| Systematic (IUPAC) name | |
|---|---|
| (2R,3R,4R,5S,6R)-5-amino-2- [((1R,2R,3R,4R,6R,8R)-8-amino-9- [(1R,2S,3R,4R,6R)-4,6-diamino-2,3- dihydroxy-cyclohexyl]oxy-2-hydroxy- 3-methylamino-5,10- dioxabicyclo[4.4.0]dec-4-yl)oxy]-6- (hydroxymethyl)oxane-3,4-diol | |
| Clinical data | |
| AHFS/Drugs.com | International Drug Names |
| Pregnancy cat. | ? |
| Legal status | ? |
| Identifiers | |
| CAS number | 37321-09-8 |
| ATCvet code | QA07AA92 QJ01GB90 QJ51GB90 |
| PubChem | CID 3081545 |
| DrugBank | DB04626 |
| ChemSpider | 2339128 |
| UNII | 388K3TR36Z |
| KEGG | D02322 |
| ChEBI | CHEBI:2790 |
| ChEMBL | CHEMBL1230961 |
| Chemical data | |
| Formula | C21H41N5O11 |
| Mol. mass | 539.58 g/mol |
| SMILES | eMolecules & PubChem |
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Apramycin (also Nebramycin II) is an aminoglycoside antibiotic used in veterinary medicine. It is produced by Streptomyces tenebrarius.[1]
Contents |
For the treatment of bacterial infections in animals.
Not Available
Apramycin stands out among aminoglycosides for its mechanism of action which is based on blocking translocation and its ability to bind also to the eukaryotic decoding site despite differences in key residues required for apramycin recognition by the bacterial target. The drug binds in the deep groove of the RNA which forms a continuously stacked helix comprising non-canonical C.A and G.A base pairs and a bulged-out adenine. The binding mode of apramycin at the human decoding-site RNA is distinct from aminoglycoside recognition of the bacterial target, suggesting a molecular basis for the actions of apramycin in eukaryotes and bacteria.
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