Compound ID | 731

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Trospectomycin

Synonym(s): U 63366 F  |  U-63366  |  6'-propyl spectinomycin pentahydrate sulfate

Class: Aminoglycoside

Agent Type: Semisynthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Protein synthesis inhibitor
Target Pathogen: Active against staphylococci, streptococci, and sexually-transmitted disease pathogens: Haemophilus influenzae, Moraxella catarrhalis, Neisseria gonorrhoeae, Proteus spp., Bacteroides spp., Gardnerella vaginalis, and Chlamydia trachomatis
Description: A spectinomycin analogue; Novak, E., et al. "Safety and preliminary pharmacokinetics of intravenously administered trospectomycin sulfate (U-63,366 F) in man: a novel spectinomycin analogue [abstr 271]." 27th Interscience Conference on Antimicrobial Agents and Chemotherapy (ICAAC). 1987.
Institute where first reported: Pharmacia&Upjohn (Pfizer, US)
Year first mentioned: 1984
Highest development stage: Phase 3
Development status: Inactive
Chemical structure(s):
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Molecular weight: 374.43
Iso. SMILES: CCCC[C@@H]1CC(=O)[C@]2([C@@H](O1)O[C@@H]3[C@H]([C@@H]([C@@H]([C@@H]([C@H]3O2)NC)O)NC)O)O
InChI Key: KHAUBYTYGDOYRU-IRXASZMISA-N
Can. SMILES: CCCC[C@@H]1CC(=O)[C@]2([C@@H](O1)O[C@@H]3[C@H]([C@@H]([C@@H]([C@@H]([C@H]3O2)NC)O)NC)O)O
InChI: InChI=1S/C17H30N2O7/c1-4-5-6-8-7-9(20)17(23)16(24-8)25-15-13(22)10(18-2)12(21)11(19-3)14(15)26-17/h8,10-16,18-19,21-23H,4-7H2,1-3H3/t8-,10-,11+,12+,13+,14-,15-,16+,17+/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/55886
Guide to Pharmacology: trospectomycin
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/2975212/
  • https://doi.org/10.1128/aac.32.2.216
  • https://doi.org/10.1128/aac.30.3.512

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