Compound ID | 1855
Class: Aminoglycoside
Spectrum of activity: | Gram-positive & 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: | Semisynthetic, derived from streptomycin. Used in veterinary medicine |
Year first mentioned: | 1949 |
Development status: | Approved, off-patent |
Chemical structure(s): | |
Canonical SMILES: | C[C@H]1[C@](CO)([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H]([C@@H]([C@H]2O)O)N=C(N)N)O)N=C(N)N)O[C@H]3[C@H]([C@@H]([C@H]([C@H](CO)O3)O)O)NC)O |
Isomeric SMILES: | C[C@H]1[C@@]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H]([C@@H]([C@H]2O)O)N=C(N)N)O)N=C(N)N)O[C@H]3[C@H]([C@@H]([C@H]([C@@H](O3)CO)O)O)NC)(CO)O |
InChI: | InChI=1S/C21H41N7O12/c1-5-21(36,4-30)16(40-17-9(26-2)13(34)10(31)6(3-29)38-17)18(37-5)39-15-8(28-20(24)25)11(32)7(27-19(22)23)12(33)14(15)35/h5-18,26,29-36H,3-4H2,1-2H3,(H4,22,23,27)(H4,24,25,28)/t5-,6-,7+,8-,9-,10-,11+,12-,13-,14+,15+,16-,17-,18-,21+/m0/s1 |
InChI Key: | ASXBYYWOLISCLQ-HZYVHMACSA-N |
Structure link: | https://pubchem.ncbi.nlm.nih.gov/compound/439369 |
External links: | |
Guide to Pharmacology: | dihydrostreptomycin |
Main Source: | https://www.nejm.org/doi/full/10.1056/NEJM194905052401810 |