has role mupirocin(1-) monocarboxylic acid triol epoxide secondary alcohol antibacterial drug oxanes protein synthesis inhibitor alpha,beta-unsaturated carboxylic ester mupirocin chebi_ontology An α,β-unsaturated ester resulting from the formal condensation of the alcoholic hydroxy group of 9-hydroxynonanoic acid with the carboxy group of (2<i>E</i>)-4-[(2<i>S</i>)-tetrahydro-2<em>H</em>-pyran-2-yl]-3-methylbut-2-enoic acid in which the tetrahydropyranyl ring is substituted at positions 3 and 4 by hydroxy groups and at position 5 by a {(2<i>S</i>,3<i>S</i>)-3-[(2<i>S</i>,3<i>S</i>)-3-hydroxybutan-2-yl]oxiran-2-yl}methyl group. Originally isolated from the Gram-negative bacterium <em>Pseudomonas fluorescens</em>, it is used as a topical antibiotic for the treatment of Gram-positive bacterial infections. CHEBI:7025 Pseudomonic acid A CHEBI:44038 bacterial metabolite