{"id":14740,"npaid":"NPA014740","original_name":"Bonactin","mol_formula":"C21H36O7","mol_weight":"400.5120","exact_mass":"400.2461","inchikey":"JZCRGJSEBZCNAR-UHFFFAOYSA-N","smiles":"CCC(CC1CCC(O1)C(C)C(=O)OC(C)CC2CCC(O2)C(C)C(=O)O)O","cluster_id":1818,"node_id":1472,"has_exclusions":false,"synonyms":[],"inchi":"InChI=1S/C21H36O7/c1-5-15(22)11-17-7-9-19(28-17)14(4)21(25)26-12(2)10-16-6-8-18(27-16)13(3)20(23)24/h12-19,22H,5-11H2,1-4H3,(H,23,24)","m_plus_h":"401.2534","m_plus_na":"423.2353","origin_reference":{"doi":"10.1021/np020594e","pmid":14510621,"authors":"Schumacher, Robert W.; Talmage, Stephanie C.; Miller, Sara A.; Sarris, Katie E.; Davidson, Bradley S.; Goldberg, Arthur","title":"Isolation and structure determination of an antimicrobial ester from a marine sediment-derived bacterium","journal":"Journal of Natural Products","year":2003,"volume":"66","issue":"9","pages":"1291-1293"},"origin_organism":{"id":4856,"type":"Bacterium","genus":"Streptomyces","species":"sp. BD21-2","taxon":{"id":283,"name":"Streptomyces","rank":"genus","taxon_db":"lpsn","external_id":"517119","ncbi_id":1883,"ancestors":[{"id":1,"name":"Bacteria","rank":"domain","taxon_db":"lpsn","external_id":"0","ncbi_id":2},{"id":203,"name":"Actinobacteria","rank":"phylum","taxon_db":"lpsn","external_id":"0","ncbi_id":201174},{"id":204,"name":"Actinobacteria","rank":"class","taxon_db":"lpsn","external_id":"0","ncbi_id":null},{"id":275,"name":"Streptomycetales","rank":"order","taxon_db":"lpsn","external_id":"0","ncbi_id":85011},{"id":276,"name":"Streptomycetaceae","rank":"family","taxon_db":"lpsn","external_id":"0","ncbi_id":2062}]}},"syntheses":[],"reassignments":[],"mol_structures":[{"current_structure":true,"reference_doi":"10.1021/np020594e","structure_smiles":"CCC(CC1CCC(O1)C(C)C(=O)OC(C)CC2CCC(O2)C(C)C(=O)O)O","is_reassignment":false,"version":1}],"exclusions":[],"external_ids":[{"external_db_name":"gnps","external_db_code":"CCMSLIB00012130230%Suspect related to NCGC00180835-03!2-[5-[2-[2-[5-(2-hydroxybutyl)oxolan-2-yl]propanoyloxy]propyl]oxolan-2-yl]propanoic acid [IIN-based: Match] (predicted molecular formula SIRIUS: C15H32N8O5 / BUDDY: C23H36N2O2S) with delta m/z 3.995 (putative explanation: Pro->Thr substitution|tryptophan oxidation to kynurenin|Oxidative cleavage; atomic difference: -1C,1O|-1C,1O|1O,-1C) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004698310%3%bonactin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004686455%3%bonactin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004686456%3%bonactin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004686457%3%bonactin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004686458%3%bonactin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004698303%3%bonactin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004698304%3%bonactin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004698305%3%bonactin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004698306%3%bonactin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004698307%3%bonactin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004698308%3%bonactin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004698311%3%bonactin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004698312%3%bonactin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004698313%3%bonactin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004698314%3%bonactin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004698315%3%bonactin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004698316%3%bonactin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004698317%3%bonactin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000846078%NCGC00180835-03!2-[5-[2-[2-[5-(2-hydroxybutyl)oxolan-2-yl]propanoyloxy]propyl]oxolan-2-yl]propanoic %1!CCMSLIB00000846079%NCGC00180835-03!2-[5-[2-[2-[5-(2-hydroxybutyl)oxolan-2-yl]propanoyloxy]propyl]oxolan-2-yl]propanoic %1!CCMSLIB00000846081%NCGC00180835-03!2-[5-[2-[2-[5-(2-hydroxybutyl)oxolan-2-yl]propanoyloxy]propyl]oxolan-2-yl]propanoic %1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004698309%3%bonactin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005722317%NCGC00180835-03!2-[5-[2-[2-[5-(2-hydroxybutyl)oxolan-2-yl]propanoyloxy]propyl]oxolan-2-yl]propanoic acid [IIN-based on: CCMSLIB00000846078]%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005722318%NCGC00180835-03!2-[5-[2-[2-[5-(2-hydroxybutyl)oxolan-2-yl]propanoyloxy]propyl]oxolan-2-yl]propanoic acid [IIN-based on: CCMSLIB00000846078]%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005722319%NCGC00180835-03!2-[5-[2-[2-[5-(2-hydroxybutyl)oxolan-2-yl]propanoyloxy]propyl]oxolan-2-yl]propanoic acid [IIN-based: Match]%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005722320%NCGC00180835-03!2-[5-[2-[2-[5-(2-hydroxybutyl)oxolan-2-yl]propanoyloxy]propyl]oxolan-2-yl]propanoic acid [IIN-based on: CCMSLIB00000846078]%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005722321%NCGC00180835-03!2-[5-[2-[2-[5-(2-hydroxybutyl)oxolan-2-yl]propanoyloxy]propyl]oxolan-2-yl]propanoic acid [IIN-based on: CCMSLIB00000846078]%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005722322%NCGC00180835-03!2-[5-[2-[2-[5-(2-hydroxybutyl)oxolan-2-yl]propanoyloxy]propyl]oxolan-2-yl]propanoic acid [IIN-based on: CCMSLIB00000846078]%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009970024%Suspect related to NCGC00180835-03!2-[5-[2-[2-[5-(2-hydroxybutyl)oxolan-2-yl]propanoyloxy]propyl]oxolan-2-yl]propanoic acid (predicted molecular formula: unknown) with delta m/z -128.086 (putative explanation: unspecified; atomic difference: unspecified)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009970023%Suspect related to NCGC00180835-03!2-[5-[2-[2-[5-(2-hydroxybutyl)oxolan-2-yl]propanoyloxy]propyl]oxolan-2-yl]propanoic acid (predicted molecular formula: C22H40O8) with delta m/z 32.026 (putative explanation: unspecified; atomic difference: 1C,4H,1O)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009970020%Suspect related to NCGC00180835-03!2-[5-[2-[2-[5-(2-hydroxybutyl)oxolan-2-yl]propanoyloxy]propyl]oxolan-2-yl]propanoic acid (predicted molecular formula: C20H36O8) with delta m/z 3.995 (putative explanation: Pro->Thr substitution|tryptophan oxidation to kynurenin|Oxidative cleavage; atomic difference: -1C,1O|-1C,1O|1O,-1C)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009970021%Suspect related to NCGC00180835-03!2-[5-[2-[2-[5-(2-hydroxybutyl)oxolan-2-yl]propanoyloxy]propyl]oxolan-2-yl]propanoic acid (predicted molecular formula: C22H38O7) with delta m/z 14.016 (putative explanation: Asn->Gln substitution|Asp->Glu substitution|Gly->Ala substitution|Methylation|Ser->Thr substitution|Val->Leu/Ile substitution|chain elongation; atomic difference: 1C,2H|1C,2H|1C,2H|1C,2H|1C,2H|1C,2H|1C,2H)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009970022%Suspect related to NCGC00180835-03!2-[5-[2-[2-[5-(2-hydroxybutyl)oxolan-2-yl]propanoyloxy]propyl]oxolan-2-yl]propanoic acid (predicted molecular formula: C21H39NO7) with delta m/z 17.027 (putative explanation: replacement of proton with ammonium ion; atomic difference: 3H,1N)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009970025%Suspect related to NCGC00180835-03!2-[5-[2-[2-[5-(2-hydroxybutyl)oxolan-2-yl]propanoyloxy]propyl]oxolan-2-yl]propanoic acid (predicted molecular formula: unknown) with delta m/z -17.026 (putative explanation: Isopeptide bond formation with loss of ammonia|Loss of ammonia|Pyro-glu from Q; atomic difference: -3H,-1N|-3H,-1N|-3H,-1N)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009970026%Suspect related to NCGC00180835-03!2-[5-[2-[2-[5-(2-hydroxybutyl)oxolan-2-yl]propanoyloxy]propyl]oxolan-2-yl]propanoic acid (predicted molecular formula: unknown) with delta m/z 110.072 (putative explanation: unspecified; atomic difference: unspecified)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009970027%Suspect related to NCGC00180835-03!2-[5-[2-[2-[5-(2-hydroxybutyl)oxolan-2-yl]propanoyloxy]propyl]oxolan-2-yl]propanoic acid [IIN-based: Match] (predicted molecular formula: C15H32N8O5) with delta m/z 3.995 (putative explanation: Pro->Thr substitution|tryptophan oxidation to kynurenin|Oxidative cleavage; atomic difference: -1C,1O|-1C,1O|1O,-1C)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012130223%Suspect related to NCGC00180835-03!2-[5-[2-[2-[5-(2-hydroxybutyl)oxolan-2-yl]propanoyloxy]propyl]oxolan-2-yl]propanoic acid (predicted molecular formula SIRIUS: C20H36O8 / BUDDY: C20H36O8) with delta m/z 3.995 (putative explanation: Pro->Thr substitution|tryptophan oxidation to kynurenin|Oxidative cleavage; atomic difference: -1C,1O|-1C,1O|1O,-1C) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012130224%Suspect related to NCGC00180835-03!2-[5-[2-[2-[5-(2-hydroxybutyl)oxolan-2-yl]propanoyloxy]propyl]oxolan-2-yl]propanoic acid (predicted molecular formula SIRIUS: C22H38O7 / BUDDY: C22H38O7) with delta m/z 14.016 (putative explanation: Asn->Gln substitution|Asp->Glu substitution|Gly->Ala substitution|Methylation|Ser->Thr substitution|Val->Leu/Ile substitution|chain elongation; atomic difference: 1C,2H|1C,2H|1C,2H|1C,2H|1C,2H|1C,2H|1C,2H) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012130225%Suspect related to NCGC00180835-03!2-[5-[2-[2-[5-(2-hydroxybutyl)oxolan-2-yl]propanoyloxy]propyl]oxolan-2-yl]propanoic acid (predicted molecular formula SIRIUS: C21H39NO7 / BUDDY: C21H39NO7) with delta m/z 17.027 (putative explanation: replacement of proton with ammonium ion; atomic difference: 3H,1N) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012130226%Suspect related to NCGC00180835-03!2-[5-[2-[2-[5-(2-hydroxybutyl)oxolan-2-yl]propanoyloxy]propyl]oxolan-2-yl]propanoic acid (predicted molecular formula SIRIUS: C22H40O8 / BUDDY: C22H40O8) with delta m/z 32.026 (putative explanation: unspecified; atomic difference: 1C,4H,1O) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012130227%Suspect related to NCGC00180835-03!2-[5-[2-[2-[5-(2-hydroxybutyl)oxolan-2-yl]propanoyloxy]propyl]oxolan-2-yl]propanoic acid (predicted molecular formula SIRIUS: unknown / BUDDY: C14H24O5) with delta m/z -128.086 (putative explanation: unspecified; atomic difference: unspecified) [M+NH4]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012130228%Suspect related to NCGC00180835-03!2-[5-[2-[2-[5-(2-hydroxybutyl)oxolan-2-yl]propanoyloxy]propyl]oxolan-2-yl]propanoic acid (predicted molecular formula SIRIUS: unknown / BUDDY: C22H29N3O3) with delta m/z -17.026 (putative explanation: Isopeptide bond formation with loss of ammonia|Loss of ammonia|Pyro-glu from Q; atomic difference: -3H,-1N|-3H,-1N|-3H,-1N) [M+NH4]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012130229%Suspect related to NCGC00180835-03!2-[5-[2-[2-[5-(2-hydroxybutyl)oxolan-2-yl]propanoyloxy]propyl]oxolan-2-yl]propanoic acid (predicted molecular formula SIRIUS: unknown / BUDDY: C28H46O8) with delta m/z 110.072 (putative explanation: unspecified; atomic difference: unspecified) [M+NH4]+%4"},{"external_db_name":"npmrd","external_db_code":"NP0004901"}],"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":"CCC(O)CC1CCC(O1)C(C)C(=O)OC(C)CC1CCC(O1)C(C)C(O)=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=JZCRGJSEBZCNAR-UHFFFAOYSA-N","subclass":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000346","name":"Dicarboxylic acids and derivatives","chemont_id":"CHEMONTID:0000346","description":"Organic compounds containing exactly two carboxylic acid groups."},"ancestors":["Alcohols and polyols","Carbonyl compounds","Carboxylic acid derivatives","Carboxylic acid esters","Carboxylic acids","Carboxylic acids and derivatives","Chemical entities","Dialkyl ethers","Dicarboxylic acids and derivatives","Ethers","Hydrocarbon derivatives","Organic acids and derivatives","Organic compounds","Organic oxides","Organic oxygen compounds","Organoheterocyclic compounds","Organooxygen compounds","Oxacyclic compounds","Oxolanes","Secondary alcohols"],"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 dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups.","substituents":["Dicarboxylic acid or derivatives","Oxolane","Carboxylic acid ester","Secondary alcohol","Carboxylic acid","Dialkyl ether","Ether","Oxacycle","Organoheterocyclic compound","Organic oxide","Carbonyl group","Organooxygen compound","Hydrocarbon derivative","Organic oxygen compound","Alcohol","Aliphatic heteromonocyclic compound"],"direct_parent":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000346","name":"Dicarboxylic acids and derivatives","chemont_id":"CHEMONTID:0000346","description":"Organic compounds containing exactly two carboxylic acid groups."},"intermediate_nodes":[],"alternative_parents":[{"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/C0001661","name":"Secondary alcohols","chemont_id":"CHEMONTID:0001661","description":"Compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (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/C0001167","name":"Dialkyl ethers","chemont_id":"CHEMONTID:0001167","description":"Organic compounds containing the dialkyl ether functional group, with the formula ROR', where R and R' are alkyl groups."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001205","name":"Carboxylic acids","chemont_id":"CHEMONTID:0001205","description":"Compounds containing a carboxylic acid group with the formula -C(=O)OH."},{"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":["oxolanes (CHEBI:26912)","secondary alcohol (CHEBI:35681)","carboxylic ester (CHEBI:33308)","oxacycle (CHEBI:38104)","ether (CHEBI:25698)","carboxylic acid (CHEBI:33575)","organic oxide (CHEBI:25701)","organic molecule (CHEBI:72695)","carbonyl compound (CHEBI:36586)","dicarboxylic acid (CHEBI:35692)","chemical entity (CHEBI:24431)","organic heterocyclic compound (CHEBI:24532)","oxygen molecular entity (CHEBI:25806)","organic molecular entity (CHEBI:50860)","organooxygen compound (CHEBI:36963)","polyol (CHEBI:26191)","organic hydroxy compound (CHEBI:33822)","alcohol (CHEBI:30879)","organic acid (CHEBI:64709)","carboxylic acid anion (CHEBI:29067)"],"classification_version":"2.1","predicted_lipidmaps_terms":["Dicarboxylic acids (FA0117)"]},"npclassifier":{"isglycoside":false,"class_results":["Open-chain polyketides"],"pathway_results":["Polyketides"],"superclass_results":["Linear polyketides"]}}