loading...| Preferred Name |
mupirocin |
|
| 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}oxan-2-yl]-3-methylbut-2-enoyl]oxy}nonanoic acid C26H44O9 |
|
| ID |
http://purl.obolibrary.org/obo/dinto_DB00410 |
|
| AHFScode |
84:04.04 |
|
| ATCCode |
D06AX09 R01AX06 |
|
| CASRN |
12650-69-0 |
|
| DBBrand |
bactoderm bactroban centany bactroban nasal turixin |
|
| DBSynonym |
mupirocine mrc pseudomonic acid |
|
| Definition |
Mupirocin (pseudomonic acid A, or Bactroban or Centany) is an antibiotic originally isolated from Pseudomonas fluorescens. It is used topically, and is primarily effective against Gram-positive bacteria. Mupirocin is bacteriostatic at low concentrations and bactericidal at high concentrations. Mupirocin has a unique mechanism of action, which is selective binding to bacterial isoleucyl-tRNA synthetase, which halts the incorporation of isoleucine into bacterial proteins. Because this mechanism of action is not shared with any other antibiotic, mupirocin has few problems of antibiotic cross-resistance. |
|
| has effect |
http://purl.obolibrary.org/obo/OAE_0000373 http://purl.obolibrary.org/obo/OAE_0000600 http://purl.obolibrary.org/obo/OAE_0000086 http://purl.obolibrary.org/obo/OAE_0000645 http://purl.obolibrary.org/obo/OAE_0000584 http://purl.obolibrary.org/obo/OAE_0000894 http://purl.obolibrary.org/obo/OAE_0000866 |
|
| has pharmacological target | ||
| InChI |
InChI=1S/C26H44O9/c1-16(13-23(30)33-11-9-7-5-4-6-8-10-22(28)29)12-20-25(32)24(31)19(15-34-20)14-21-26(35-21)17(2)18(3)27/h13,17-21,24-27,31-32H,4-12,14-15H2,1-3H3,(H,28,29)/b16-13+/t17-,18-,19-,20-,21-,24+,25-,26-/m0/s1 |
|
| InChIKey |
InChIKey=MINDHVHHQZYEEK-HBBNESRFSA-N |
|
| inhibits | ||
| label |
mupirocin |
|
| prefixIRI |
obo2:dinto_DB00410 |
|
| prefLabel |
mupirocin |
|
| SMILES |
C[C@H](O)[C@H](C)[C@@H]1O[C@H]1C[C@H]1CO[C@@H](C\C(C)=C\C(=O)OCCCCCCCCC(O)=O)[C@H](O)[C@@H]1O |
|
| Synonym |
9-{[(2E)-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-{[(2S,3S)-3-[(2S,3S)-3-hydroxybutan-2-yl]oxiran-2-yl]methyl}oxan-2-yl]-3-methylbut-2-enoyl]oxy}nonanoic acid C26H44O9 |
|
| xref |
PubChem Compound:446596 Drugs Product Database (DPD):2239757 National Drug Code Directory:0062-1610-01 PDB:MRC PubChem Substance:46505594 ChemSpider:393914 Wikipedia:http://en.wikipedia.org/wiki/Mupirocin RxList:http://www.rxlist.com/cgi/generic/mupi.htm PharmGKB:PA164764568 |
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| subClassOf |