Compound ID | 2096

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Tiamulin

Synonym(s): Thiamutilin

Class: Pleuromutilin

Spectrum of activity: Gram-positive
Details of activity: Binds to the peptidyl transferase component of the 50S subunit of ribosomes, thus inhibiting peptide bond formation. Active against Gram-positive bacteria.
Description: Semisynthetic pleuromutilin derivative. Used in veterinary medicine
Year first mentioned: 1951
Development status: Approved for veterinary use off-patent
Chemical structure(s):
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Molecular weight: 493.74
Iso. SMILES: CCN(CC)CCSCC(=O)O[C@@H]1C[C@@]([C@H]([C@@H]([C@@]23CC[C@H]([C@@]1([C@@H]2C(=O)CC3)C)C)C)O)(C)C=C
InChI Key: UURAUHCOJAIIRQ-QGLSALSOSA-N
Can. SMILES: C=C[C@]1(C)C[C@H]([C@]2(C)[C@H](C)CC[C@]3(CCC(=O)[C@@H]23)[C@@H](C)[C@@H]1O)OC(=O)CSCCN(CC)CC
InChI: InChI=1S/C28H47NO4S/c1-8-26(6)17-22(33-23(31)18-34-16-15-29(9-2)10-3)27(7)19(4)11-13-28(20(5)25(26)32)14-12-21(30)24(27)28/h8,19-20,22,24-25,32H,1,9-18H2,2-7H3/t19-,20+,22-,24+,25+,26-,27+,28+/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/656958
Guide to Pharmacology: tiamulin
Citations:
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1426994/
  • https://academic.oup.com/jac/article/69/8/2022/873861

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