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CHEBI:196587 - pseudomonine

ChEBI IDCHEBI:196587
ChEBI Namepseudomonine
Stars
DefinitionA secondary carboxamide resulting from the formal condensation of the of the carboxy group of 2-hydroxybenzoic acid with the primary amino group of (4S,5S)-4-amino-2-[2-(1H-imidazol-4-yl)ethyl]-5-methyl-1,2-oxazolidin-3-one. It is a siderophore isolated from Pseudomonas fluorescens AH2.
Last Modified1 September 2023
SubmitterMetaboLights
DownloadsMolfile
FormulaC16H18N4O4
Net Charge0
Average Mass330.344
Monoisotopic Mass330.13281
SMILESC[C@@H]1ON(CCc2cncn2)C(=O)[C@H]1NC(=O)c1ccccc1O
InChIInChI=1S/C16H18N4O4/c1-10-14(19-15(22)12-4-2-3-5-13(12)21)16(23)20(24-10)7-6-11-8-17-9-18-11/h2-5,8-10,14,21H,6-7H2,1H3,(H,17,18)(H,19,22)/t10-,14-/m0/s1
InChIKeyXYEWTJQWOJBDBL-HZMBPMFUSA-N
Species of MetaboliteComponentSourceComments
Pseudomonas sp. WCS374 (ncbitaxon:1495331) - PubMed (11222588)
Pseudomonas sp. (ncbitaxon:306) - PubMed (34621401) Strain: UIAU-6B
Pseudomonas sp. AH2 (ncbitaxon:181555) - DOI (10.1021/np50125a026)
Roles Classification
Chemical Role:
siderophore  Any of low-molecular-mass iron(III)-chelating compounds produced by microorganisms for the purpose of the transport and sequestration of iron.
Biological Roles:
siderophore  Any of low-molecular-mass iron(III)-chelating compounds produced by microorganisms for the purpose of the transport and sequestration of iron.
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
ChEBI Ontology
Outgoing Relation(s)
pseudomonine (CHEBI:196587) has role bacterial metabolite (CHEBI:76969)
pseudomonine (CHEBI:196587) has role siderophore (CHEBI:26672)
pseudomonine (CHEBI:196587) is a benzamides (CHEBI:22702)
pseudomonine (CHEBI:196587) is a imidazoles (CHEBI:24780)
pseudomonine (CHEBI:196587) is a isoxazolidinone (CHEBI:55375)
pseudomonine (CHEBI:196587) is a phenols (CHEBI:33853)
pseudomonine (CHEBI:196587) is a secondary carboxamide (CHEBI:140325)
IUPAC Name 
2-hydroxy-N-{(4S,5S)-2-[2-(1H-imidazol-4-yl)ethyl]-5-methyl-3-oxo-1,2-oxazolidin-4-yl}benzamide
Synonym  Source
2-hydroxy-N-[(4S,5S)-2-[2-(1H-imidazol-4-yl)ethyl]-5-methyl-3-oxo-4-isoxazolidinyl]benzamideChEBI
UniProt Name  Source
pseudomonineUniProt
Manual XrefsDatabases
103882596ChemSpider
HMDB0041438HMDB
C00057144KNApSAcK
FDB021389FooDB
CPD-20999MetaCyc
Registry NumbersSources
CAS:172923-94-3KNApSAcK
Citations