promysalin

CHEBI:171658 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

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. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:140324 CHEBI:140324
CHEBI:140326 CHEBI:140326
CHEBI:22702 CHEBI:22702
CHEBI:23763 CHEBI:23763
CHEBI:33308 CHEBI:33308
CHEBI:33853 CHEBI:33853
CHEBI:35681 CHEBI:35681

Chemical structure

Computed structure properties
Molecular formula	C26H38N2O6
Charge	0
Average mass	474.598 Da
Monoisotopic mass	474.27299 Da
Source	ChEBI
InChIKey	HDPPSWUQDQXSJU-UNWVZKJWSA-N

SMILES

CCCCCC[C@H](CCCCC[C@@H](O)C(N)=O)OC(=O)[C@@H]1CC=CN1C(=O)c1ccccc1O

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

Also called

(7R,13R)-14-amino-13-hydroxy-14-oxotetradecan-7-yl (2S)-1-(2-hydroxybenzoyl)-2,3-dihydro-1H-pyrrole-2-carboxylate (EXACT_SYNONYM)— chebi
(−)-promysalin (EXACT_SYNONYM)— chebi

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

CHEBI:33282 CHEBI:33282

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
CHEBI	`CHEBI:171658`	promysalin	`antibioticmech:chebi-7e151acd67`	2026-08-30

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.