| Stereochemistry | ABSOLUTE |
| Molecular Formula | C21H41N5O11 |
| Molecular Weight | 539.5771 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 17 / 17 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@]12C[C@@H](N)[C@@H](O[C@]3([H])[C@@H](N)C[C@@H](N)[C@H](O)[C@H]3O)O[C@]1([H])[C@H](O)[C@H](NC)[C@@H](O[C@@]4([H])O[C@H](CO)[C@@H](N)[C@H](O)[C@H]4O)O2
InChI
InChIKey=XZNUGFQTQHRASN-XQENGBIVSA-N
InChI=1S/C21H41N5O11/c1-26-11-14(30)18-8(33-20(11)37-21-16(32)13(29)10(25)9(4-27)34-21)3-7(24)19(36-18)35-17-6(23)2-5(22)12(28)15(17)31/h5-21,26-32H,2-4,22-25H2,1H3/t5-,6+,7-,8+,9-,10-,11+,12+,13+,14-,15-,16-,17-,18+,19+,20-,21-/m1/s1
| Molecular Formula | C21H41N5O11 |
| Molecular Weight | 539.5771 |
| Charge | 0 |
| Count |
MOL RATIO
1 MOL RATIO (average) |
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 17 / 17 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Apramycin is a broad-spectrum aminocyclitol antibiotic produced by a strain of Streptomyces tenebrarius. It has a bactericidal action against many gram-negative bacteria. Apramycin is a structurally unique antibiotic that contains a bicyclic sugar moiety and a monosubstituted deoxystreptamine. It is not approved for use in humans. Apramycin is registered for use in more than twenty countries in cattle, pigs and chickens. The drug exerts its antibacterial effect by inhibiting
protein synthesis at the level of peptidyl translocation. It is mostly used for treating gastrointestinal
infections. Apramycin is available in soluble powder and feed premix formulations.
Originator
Approval Year
Sample Use Guides
In calves, apramycin is intended to be administered at a dose of 20 to 40 mg/kg bw/day in drinking
water, milk replacer or feed for 5 days. In pigs, it is intended to be administered at a dose of 7.5 to
12.5 mg/kg bw/day in drinking water or as premix incorporated in feed at a dose of 4 to
8 mg/kg bw/day (80–200mg/kg feed) for less than 28 days. In poultry, it is intended to be administered
at a dose of 20 to 80 mg/kg bw/day (250 to 500 mg/L) in drinking water for 5–7 days or as premix
incorporated in feed at a dose of 2 to 5 mg/kg feed for 5 days. In rabbits, it is intended to be
administered at a dose of 10 to 15 mg/kg bw/day (50 to 100 mg/L) in drinking water for 5 to 8 days or
as premix incorporated in feed at a dose of 5 to 10 mg/kg bw/day (50–100 mg/kg feed) for less than
21 days.
Route of Administration:
Oral
