apramycin
(2R,3R,4S,5S,6S)-2-[[(2R,3S,4R,4aR,7R,8aS)-7-amino-6-[(1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyl]oxy-4-hydroxy-3-(methylamino)-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran-2-yl]oxy]-5-amino-6-(hydroxymethyl)oxane-3,4-diol
Also Known As: apramycin|Ambylan|Apralan|Nebramycin II|Nebramycin factor 2|Apramycine [INN-French]|Apramycinum [INN-Latin]|Apramicina [INN-Spanish]|Apramycin [USAN:BAN:INN]|KST-1A7457|EINECS 253-460-1|EL 857|EL-857/820|(2r,3r,4s,5s,6s)-5-amino-2-{[(2r,3s,4r,4ar,7r,8as)-7-amino-6-{[(1r,2r,3s,4r,6s)-4,6-diamino-2,3-dihydroxycyclohexyl]oxy}-4-hydroxy-3-(methylamino)octahydropyrano[3,2-b]pyran-2-yl]oxy}-6-(hydroxymethyl)tetrahydro-2h-pyran-3,4-diol(non-preferred name)|D-Streptamine, O-4-amino-4-deoxy-alpha-D-glucopyranosyl-(1-8)-O-(8R)-2-amino-2,3,7-trideoxy-7-(methylamino)-D-glycero-alpha-D-allo-octadialdo-1,5:8,4-dipyranosyl-(1-4)-2-deoxy-|(2R,3R,4S,5S,6S)-2-(((2R,3S,4R,4aR,7R,8aS)-7-amino-6-((1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyl)oxy-4-hydroxy-3-(methylamino)-2,3,4,4a,6,7,8,8a-octahydropyrano(3,2-b)pyran-2-yl)oxy)-5-amino-6-(hydroxymethyl)oxane-3,4-diol|(2R,3R,4S,5S,6S)-2-[[(2R,3S,4R,4aR,7R,8aS)-7-amino-6-[(1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxy-cyclohexoxy]-4-hydroxy-3-(methylamino)-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran-2-yl]oxy]-5-amino-6-(hydroxymethyl)tetrahydropyran-3,4-diol|(2R,3R,4S,5S,6S)-2-[[(2R,3S,4R,4aR,7R,8aS)-7-amino-6-[(1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyl]oxy-4-hydroxy-3-(methylamino)-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran-2-yl]oxy]-5-amino-6-(hydroxymethyl)oxane-3,4-diol|4-O-((8R)-2-Amino-8-O-(4-amino-4-deoxy-alpha-D-glucopyranosyl)-2,3,7-trideoxy-7-(methylamino)-D-glycero-alpha-D-allo-octodialdo-1,5:8,4-dipyranos-1-yl)-2-deoxy-D-streptamine|4-O-(3alpha-Amino-6alpha-((4-amino-4-deoxy-alpha-D-glucopyranosyl)oxy)-2,3,4,5abeta,6,7,8,8aalpha-octahydro-8beta-hydroxy-7beta-(methylamino)pyrano(3,2-b)pyran-2alpha-yl)-2-deoxy-D-streptamine|D-Streptamine, 4-O-((8R)-2-amino-8-O-(4-amino-4-deoxy-alpha-D-glucopyranosyl)-2,3,7-trideoxy-7-(methylamino)-D-glycero-alpha-D-allo-octodialdo-1,5:8,4-dipyranos-1-yl)-2-deoxy-
| Molecular Formula | C21H41N5O11 |
|---|---|
| Molecular Weight | 539.2803 g/mol |
| LogP | -6.95 |
| Topological Polar Surface Area | 283.64 Ų |
| Hydrogen Bond Donors | 11 |
| Hydrogen Bond Acceptors | 16 |
| Rotatable Bonds | 6 |
| Exact Mass | 539.2803 |
| Heavy Atoms | 37 |
| Complexity | 755.7 |
Chemical Identifiers
| CAS Number | 67922-26-3 |
|---|---|
| SMILES | CN[C@H]1[C@H]([C@@H]2[C@H](C[C@H](C(O2)O[C@@H]3[C@H](C[C@H]([C@@H]([C@H]3O)O)N)N)N)O[C@@H]1O[C@@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)N)O)O)O |
Product Overview
apramycin (CAS 67922-26-3), with molecular formula C21H41N5O11 and molecular weight 539.2803 g/mol. IUPAC: (2R,3R,4S,5S,6S)-2-[[(2R,3S,4R,4aR,7R,8aS)-7-amino-6-[(1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyl]oxy-4-hydroxy-3-(methylamino)-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran-2-yl]oxy]-5-amino-6-(hydroxymethyl)oxane-3,4-diol.
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