mupirocin

Term ID

CHEBI:7025

Synonyms

• 9-({(2E)-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-({(2S,3S)-3-[(2S,3S)-3-hydroxybutan-2-yl]oxiran-2-yl}methyl)tetrahydro-2H-pyran-2-yl]-3-methylbut-2-enoyl}oxy)nonanoic acid
• Bactroban
• Centany
• mupirocin
• mupirocina
• mupirocine
• mupirocinum
• Pseudomonic acid A

Definition

An α,β-unsaturated ester resulting from the formal condensation of the alcoholic hydroxy group of 9-hydroxynonanoic acid with the carboxy group of (2E)-4-[(2S)-tetrahydro-2H-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 {(2S,3S)-3-[(2S,3S)-3-hydroxybutan-2-yl]oxiran-2-yl}methyl group. Originally isolated from the Gram-negative bacterium Pseudomonas fluorescens, it is used as a topical antibiotic for the treatment of Gram-positive bacterial infections.

References

• cas:12650-69-0
• drugbank:DB00410
• drugcentral:1857
• hmdb:HMDB0014554
• kegg.drug:D01076
• patent:DE2227739
• patent:US3977943
• patent:US4071536
• pubmed:22500807
• pubmed:23337107
• pubmed:23535880
• pubmed:23543635
• pubmed:24625190
• pubmed:3101012
• wikipedia.en:Mupirocin

Ontology

ChEBI  ( EBI )

Resources

CTD