Retapamulin
Also called Altargo, Altabax, Ritamorin
Part of the metabolic pathway of Retapamulin. See the timeline on the metabolic highway.
Enzymes that break it down: CYP3A4. Wikipedia’s drug infobox says: “Hepatic, CYP3A4-mediated” (revision 1330111271).
Overview
Retapamulin is a topical antibiotic developed by GlaxoSmithKline. It is the first drug in the new class of pleuromutilin antibiotics to be approved for human use. It is marketed as an ointment under the brand names Altabax and Altargo. WP
Retapamulin was approved by the United States Food and Drug Administration in April 2007 for the treatment of bacterial skin infections such as impetigo. In May 2007, retapamulin received approval in the EU from the European Medicines Agency for the same indication. WP⚠ Wikipedia itself has flagged this text: citation needed.
Clinical trials have demonstrated its efficacy against certain Gram-positive bacteria including MRSA.[1] WP
Risks and side effects
Contraindications
Adverse reactions
The most common reported adverse reaction was irritation at the application site.[2] WP
Pharmacology
Mechanism of action
Retapamulin is an antibacterial agent, specifically a protein synthesis inhibitor. The medication selectively inhibits bacterial protein synthesis by interacting at a site on the 50S subunit of the bacterial ribosome through an interaction that differs from other antibiotics.[2] WP
Pharmacokinetics
Systemic exposure following topical application through intact skin is low.[2] WP
Chemistry
- Formula
- C30H47NO4S PC
- CAS number
- 224452-66-8 PC
- Molar mass (g/mol)
- 517.8 PC
- IUPAC name (computed by PubChem)
- [(1S,
2R, PC3S, 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 - SMILES
- C[C@@H]
1CC[C@@] PC23CCC(=O) [C@H] 2[C@@] 1([C@@H] (C[C@@] ([C@H] ([C@@H] 3C) O) (C) C=C) OC(=O) CSC4C[C@H] 5CC[C@@H] (C4) N5C) C - InChIKey
- STZYTFJPGGDRJD-
FJJJPKKESA- PCN - PubChem CID
- 6918462
- IUPAC name
- (3aS,
4R, WP5S, 6S, 8R, 9R, 9aR, 10R) - 6- ethenyl- 5- hydroxy- 4, 6, 9, 10- tetramethyl- 1- oxodecahydro- 3a, 9- propano- 3aH- cyclopenta
Harm reduction information
No harm reduction data is on file for this compound yet. That means no dose, timing or combination data from PsychonautWiki or TripSit. Please don't guess a dose from similar compounds. If you have taken it and feel unwell, contact emergency services or a poison control center.
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Sources
- Journal / agency Jones R, Fritsche T, Sader H, Ross J. Activity of retapamulin (SB-275833), a novel pleuromutilin, against selected resistant gram-positive cocci. Antimicrob Agents Chemother. 2006. doi:10.1128/AAC.01432-05 · PMID 16801451 · PMC1489758
- Other Physicians' Desk Reference. 2007
Text and values on this page are quoted from Wikipedia (CC BY-SA 4.0), PubChem (public domain). Each value links to the exact revision it came from.