Compound: Neamine
SMILES: O1[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](N)C[C@@H]2N)[C@H](N)[C@@H](O)[C@@H]([C@H]1CN)O
InChIKey: SYJXFKPQNSDJLI-HKEUSBCWSA-N
Synonyms: Neamine, 3947-65-7, Neomycin A, Negamicin, Nebramycin X, Dekamycin V, Neamin, 2-Desoxy-4-O-(2,6-diamino-2,6-didesoxy-alpha-D-glucopyranosyl)-D-streptamin, 4-O-(2,6-Diamino-2,6-dideoxy-alpha-D-glucopyranosyl)-2-deoxy-D-streptamine, (1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyl 2,6-diamino-2,6-dideoxy-alpha-D-glucopyranoside, 5981U00LY0, CHEBI:7489, (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyl]oxyoxane-3,4-diol, DTXSID7023358, D-Streptamine, 2-deoxy-4-O-(2,6-diamino-2,6-dideoxy-alpha-D-glucopyranosyl)-, (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-((1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyl)oxyoxane-3,4-diol, RefChem:832126, DTXCID603358, 5-amino-2-(aminomethyl)-6-(4,6-diamino-2,3-dihydroxy-cyclohexoxy)-tetrahydropyran-3,4-diol, 998-897-5, O-2,6-DIAMINO-2,6-DIDEOXY-ALPHA-D-GLUCOPYRANOSYL-(1->4)-1,3-DIAMINO-1,2,3-TRIDEOXY-D-MYO-INOSITOL, Neamine Disulfate Salt, MFCD00023857, (2R,3S,4R,5R,6R)-5-Amino-2-(aminomethyl)-6-(((1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyl)oxy)tetrahydro-2H-pyran-3,4-diol, C12H26N4O6, Neomycin Sulfate EP Impurity A, (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxy-cyclohexoxy]tetrahydropyran-3,4-diol, (1'R,3'S,3S,5R,6R)-5-AMINO-2-AMINOMETHYL-6-(4,6-DIAMINO-2,3-DIHYDROXY-CYCLOHEXYLOXY)-TETRAHYDRO-PYRAN-3,4-DIOL, XXX, BRN 0026714, UNII-5981U00LY0, Neamine CRS, 2-Deoxy-4-O-(2,6-diamino-2,6-dideoxy-a-D-glucopyranosyl)-D-streptamine Disulfate Salt; Neomycin A Disulfate Salt, NEAMINE [MI], (+)-NEAMINE, 4-18-00-07474 (Beilstein Handbook Reference), SCHEMBL219578, BDBM8580, CHEMBL427409, orb1981778, ST 7, HY-N7449, EX-A10657, MSK158059, AKOS025311197, DB04808, ON32335, D-Streptamine, 2-deoxy-4-O-(2,6-diamino-2,6-dideoxy-.alpha.-D-glucopyranosyl)-, (1R,3S,3S,5R,6R)-5-Amino-2-aminomethyl-6-(4,6-diamino-2,3-dihydroxy-cyclohexyloxy)-tetrahydro-pyran-3,4-diol, (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-{[(1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyl]oxy}oxane-3,4-diol, TOBRAMYCIN IMPURITY C [EP IMPURITY], CS-0129171, NS00011537, C01441, NEOMYCIN SULFATE IMPURITY A [EP IMPURITY], Q6984256, 2-Deoxy-4-O-(2,6-diamine-2,6-dideoxy-.alpha.-D-glucopyranosyl)-D-streptamine, Framycetin Sulfate EP Impurity A; Neomycin Sulfate EP Impurity A; Tobramycin EP Impurity C, (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-((1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyloxy)-tetrahydro-2H-pyran-3,4-diol, Neomycin Imp. A (EP), GW 318764X, ST 7, Neomycin A (6CI,7CI,8CI), Dekamycin V, O-2,6-Diamino-2,6-dideoxy--D-glucopyranosyl-(1?'4)-1,3-diamino-1,2,3-trideoxy-D-myo-inositol, Negamicin, Neamin, Nebramycin X, (+)-Neamine, Neamine,2-Deoxy-4-O-(2,6-diamino-2,6-dideoxy--D-glucopyranosyl)-D-streptamine, O-2,6-DIAMINO-2,6-DIDEOXY-.ALPHA.-D-GLUCOPYRANOSYL-(1->4)-1,3-DIAMINO-1,2,3-TRIDEOXY-D-MYO-INOSITOL
Theoretical properties:
molecular_formula: C12H26N4O6
molecular_weight: 322.36 g/mol
exact_mass: 322.18523456 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 8
hydrogen_bond_acceptor_count: 10
rotatable_bond_count: 3
heavy_atom_count: 22
topological_polar_surface_area: 203 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Neamine is 2-Deoxy-D-streptamine glycosylated at the 4-oxygen with a 6-amino-alpha-D-glucosaminyl group. It has a role as an antibacterial agent. It is an aminoglycoside and a 2,6-dideoxy-alpha-D-glucoside. It is a conjugate base of a neamine(4+).
chebi: 2-Deoxy-<small>D</small>-streptamine glycosylated at the 4-oxygen with a 6-amino-α-<small>D</small>-glucosaminyl group.
chembl: NEAMINE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Neamine (neomycin A) is a degradation product of the aminoglycoside antibiotic neomycin.  Several derivatives of neamine are active against susceptible and resistant Gram-positive and Gram-negative bacteria.