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رتاپامولین

Structure via PubChem · Public domain (PubChem)

EntityQ7316645· pop 18· linked from 56 articles

رتاپامولین

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Also known as SB-275833, {(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

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.

Chemical data

Formula
C30H47NO4S
Molecular weight
517.8 g/mol
IUPAC name
[(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-[(8-methyl-8-azabicyclo[3.2.1]octan-3-yl)sulfanyl]acetate
SMILES
C[C@@H]1CC[C@@]23CCC(=O)[C@H]2[C@@]1([C@@H](C[C@@]([C@H]([C@@H]3C)O)(C)C=C)OC(=O)CSC4CC5CCC(C4)N5C)C
InChIKey
STZYTFJPGGDRJD-OSBNDYPUSA-N
XLogP
6.1
Polar surface area
92.1 Ų
H-bond donors
1
H-bond acceptors
6
Formal charge
0

via PubChem

Wikidata facts

Subclass of
medication
Mass
517.322571
Show 4 more facts
chemical formula
C₃₀H₄₇NO₄S
World Health Organisation international non-proprietary name
retapamulin
canonical SMILES
CC1CCC23CCC(=O)C2C1(C(CC(C(C3C)O)(C)C=C)OC(=O)CSC4CC5CCC(C4)N5C)C
isomeric SMILES
C[C@@H]1CC[C@@]23CCC(=O)[C@H]2[C@@]1([C@@H](C[C@@]([C@H]([C@@H]3C)O)(C)C=C)OC(=O)CS[C@@H]4C[C@H]5CC[C@@H](C4)N5C)C
Sources (2)

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