Compound ID | 2005

Update compound information

Troleandomycin

Synonym(s): Triacetyloleandomycin

Class: Macrolide (14-membered macrolide)

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 and bacterial protein synthesis. It is active against Gram-positive bacteria.
Description: Semisynthetic oleandomycin derivate
Year first mentioned: 1964
Development status: Approved, off-patent, not available in most countries
Chemical structure(s):
Click here for structure editor
Molecular weight: 813.97
Iso. SMILES: C[C@@H]1C[C@@H]([C@H]([C@@H](O1)O[C@H]2[C@H](C[C@@]3(CO3)C(=O)[C@@H]([C@H]([C@H]([C@H](OC(=O)[C@@H]([C@H]([C@@H]2C)O[C@H]4C[C@@H]([C@H]([C@@H](O4)C)OC(=O)C)OC)C)C)C)OC(=O)C)C)C)OC(=O)C)N(C)C
InChI Key: LQCLVBQBTUVCEQ-QTFUVMRISA-N
Can. SMILES: C[C@H]1C[C@@]2(CO2)C(=O)[C@H](C)[C@H]([C@@H](C)[C@@H](C)OC(=O)[C@H](C)[C@H]([C@H](C)[C@H]1O[C@H]3[C@@H]([C@H](C[C@@H](C)O3)N(C)C)OC(=O)C)O[C@H]4C[C@@H]([C@H]([C@H](C)O4)OC(=O)C)OC)OC(=O)C
InChI: InChI=1S/C41H67NO15/c1-19-17-41(18-49-41)38(46)23(5)34(53-27(9)43)21(3)25(7)52-39(47)24(6)35(56-32-16-31(48-14)36(26(8)51-32)54-28(10)44)22(4)33(19)57-40-37(55-29(11)45)30(42(12)13)15-20(2)50-40/h19-26,30-37,40H,15-18H2,1-14H3/t19-,20+,21-,22+,23+,24+,25+,26-,30-,31-,32-,33-,34-,35-,36-,37+,40-,41+/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/202225
Guide to Pharmacology: troleandomycin
Citations:
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8406987/
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2786347/

    • AntibioticDB is supported by GARDP.

    If you have feedback, experience problems, or are interested in a collaboration, please contact us. | Terms and conditions

    The content of this site is intended for educational and scientific research purposes only and not as a source of medical advice or consultation.