Structure via PubChem · Public domain (PubChem)
neamine
Sign in to saveAlso known as Neomycin A, (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, 4-O-(2,6-diamino-2,6-dideoxy-alpha-D-glucopyranosyl)-2-deoxy-D-streptamine, 2-desoxy-4-O-(2,6-diamino-2,6-didesoxy-alpha-D-glucopyranosyl)-D-streptamin, Dekamycin V, Nebramycin X, Negamicin
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.
Chemical data
- Formula
- C12H26N4O6
- Molecular weight
- 322.36 g/mol
- IUPAC name
- (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
- SMILES
- C1[C@H]([C@@H]([C@H]([C@@H]([C@H]1N)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CN)O)O)N)O)O)N
- InChIKey
- SYJXFKPQNSDJLI-HKEUSBCWSA-N
- XLogP
- -5.4
- Polar surface area
- 203 Ų
- H-bond donors
- 8
- H-bond acceptors
- 10
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Mass
- 322.185
Show 3 more facts
- chemical formula
- C₁₂H₂₆N₄O₆
- canonical SMILES
- C1C(C(C(C(C1N)OC2C(C(C(C(O2)CN)O)O)N)O)O)N
- isomeric SMILES
- C1[C@H]([C@@H]([C@H]([C@@H]([C@H]1N)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CN)O)O)N)O)O)N
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
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.
== References ==
Excerpted from Wikipedia’s “neamine” article, available under the CC BY-SA 4.0 licence.