Tobramycin, free base, Ribosomal translation inhibitor

Key facts

CAS number

32986-56-4

Purity

>98%

Form

Solid

form

Molecular weight

467.5 Da

Molecular formula

C₁₈H₃₇N₅O₉

PubChem

36294

Nature

Synthetic

Solubility

Soluble in water to 100 mM

Biochemical name

Tobramycin

Biological description

Inhibits ribosomal translation. Aminoglycoside antibiotic which binds 30S ribosomal subunit A, preventing functional protein production. Effective against gram-negative bacteria.

Canonical smiles

C1C(C(C(C(C1N)OC2C(C(C(C(O2)CO)O)N)O)O)OC3C(CC(C(O3)CN)O)N)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)CO)O)N)O)O)O[C@@H]3[C@@H](C[C@@H]([C@H](O3)CN)O)N)N

InChi

InChI=1S/C18H37N5O9/c19-3-9-8(25)2-7(22)17(29-9)31-15-5(20)1-6(21)16(14(15)28)32-18-13(27)11(23)12(26)10(4-24)30-18/h5-18,24-28H,1-4,19-23H2/t5-,6+,7+,8-,9+,10+,11-,12+,13+,14-,15+,16-,17+,18+/m0/s1

InChiKey

NLVFBUXFDBBNBW-PBSUHMDJSA-N

IUPAC Name

(2S,3R,4S,5S,6R)-4-amino-2-[(1S,2S,3R,4S,6R)-4,6-diamino-3-[(2R,3R,5S,6R)-3-amino-6-(aminomethyl)-5-hydroxyoxan-2-yl]oxy-2-hydroxycyclohexyl]oxy-6-(hydroxymethyl)oxane-3,5-diol