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CHEBI:171658 - promysalin

ChEBI IDCHEBI:171658
ChEBI Namepromysalin
Stars
DefinitionA carboxylic ester resulting from the formal condensation of the carboxy group of (2S)-1-(2-hydroxybenzoyl)-2,3-dihydro-1H-pyrrole-2-carboxylic acid with the hydroxy group of (2R,8R)-2,8-dihydroxytetradecanamide. It is a metabolite isolated from Pseudomonas putida, , which resides in the rhizosphere of rice plants. The compound selectively inhibits the growth of Pseudomonas aeruginosa at low-micromolar concentrations.
Last Modified28 April 2021
SubmitterMartin Larralde
DownloadsMolfile
FormulaC26H38N2O6
Net Charge0
Average Mass474.598
Monoisotopic Mass474.27299
SMILESCCCCCC[C@H](CCCCC[C@@H](O)C(N)=O)OC(=O)[C@@H]1CC=CN1C(=O)c1ccccc1O
InChIInChI=1S/C26H38N2O6/c1-2-3-4-6-12-19(13-7-5-8-17-23(30)24(27)31)34-26(33)21-15-11-18-28(21)25(32)20-14-9-10-16-22(20)29/h9-11,14,16,18-19,21,23,29-30H,2-8,12-13,15,17H2,1H3,(H2,27,31)/t19-,21+,23-/m1/s1
InChIKeyHDPPSWUQDQXSJU-UNWVZKJWSA-N
Species of MetaboliteComponentSourceComments
Pseudomonas putida (ncbitaxon:303) - PubMed (22035801) Strain: RW10S1
Roles Classification
Biological Roles:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
ChEBI Ontology
Outgoing Relation(s)
promysalin (CHEBI:171658) has functional parent salicylic acid (CHEBI:16914)
promysalin (CHEBI:171658) has role antibacterial agent (CHEBI:33282)
promysalin (CHEBI:171658) has role bacterial metabolite (CHEBI:76969)
promysalin (CHEBI:171658) is a benzamides (CHEBI:22702)
promysalin (CHEBI:171658) is a carboxylic ester (CHEBI:33308)
promysalin (CHEBI:171658) is a phenols (CHEBI:33853)
promysalin (CHEBI:171658) is a primary carboxamide (CHEBI:140324)
promysalin (CHEBI:171658) is a pyrroline (CHEBI:23763)
promysalin (CHEBI:171658) is a secondary alcohol (CHEBI:35681)
promysalin (CHEBI:171658) is a tertiary carboxamide (CHEBI:140326)
IUPAC Name 
(7R,13R)-14-amino-13-hydroxy-14-oxotetradecan-7-yl (2S)-1-(2-hydroxybenzoyl)-2,3-dihydro-1H-pyrrole-2-carboxylate
Synonym  Source
(−)-promysalinChEBI
Citations