{"id":9094,"npaid":"NPA009094","original_name":"Thaxtomin A","mol_formula":"C22H22N4O6","mol_weight":"438.4400","exact_mass":"438.1539","inchikey":"QRDNJYNIEGRRKV-PGRDOPGGSA-N","smiles":"CN1[C@H](C(=O)N([C@](C1=O)(CC2=CC(=CC=C2)O)O)C)CC3=CNC4=C3C(=CC=C4)[N+](=O)[O-]","cluster_id":994,"node_id":856,"has_exclusions":false,"synonyms":[],"inchi":"InChI=1S/C22H22N4O6/c1-24-18(10-14-12-23-16-7-4-8-17(19(14)16)26(31)32)20(28)25(2)22(30,21(24)29)11-13-5-3-6-15(27)9-13/h3-9,12,18,23,27,30H,10-11H2,1-2H3/t18-,22+/m0/s1","m_plus_h":"439.1612","m_plus_na":"461.1431","origin_reference":{"doi":"10.1039/c39890000849","pmid":null,"authors":"King, Russell R; Lawrence, C Harold; Clark, Merv C; Calhoun, Larry A","title":"Isolation and characterization of phytotoxins associated with Streptomyces scabies","journal":"Journal of the Chemical Society, Chemical Communications","year":1989,"volume":null,"issue":"13","pages":"849-850"},"origin_organism":{"id":1118,"type":"Bacterium","genus":"Streptomyces","species":"scabies","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":["10.1021/ol4026556"],"reassignments":[],"mol_structures":[{"current_structure":true,"reference_doi":"10.1039/c39890000849","structure_smiles":"CN1[C@H](C(=O)N([C@](C1=O)(CC2=CC(=CC=C2)O)O)C)CC3=CNC4=C3C(=CC=C4)[N+](=O)[O-]","is_reassignment":false,"version":1}],"exclusions":[],"external_ids":[{"external_db_name":"mibig","external_db_code":"BGC0000444"},{"external_db_name":"mibig","external_db_code":"BGC0002089"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005723291%Thaxtomin A%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005723295%Thaxtomin  A%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005723298%Thaxtomin A%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005723300%Thaxtomin  A%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005724024%Thaxtomin  A%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005724269%Thaxtomin  A%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005724274%Thaxtomin A%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005724275%Thaxtomin A%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005724284%Thaxtomin A%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00010001782%Suspect related to Thaxtomin A (predicted molecular formula: unknown) with delta m/z -35.977 (putative explanation: unspecified; atomic difference: unspecified)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00010001783%Suspect related to Thaxtomin A (predicted molecular formula: unknown) 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":"CCMSLIB00010001784%Suspect related to Thaxtomin A (predicted molecular formula: unknown) with delta m/z 10.021 (putative explanation: Ser->Pro substitution; atomic difference: 2C,2H,-1O)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00010001785%Suspect related to Thaxtomin A (predicted molecular formula: C22H20N4O5) with delta m/z -18.011 (putative explanation: Dehydration|Pyro-glu from E|carbodiimide crosslinker; atomic difference: -2H,-1O|-2H,-1O|-2H,-1O)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00010001786%Suspect related to Thaxtomin A (predicted molecular formula: C22H22N4O5) 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":"CCMSLIB00010001787%Suspect related to Thaxtomin A (predicted molecular formula: C22H22N4O5) 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":"CCMSLIB00010001788%Suspect related to Thaxtomin A (predicted molecular formula: C22H22N4O5) 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":"CCMSLIB00012161985%Suspect related to Thaxtomin A (predicted molecular formula SIRIUS: unknown / BUDDY: C17H22N8O4) with delta m/z -35.977 (putative explanation: unspecified; atomic difference: unspecified) [M+Cl]-%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012161986%Suspect related to Thaxtomin A (predicted molecular formula SIRIUS: unknown / BUDDY: C22H22N4O5) with delta m/z -15.995 (putative explanation: Ser->Ala substitution|Tyr->Phe substitution|reduction; atomic difference: -1O|-1O|-1O) [M+Cl]-%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012161987%Suspect related to Thaxtomin A (predicted molecular formula SIRIUS: unknown / BUDDY: C26H28N2O3S) with delta m/z 10.021 (putative explanation: Ser->Pro substitution; atomic difference: 2C,2H,-1O) [M+Cl]-%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012161988%Suspect related to Thaxtomin A (predicted molecular formula SIRIUS: C22H20N4O5 / BUDDY: C22H20N4O5) with delta m/z -18.011 (putative explanation: Dehydration|Pyro-glu from E|carbodiimide crosslinker; atomic difference: -2H,-1O|-2H,-1O|-2H,-1O) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012161989%Suspect related to Thaxtomin A (predicted molecular formula SIRIUS: C22H22N4O5 / BUDDY: C22H22N4O5) 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":"CCMSLIB00012161990%Suspect related to Thaxtomin A (predicted molecular formula SIRIUS: C22H22N4O5 / BUDDY: C21H26O9) with delta m/z -15.995 (putative explanation: Ser->Ala substitution|Tyr->Phe substitution|reduction; atomic difference: -1O|-1O|-1O) [M+Na]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012161991%Suspect related to Thaxtomin A (predicted molecular formula SIRIUS: C22H22N4O5 / BUDDY: C22H22N4O5) 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":"CCMSLIB00005723290%Thaxtomin A%3"},{"external_db_name":"npmrd","external_db_code":"NP0254302"}],"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":"CN1[C@@H](CC2=CNC3=C2C(=CC=C3)[N+]([O-])=O)C(=O)N(C)[C@@](O)(CC2=CC(O)=CC=C2)C1=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=QRDNJYNIEGRRKV-PGRDOPGGSA-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":["1-hydroxy-2-unsubstituted benzenoids","1-hydroxy-4-unsubstituted benzenoids","2,5-dioxopiperazines","3-alkylindoles","Alkanolamines","Allyl-type 1,3-dipolar organic compounds","Alpha amino acids and derivatives","Amines","Amino acids and derivatives","Amino acids, peptides, and analogues","Azacyclic compounds","Benzene and substituted derivatives","Benzenoids","C-nitro compounds","Carbonyl compounds","Carboxylic acid amides","Carboxylic acid derivatives","Carboxylic acids and derivatives","Chemical entities","Diazinanes","Dioxopiperazines","Heteroaromatic compounds","Hydrocarbon derivatives","Indoles","Indoles and derivatives","Lactams","N-alkylpiperazines","N-methylpiperazines","Nitroaromatic compounds","Organic 1,3-dipolar compounds","Organic acids and derivatives","Organic compounds","Organic nitro compounds","Organic nitrogen compounds","Organic oxides","Organic oxoazanium compounds","Organic oxygen compounds","Organic zwitterions","Organoheterocyclic compounds","Organonitrogen compounds","Organooxygen compounds","Organopnictogen compounds","Phenols","Piperazines","Propargyl-type 1,3-dipolar organic compounds","Pyrroles","Substituted pyrroles","Tertiary 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 alpha amino acids and derivatives. 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They contain at least one carbon atom and heteroatom."}],"molecular_framework":"Aromatic heteropolycyclic compounds","external_descriptors":[],"predicted_chebi_terms":["indoles (CHEBI:24828)","piperazinone (CHEBI:46846)","aromatic compound (CHEBI:33655)","phenols (CHEBI:33853)","N-methylpiperazine (CHEBI:46920)","pyrroles (CHEBI:26455)","benzenes (CHEBI:22712)","carboxamide (CHEBI:37622)","organic aromatic compound (CHEBI:33659)","lactam (CHEBI:24995)","dipolar compound (CHEBI:51151)","nitrogen molecular entity (CHEBI:51143)","organooxygen compound (CHEBI:36963)","amino alcohol (CHEBI:22478)","organonitrogen heterocyclic compound (CHEBI:38101)","zwitterion (CHEBI:27369)","organic molecular entity (CHEBI:50860)","pnictogen molecular entity (CHEBI:33302)","organic oxide (CHEBI:25701)","carbonyl compound (CHEBI:36586)","organic molecule (CHEBI:72695)","organonitrogen compound (CHEBI:35352)","chemical entity (CHEBI:24431)","organic heterocyclic compound (CHEBI:24532)","piperazines (CHEBI:26144)","nitro compound (CHEBI:35715)","benzenoid aromatic compound (CHEBI:33836)","N-alkylpiperazine (CHEBI:46845)","amide (CHEBI:32988)","oxygen molecular entity (CHEBI:25806)","amine (CHEBI:32952)","amino acid (CHEBI:33709)","peptide (CHEBI:16670)"],"classification_version":"2.1","predicted_lipidmaps_terms":[]},"npclassifier":{"isglycoside":false,"class_results":["Other indole diketopiperazine alkaloids"],"pathway_results":["Alkaloids","Amino acids and Peptides"],"superclass_results":["Peptide alkaloids"]}}