Compound ID | 1842

Spectinomycin

Class: Aminoglycoside

Spectrum of activity: Gram-negative
Details of activity: Inhibits protein synthesis by binding to the 30S subunit of the bacterial ribosome. Active against Gram-positive and Gram-negative bacteria
Description: Streptomyces natural product. Veterinary use, rarely used in human medicine (e.g. Neisseria gonorrhoeae)
Year first mentioned: 1961
Highest developmental phase: Approved by FDA in 1971
Development status: Approved, off-patent
Chemical structure(s):
Canonical SMILES: C[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
Isomeric SMILES: C[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/C14H24N2O7/c1-5-4-6(17)14(20)13(21-5)22-12-10(19)7(15-2)9(18)8(16-3)11(12)23-14/h5,7-13,15-16,18-20H,4H2,1-3H3/t5-,7-,8+,9+,10+,11-,12-,13+,14+/m1/s1
InChI Key: UNFWWIHTNXNPBV-WXKVUWSESA-N
Structure link: https://pubchem.ncbi.nlm.nih.gov/compound/15541
External links:
Guide to Pharmacology: spectinomycin
Main Source: https://pubmed.ncbi.nlm.nih.gov/13867836/

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