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Mikami Y; Fukushima K; Utsumi T; Yazawa K","title":"A new antibiotic, leucinostatin, derived from Penicillium lilacinum","journal":"Journal of Antibiotics","year":1973,"volume":"26","issue":"3","pages":"157-61"},"origin_organism":{"id":5612,"type":"Fungus","genus":"Penicillium","species":"lilacinum","taxon":{"id":1239,"name":"Penicillium","rank":"genus","taxon_db":"mycobank","external_id":"9257","ncbi_id":5073,"ancestors":[{"id":599,"name":"Eukarya","rank":"domain","taxon_db":"mycobank","external_id":"0","ncbi_id":2759},{"id":600,"name":"Fungi","rank":"kingdom","taxon_db":"mycobank","external_id":"90157","ncbi_id":4751},{"id":617,"name":"Ascomycota","rank":"phylum","taxon_db":"mycobank","external_id":"90031","ncbi_id":4890},{"id":1212,"name":"Eurotiomycetes","rank":"class","taxon_db":"mycobank","external_id":"501483","ncbi_id":147545},{"id":1235,"name":"Eurotiales","rank":"order","taxon_db":"mycobank","external_id":"90472","ncbi_id":5042},{"id":1236,"name":"Aspergillaceae","rank":"family","taxon_db":"mycobank","external_id":"80489","ncbi_id":1131492}]}},"syntheses":[],"reassignments":[{"reference_doi":"10.1002/chem.201703239","structure_smiles":"CCC(=O)C[C@H](O)C[C@@H](C)C[C@H](NC(=O)[C@@H]1C[C@H](C)CN1C(=O)/C=C/[C@@H](C)CC)C(=O)N[C@H](C(=O)NC(C)(C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)NC(C)(C)C(=O)NC(C)(C)C(=O)NCCC(=O)N[C@@H](C)CN(C)C)[C@H](O)C(C)C"}],"mol_structures":[{"current_structure":false,"reference_doi":"10.7164/antibiotics.26.157","structure_smiles":"CC[C@@H](C)/C=C/C(=O)N1C[C@H](C[C@H]1C(=O)N[C@@H](C[C@H](C)CC(CC(=O)CC)O)C(=O)N[C@@H]([C@@H](C(C)C)O)C(=O)NC(C)(C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)NC(C)(C)C(=O)NC(C)(C)C(=O)NCCC(=O)N[C@@H](C)CN(C)C)C","is_reassignment":false,"version":1},{"current_structure":true,"reference_doi":"10.1002/chem.201703239","structure_smiles":"CCC(=O)C[C@H](O)C[C@@H](C)C[C@H](NC(=O)[C@@H]1C[C@H](C)CN1C(=O)/C=C/[C@@H](C)CC)C(=O)N[C@H](C(=O)NC(C)(C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)NC(C)(C)C(=O)NC(C)(C)C(=O)NCCC(=O)N[C@@H](C)CN(C)C)[C@H](O)C(C)C","is_reassignment":true,"version":2}],"exclusions":[],"external_ids":[{"external_db_name":"gnps","external_db_code":"CCMSLIB00012119934%Suspect related to Massbank:MSJ00170 Leucinostatin A (predicted molecular formula SIRIUS: C63H111N11O14 / BUDDY: C63H111N11O14) with delta m/z 27.995 (putative explanation: Formylation|Ser->Asp substitution|Thr->Glu substitution; atomic difference: 1C,1O|1C,1O|1C,1O) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005435719%3%Leucinostatin&A&M+H"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000577505%Leucinostatin_A;_CC-1014;_ICI_13959;_M_1_25699_dereplictor_pv_1.45522e-41%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005435705%3%Leucinostatin&A&reference&standard"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009959724%Suspect related to Massbank:MSJ00170 Leucinostatin A (predicted molecular formula: C40H91N31O7) with delta m/z -100.052 (putative explanation: unspecified; atomic difference: unspecified)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009959725%Suspect related to Massbank:MSJ00170 Leucinostatin A (predicted molecular formula: C62H109N11O12) 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":"CCMSLIB00009959726%Suspect related to Massbank:MSJ00170 Leucinostatin A (predicted molecular formula: C49H103N25O10) 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":"CCMSLIB00009959727%Suspect related to Massbank:MSJ00170 Leucinostatin A (predicted molecular formula: C55H105N21O9) with delta m/z -14.007 (putative explanation: unspecified; atomic difference: unspecified)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009959728%Suspect related to Massbank:MSJ00170 Leucinostatin A (predicted molecular formula: C58H113N11O15) with delta m/z -13.981 (putative explanation: Asp->Thr substitution; atomic difference: 2H,-1O)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009959729%Suspect related to Massbank:MSJ00170 Leucinostatin A (predicted molecular formula: C61H114N12O13) with delta m/z 5.029 (putative explanation: Label:2H(4)13C(1); atomic difference: -1C,-4H,1C[13],4H[2])%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009959730%Suspect related to Massbank:MSJ00170 Leucinostatin A (predicted molecular formula: C69H107N11O9) 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":"CCMSLIB00009959731%Suspect related to Massbank:MSJ00170 Leucinostatin A (predicted molecular formula: C63H111N11O14) with delta m/z 27.995 (putative explanation: Formylation|Ser->Asp substitution|Thr->Glu substitution; atomic difference: 1C,1O|1C,1O|1C,1O)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005777274%Massbank:MSJ00172 Leucinostatin A%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005777307%Massbank:MSJ00170 Leucinostatin A%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005777309%Massbank:MSJ00171 Leucinostatin A%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012119927%Suspect related to Massbank:MSJ00170 Leucinostatin A (predicted molecular formula SIRIUS: C40H91N31O7 / BUDDY: C56H107N7O15) with delta m/z -100.052 (putative explanation: unspecified; atomic difference: unspecified) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012119928%Suspect related to Massbank:MSJ00170 Leucinostatin A (predicted molecular formula SIRIUS: C62H109N11O12 / BUDDY: C72H113NO13) 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":"CCMSLIB00012119929%Suspect related to Massbank:MSJ00170 Leucinostatin A (predicted molecular formula SIRIUS: C49H103N25O10 / BUDDY: C62H111N11O12) 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":"CCMSLIB00012119930%Suspect related to Massbank:MSJ00170 Leucinostatin A (predicted molecular formula SIRIUS: C55H105N21O9 / BUDDY: C63H117N3O18) with delta m/z -14.007 (putative explanation: unspecified; atomic difference: unspecified) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012119931%Suspect related to Massbank:MSJ00170 Leucinostatin A (predicted molecular formula SIRIUS: C58H113N11O15 / BUDDY: C74H113N3O10) with delta m/z -13.981 (putative explanation: Asp->Thr substitution; atomic difference: 2H,-1O) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012119932%Suspect related to Massbank:MSJ00170 Leucinostatin A (predicted molecular formula SIRIUS: C61H114N12O13 / BUDDY: C78H114N2O9) with delta m/z 5.029 (putative explanation: Label:2H(4)13C(1); 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They contain at least one carbon atom and heteroatom."}],"molecular_framework":"Aliphatic heteromonocyclic compounds","external_descriptors":[],"predicted_chebi_terms":["leucine derivative (CHEBI:47003)","proline derivative (CHEBI:26273)","N-acyl-amino acid (CHEBI:51569)","amino acid amide (CHEBI:22475)","organonitrogen compound (CHEBI:35352)","organooxygen compound (CHEBI:36963)","pyrrolidinecarboxamide (CHEBI:46770)","N-acylpyrrolidine (CHEBI:46766)","fatty amide (CHEBI:29348)","beta-hydroxy ketone (CHEBI:55380)","carboxamide (CHEBI:37622)","tertiary amino compound (CHEBI:50996)","secondary alcohol (CHEBI:35681)","organonitrogen heterocyclic compound (CHEBI:38101)","pnictogen molecular entity (CHEBI:33302)","organic molecular entity (CHEBI:50860)","organic oxide (CHEBI:25701)","organic molecule (CHEBI:72695)","peptide (CHEBI:16670)","chemical entity (CHEBI:24431)","amino acid (CHEBI:33709)","organic heterocyclic compound (CHEBI:24532)","pyrrolidines (CHEBI:38260)","carbonyl compound (CHEBI:36586)","lipid (CHEBI:18059)","oxygen molecular entity (CHEBI:25806)","ketone (CHEBI:17087)","amide (CHEBI:32988)","nitrogen molecular entity (CHEBI:51143)","amine (CHEBI:32952)","tertiary amine (CHEBI:32876)","polyol (CHEBI:26191)","organic hydroxy compound (CHEBI:33822)","alcohol (CHEBI:30879)","peptidomimetic (CHEBI:63175)"],"classification_version":"2.1","predicted_lipidmaps_terms":["N-acyl amines (FA0802)","Fatty Acyls (FA)","Fatty amides (FA08)"]},"npclassifier":{"isglycoside":false,"class_results":["Linear peptides"],"pathway_results":["Amino acids and Peptides"],"superclass_results":["Oligopeptides"]}}