1. Acetic Acid, 2-(((3-exo)-8-methyl-8-azabicyclo(3.2.1)oct-3-yl)thio)-, (3as,4r,5s,6s,8r,9r,9ar,10r)-6-ethenyldecahydro-5-hydroxy-4,6,9,10-tetramethyl-1-oxo-3a,9-propano-3ah-cyclopentacycloocten-8-yl Ester
2. Altabax
3. Altargo
4. Sb 275833
5. Sb-275833
6. Sb275833
1. 224452-66-8
2. Altabax
3. Altargo
4. Sb-275833
5. Sb 275833
6. Sb275833
7. Rebapamulin
8. 4mg6o8991r
9. Nsc-759885
10. [(1s,2r,3s,4s,6r,7r,8r,14r)-4-ethenyl-3-hydroxy-2,4,7,14-tetramethyl-9-oxo-6-tricyclo[5.4.3.01,8]tetradecanyl] 2-[[(1r,5s)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl]sulfanyl]acetate
11. (3as,4r,5s,6s,8r,9r,9ar,10r)-5-hydroxy-4,6,9,10-tetramethyl-1-oxo-6-vinyldecahydro-3a,9-propanocyclopenta[8]annulen-8-yl {[(3-exo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl]thio}acetate
12. (3as,4r,5s,6s,8r,9r,9ar,10r)-6-ethenyl-5-hydroxy-4,6,9,10-tetramethyl-1-oxodecahydro-3a,9-propano-3ah-cyclopenta(8)annulen-8-yl (((1r,3s,5s)-8-methyl-8-azabicyclo(3.2.1)oct-3-yl)sulfanyl)acetate
13. Acetic Acid, (((3-exo)-8-methyl-8-azabicyclo(3.2.1)oct-3-yl)thio)-, (3as,4r,5s,6s,8r,9r,9ar,10r)-6-ethenyldecahydro-5-hydroxy-4,6,9,10-tetramethyl-1-oxo-3a,9-propano-3ah-cyclopentacycloocten-8-yl Ester
14. Unii-4mg6o8991r
15. Retapamulin [usan:inn:ban]
16. Retapamulin [mi]
17. Retapamulin [inn]
18. Retapamulin [usan]
19. Retapamulin [vandf]
20. Chembl1658
21. Retapamulin [mart.]
22. Retapamulin [who-dd]
23. Schembl365459
24. Retapamulin [ema Epar]
25. Gtpl11035
26. Retapamulin [orange Book]
27. Chebi:166679
28. (3as,4r,5s,6s,8r,9r,9ar,10r)-2-(exo-8-methyl-8-azabicyclo[3.2.1]octan-3-ylsulfanyl)acetic Acid 5-hydroxy-4,6,9,10-tetramethyl-1-oxo-6-vinylperhydro-3a,9-propanocyclopentacycloocten-8-yl Ester
29. Zinc3931840
30. Mfcd11045316
31. S4056
32. Akos016008865
33. Akos030485971
34. Zinc100013500
35. Zinc103660515
36. Ccg-269837
37. Cs-0618
38. Db01256
39. Nsc 759885
40. Ncgc00386248-01
41. Ac-26826
42. As-11455
43. Hy-17010
44. Ab01566905_01
45. 452r668
46. A851322
47. Q7316645
48. Brd-k33082088-001-03-3
49. (1s,2r,3s,4s,6r,7r,8r,14r)-4-ethenyl-3-hydroxy-2,4,7,14-tetramethyl-9-oxotricyclo[5.4.3.0^{1,8}]tetradecan-6-yl 2-{[(1r,5s)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl]sulfanyl}acetate
50. (3ar,4r,5r,7s,8s,9r,9as,12r)-8-hydroxy-4,7,9,12-tetramethyl-5-((3-(((3-exo)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl)thio)prop-1-en-2-yl)oxy)-7-vinyloctahydro-4,9a-propanocyclopenta[8]annulen-3(3ah)-one
51. (3as,4r,5s,6s,8r,9r,9ar,10r)-6-ethenyl-5-hydroxy-4,6,9,10-tetramethyl-1-oxodecahydro-3a,9-propanocyclopenta[8]annulen-8-yl {[(3-exo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl]sulfanyl}acetate
52. [(1s,2r,3s,4s,6r,7r,8r,14r)-4-ethenyl-3-hydroxy-2,4,7,14-tetramethyl-9-oxo-6-tricyclo[5.4.3.01,8]tetradecanyl] 2-[[(1r,5s)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl]sulanyl]acetate
| Molecular Weight | 517.8 g/mol |
|---|---|
| Molecular Formula | C30H47NO4S |
| XLogP3 | 6.1 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 6 |
| Exact Mass | 517.32258015 g/mol |
| Monoisotopic Mass | 517.32258015 g/mol |
| Topological Polar Surface Area | 92.1 Ų |
| Heavy Atom Count | 36 |
| Formal Charge | 0 |
| Complexity | 895 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 10 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently Bonded Unit Count | 1 |
| 1 of 2 | |
|---|---|
| Drug Name | Altabax |
| PubMed Health | Retapamulin (On the skin) |
| Drug Classes | Antibacterial |
| Drug Label | ALTABAX contains retapamulin, a semisynthetic pleuromutilin antibiotic. The chemical name of retapamulin is acetic acid, [[(3-exo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl]thio]-, (3aS,4R,5S,6S,8R,9R,9aR,10R)-6-ethenyldecahydro-5-hydroxy-4,6,9,10-tetrame... |
| Active Ingredient | Retapamulin |
| Dosage Form | Ointment |
| Route | Topical |
| Strength | 1% |
| Market Status | Prescription |
| Company | Glaxo Grp |
| 2 of 2 | |
|---|---|
| Drug Name | Altabax |
| PubMed Health | Retapamulin (On the skin) |
| Drug Classes | Antibacterial |
| Drug Label | ALTABAX contains retapamulin, a semisynthetic pleuromutilin antibiotic. The chemical name of retapamulin is acetic acid, [[(3-exo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl]thio]-, (3aS,4R,5S,6S,8R,9R,9aR,10R)-6-ethenyldecahydro-5-hydroxy-4,6,9,10-tetrame... |
| Active Ingredient | Retapamulin |
| Dosage Form | Ointment |
| Route | Topical |
| Strength | 1% |
| Market Status | Prescription |
| Company | Glaxo Grp |
For use in adults and pediatric patients aged 9 months and older for the topical treatment of impetigo (up to 100 cm2 in total area in adults or 2% total body surface area in pediatric patients aged 9 months or older) due to Staphylococcus aureus (methicillin-susceptible isolates only) or Streptococcus pyogenes.
Short term treatment of the following superficial skin infections:
- impetigo;
- infected small lacerations, abrasions or sutured wounds.
See sections 4. 4 and 5. 1 for important information regarding the clinical activity of retapamulin against different types of Staphylococcus aureus.
Consideration should be given to official guidance on the appropriate use of antibacterial agents.
Retapamulin is a semisynthetic pleuromutilin antibiotic. This drug is usually bacteriostatic in action, but may become bactericidal at highed concentrations (when MBC is 1000 times higher than MIC). Retapamulin acts by selectively inhibiting the initiation of protein synthesis in bacteria at the level of bacterial 50S ribosome.
Anti-Bacterial Agents
Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)
D06AX13
D - Dermatologicals
D06 - Antibiotics and chemotherapeutics for dermatological use
D06A - Antibiotics for topical use
D06AX - Other antibiotics for topical use
D06AX13 - Retapamulin
In vitro studies with human liver microsomes demonstrated that retapamulin is extensively metabolized to numerous metabolites, of which the predominant routes of metabolism were mono-oxygenation and N-demethylation. The major enzyme responsible for metabolism of retapamulin in human liver microsomes was cytochrome P450 3A4 (CYP3A4).
Retapamulin is a bacterial protein synthesis inhibitor belonging to a class of compounds called pleuromutilins. These compounds inhibit the initiation of protein synthesis by binding to a specific site on the 50S subunit of bacterial ribosome (domain V of 23S rRNA). This binding site involves ribosomal protein L3 and is in the region of the ribosomal P site and peptidyl transferase center. By virtue of binding to this site, pleuromutilins inhibit peptidyl transfer, block P-site interactions, and prevent the normal formation of active 50S ribosomal subunits.
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