic nitrogen compounds","Organic oxides","Organic oxygen compounds","Organoheterocyclic compounds","Organonitrogen compounds","Organooxygen compounds","Organopnictogen compounds","Oxacyclic compounds","Oxolanes","Secondary carboxylic acid amides"],"superclass":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000264","name":"Organic acids and derivatives","chemont_id":"CHEMONTID:0000264","description":"Compounds an organic acid or a derivative thereof."},"description":"This compound belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. These are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom.","substituents":["Alpha-amino acid ester","N-acyl-alpha amino acid or derivatives","Acyl-homoserine lactone","Acyl-l-homoserine lactone","Fatty amide","Gamma butyrolactone","N-acyl-amine","Fatty acyl","Oxolane","Secondary carboxylic acid amide","Lactone","Carboxylic acid ester","Carboxamide group","Monocarboxylic acid or derivatives","Organoheterocyclic compound","Oxacycle","Organooxygen compound","Organonitrogen compound","Organic oxide","Organic oxygen compound","Organic nitrogen compound","Hydrocarbon derivative","Carbonyl group","Aliphatic heteromonocyclic compound"],"direct_parent":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001189","name":"N-acyl-alpha amino acids and derivatives","chemont_id":"CHEMONTID:0001189","description":"Compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom."},"intermediate_nodes":[{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000347","name":"Amino acids and derivatives","chemont_id":"CHEMONTID:0000347","description":"Organic compounds containing an amine group, a carboxylic acid group (or a derivative thereof), and a side-chain that is specific to each amino acid."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000060","name":"Alpha amino acids and derivatives","chemont_id":"CHEMONTID:0000060","description":"Amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof."}],"alternative_parents":[{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000394","name":"Alpha amino acid esters","chemont_id":"CHEMONTID:0000394","description":"Ester derivatives of alpha amino acids."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0003450","name":"Acyl-L-homoserine lactones","chemont_id":"CHEMONTID:0003450","description":"L-isomers of N-acyl-homoserine-lactones."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001096","name":"N-acyl amines","chemont_id":"CHEMONTID:0001096","description":"Compounds containing a fatty acid moiety linked to an amine group through an ester linkage."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001245","name":"Gamma butyrolactones","chemont_id":"CHEMONTID:0001245","description":"Compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001967","name":"Oxolanes","chemont_id":"CHEMONTID:0001967","description":"Organic compounds containing an oxolane (tetrahydrofuran) ring, which is a saturated aliphatic five-member ring containing one oxygen and five carbon atoms."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001663","name":"Secondary carboxylic acid amides","chemont_id":"CHEMONTID:0001663","description":"Compounds containing a secondary carboxylic acid amide functional group, with the general structure RC(=O)N(R')H (R,R'=alkyl, aryl)."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001238","name":"Carboxylic acid esters","chemont_id":"CHEMONTID:0001238","description":"Carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group)."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0004140","name":"Oxacyclic compounds","chemont_id":"CHEMONTID:0004140","description":"Organic compounds containing an heterocycle with at least one oxygen atom linked to a ring carbon."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001137","name":"Monocarboxylic acids and derivatives","chemont_id":"CHEMONTID:0001137","description":"Carboxylic acids containing exactly one carboxyl groups."},{"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."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001831","name":"Carbonyl compounds","chemont_id":"CHEMONTID:0001831","description":"Organic compounds containing a carbonyl group, with the general structure RC(=O)R', where R=organyl, R'=H, N, O, organyl group or halide group."}],"molecular_framework":"Aliphatic heteromonocyclic compounds","external_descriptors":[],"predicted_chebi_terms":["alpha-amino acid ester (CHEBI:46874)","N-acyl-L-homoserine lactone (CHEBI:55474)","fatty amide (CHEBI:29348)","gamma-lactone (CHEBI:37581)","oxolanes (CHEBI:26912)","carboxamide (CHEBI:37622)","carboxylic ester (CHEBI:33308)","oxacycle (CHEBI:38104)","monocarboxylic acid (CHEBI:25384)","organonitrogen compound (CHEBI:35352)","organic oxide (CHEBI:25701)","organic molecule (CHEBI:72695)","carbonyl compound (CHEBI:36586)","N-acyl-amino acid (CHEBI:51569)","chemical entity (CHEBI:24431)","organic acid (CHEBI:64709)","carboxylic acid (CHEBI:33575)","organooxygen compound (CHEBI:36963)","lipid (CHEBI:18059)","butan-4-olide (CHEBI:22950)","organic heterocyclic compound (CHEBI:24532)","lactone (CHEBI:25000)","amide (CHEBI:32988)","nitrogen molecular entity (CHEBI:51143)","organic molecular entity (CHEBI:50860)","oxygen molecular entity (CHEBI:25806)","amino acid (CHEBI:33709)","peptide (CHEBI:16670)"],"classification_version":"2.1","predicted_lipidmaps_terms":["Fatty acyl homoserine lactones (FA0803)","N-acyl amines (FA0802)","Fatty Acyls (FA)","Fatty amides (FA08)"]},"npclassifier":{"isglycoside":false,"class_results":["Fatty acyl homoserine lactones"],"pathway_results":["Fatty acids"],"superclass_results":["Fatty amides"]}}