CHEBI:171658 - promysalin

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ChEBI Name promysalin
ChEBI ID CHEBI:171658
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Martin Larralde
Supplier Information
Download Molfile XML SDF
Formula C26H38N2O6
Net Charge 0
Average Mass 474.598
Monoisotopic Mass 474.27299
InChI InChI=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
InChIKey HDPPSWUQDQXSJU-UNWVZKJWSA-N
SMILES CCCCCC[C@H](CCCCC[C@@H](O)C(N)=O)OC(=O)[C@@H]1CC=CN1C(=O)C1=CC=CC=C1O
Metabolite of Species Details
Pseudomonas putida (NCBI:txid303) of strain RW10S1 See: PubMed
Roles Classification
Biological Role(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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
(−)-promysalin ChEBI
Citations Waiting for Citations Types Sources
22035801 PubMed citation SUBMITTER
26024439 PubMed citation Europe PMC
26860469 PubMed citation Europe PMC
27096543 PubMed citation Europe PMC
28821717 PubMed citation Europe PMC
29300464 PubMed citation Europe PMC
29801413 PubMed citation Europe PMC
32286041 PubMed citation SUBMITTER
32347922 PubMed citation Europe PMC
32608431 PubMed citation Europe PMC
Last Modified
28 April 2021