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 alpha,beta-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
Drug_Central:1857
HMDB:HMDB0014554
KEGG:D01076
PMID:22500807
PMID:23337107
PMID:23535880
PMID:23543635
PMID:24625190
PMID:3101012
Patent:DE2227739
Patent:US3977943
Patent:US4071536
Wikipedia:Mupirocin

Ontology

ChEBI ( EBI )

Resources

CTD

Relationships

is a type of: alpha,beta-unsaturated carboxylic ester epoxide monocarboxylic acid oxanes secondary alcohol ... Show All 6 Terms

alpha,beta-unsaturated carboxylic ester epoxide monocarboxylic acid oxanes secondary alcohol triol Show first 5 Terms
has_role: antibacterial drug bacterial metabolite protein synthesis inhibitor

antibacterial drug bacterial metabolite protein synthesis inhibitor Show first 5 Terms
inverse is_conjugate_base_of: mupirocin(1-)

mupirocin(1-) Show first 5 Terms
is_conjugate_acid_of: mupirocin(1-)

mupirocin(1-) Show first 5 Terms

Phenotype

Phenotype resulting from mupirocin

Phenotype where environments contain mupirocin

Phenotype modified by environments containing mupirocin

Human Disease Model