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Script assisted update of identifiers for the Chem/Drugbox validation project (updated: 'DrugBank', 'ChEBI', 'StdInChI', 'StdInChIKey'). |
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| ATC_suffix = AA92 |
| ATC_suffix = AA92 |
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| ATC_supplemental = {{ATCvet|J01|GB90}} {{ATCvet|J51|GB90}} |
| ATC_supplemental = {{ATCvet|J01|GB90}} {{ATCvet|J51|GB90}} |
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| ChEBI = 2790 |
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| StdInChI = 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 |
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| StdInChIKey = XZNUGFQTQHRASN-XQENGBIVSA-N |
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| PubChem = 3081545 |
| PubChem = 3081545 |
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| ChEMBL = 1230961 |
| ChEMBL = 1230961 |
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| DrugBank |
| DrugBank = DB04626 |
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| chemical_formula = |
| chemical_formula = |
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| KEGG = D02322 |
| KEGG = D02322 |
Revision as of 19:51, 6 August 2011
Clinical data | |
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ATCvet code | |
Identifiers | |
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CAS Number | |
PubChem CID | |
DrugBank | |
ChemSpider | |
UNII | |
KEGG | |
ChEBI | |
ChEMBL | |
CompTox Dashboard (EPA) | |
ECHA InfoCard | 100.048.582 |
Chemical and physical data | |
Formula | C21H41N5O11 |
Molar mass | 539.58 g/mol g·mol−1 |
3D model (JSmol) | |
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Apramycin (also Nebramycin II) is an aminoglycoside antibiotic used in veterinary medicine. It is produced by Streptomyces tenebrarius.[1]
Pharmacology
Indication
For the treatment of bacterial infections in animals.
Pharmacodynamics
Not Available
Mechanism of action
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.
References
- ^ Ryden, R (1977). "BJ". J Antimicrob Chemother. 3 (6): 609–613.
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