{"id":67183,"chebi_accession":"CHEBI:67183","name":"pyochelin I","stars":3,"definition":"A pyochelin that has <i>R</i>-stereochemistry at the thioaminal centre; the diastereoisomer with <i>S</i>-stereochemistry at this centre is pyochelin II. <em>Pseudomonas aeruginosa</em> produces a mixture of pyochelin I (major) and pyochelin II (minor) via condensation of salicylic acid and two molecules of cysteine. The enantiomeric compounds, <em>enant</em>-pyochelin I and II, are produced by <em>Pseudomonas fluorescens</em>.","ascii_name":"pyochelin I","names":{"IUPAC NAME":[{"name":"(2<i>R</i>,4<i>R</i>)-2-[(4<i>R</i>)-2-(2-hydroxyphenyl)-4,5-dihydro-1,3-thiazol-4-yl]-3-methyl-1,3-thiazolidine-4-carboxylic acid","status":"C","type":"IUPAC NAME","source":"IUPAC","ascii_name":"(2R,4R)-2-[(4R)-2-(2-hydroxyphenyl)-4,5-dihydro-1,3-thiazol-4-yl]-3-methyl-1,3-thiazolidine-4-carboxylic acid","adapted":false,"language_code":"en"}],"SYNONYM":[{"name":"(4'<i>R</i>,2''<i>R</i>,4''<i>R</i>)-2'-(2-hydroxyphenyl)-3''-methyl-2'',3'',4'',4',5'-hexahydro-[2,4']-bisthiazolyl-4''-carboxylic acid","status":"C","type":"SYNONYM","source":"ChEBI","ascii_name":"(4'R,2''R,4''R)-2'-(2-hydroxyphenyl)-3''-methyl-2'',3'',4'',4',5'-hexahydro-[2,4']-bisthiazolyl-4''-carboxylic acid","adapted":false,"language_code":"en"}]},"chemical_data":{"formula":"C14H16N2O3S2","charge":0,"mass":"324.427","monoisotopic_mass":"324.06023"},"modified_on":"2012-08-21T15:23:48Z","secondary_ids":[],"default_structure":{"id":2797217,"smiles":"[H][C@]1([C@@]2([H])SC[C@@H](C(=O)O)N2C)CSC(c2ccccc2O)=N1","standard_inchi":"InChI=1S/C14H16N2O3S2/c1-16-10(14(18)19)7-21-13(16)9-6-20-12(15-9)8-4-2-3-5-11(8)17/h2-5,9-10,13,17H,6-7H2,1H3,(H,18,19)/t9-,10+,13-/m1/s1","standard_inchi_key":"NYBZAGXTZXPYND-GBIKHYSHSA-N","wurcs":null,"is_r_group":false},"compound_origins":[],"created_by":["Gareth Owen"],"ontology_relations":{"incoming_relations":[],"outgoing_relations":[{"init_id":67183,"init_name":"pyochelin I","relation_type":"is a","final_id":29669,"final_name":"pyochelin"}]},"database_accessions":{"CITATION":[{"id":811234,"accession_number":"12040125","type":"CITATION","source_name":"PubMed","url":"http://europepmc.org/abstract/MED/12040125","prefix":"pubmed"},{"id":811231,"accession_number":"15259361","type":"CITATION","source_name":"PubMed","url":"http://europepmc.org/abstract/MED/15259361","prefix":"pubmed"}],"REGISTRY_NUMBER":[{"id":811229,"accession_number":"7255526","type":"REGISTRY_NUMBER","source_name":"Reaxys","url":null,"prefix":"reaxys"}],"MANUAL_X_REF":[{"id":811230,"accession_number":"CPD-9992","type":"MANUAL_X_REF","source_name":"MetaCyc","url":"https://bioregistry.io/metacyc.compound:CPD-9992","prefix":"metacyc.compound"}]},"roles_classification":[{"application":false,"chemical_role":false,"chebi_accession":"CHEBI:25212","name":"metabolite","definition":"Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.","id":25212,"biological_role":true},{"application":false,"chemical_role":true,"chebi_accession":"CHEBI:26672","name":"siderophore","definition":"Any of low-molecular-mass iron(III)-chelating compounds produced by microorganisms for the purpose of the transport and sequestration of iron.","id":26672,"biological_role":true},{"application":false,"chemical_role":true,"chebi_accession":"CHEBI:39141","name":"Bronsted acid","definition":"A molecular entity capable of donating a hydron to an acceptor (Brønsted base).","id":39141,"biological_role":false},{"application":false,"chemical_role":true,"chebi_accession":"CHEBI:39141","name":"Bronsted acid","definition":"A molecular entity capable of donating a hydron to an acceptor (Brønsted base).","id":39141,"biological_role":false}],"is_released":true}