AMINOSIDINE

Aminosidine (paromomycin) is an aminoglycoside antibiotic used for intestinal infections and leishmaniasis. Side effects include ototoxicity, nephrotoxicity, and gastrointestinal upset.

SKU: 06969684ad5d Category: Tag:

Product Description


Mechanism of action

Aminosidine (paromomycin) binds irreversibly to the A‑site of the 30S ribosomal subunit, causing misreading of mRNA and inhibition of protein synthesis in susceptible bacteria and protozoa. The interaction stabilises non-productive tRNA–mRNA alignment, ultimately leading to cell death.

Benefits and advantages

Unique in its additional antiprotozoal activity, especially against Leishmania species. Its poor systemic absorption when given orally makes it useful for intestinal infections and research on luminal antimicrobials.

Side effects and risks

Nephrotoxicity, ototoxicity, vestibular dysfunction and gastrointestinal irritation. Requires antimicrobial‑grade handling and exposure control.

Datasheet


Molecular Formula

C23H45N5O14

Molecular Weight

615.6 g/mol

CAS Number

7542-37-2

Storage Condition

Store in a cool, dry place. Keep container tightly closed. Protect from moisture and light.

Solubility

7.97e+01 g/L

Purity

Purity information is available upon request (COA).

Synonym

paromomycin; Aminosidin; catenulin; Monomycin A; Neomycin E

IUPAC/Chemical Name

(2S,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(2R,3S,4R,5S)-5-[(1R,2R,3S,5R,6S)-3,5-diamino-2-[(2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-hydroxycyclohexyl]oxy-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxyoxane-3,4-diol

InChl Key

UOZODPSAJZTQNH-LSWIJEOBSA-N

InChl Code

InChI=1S/C23H45N5O14/c24-2-7-13(32)15(34)10(27)21(37-7)41-19-9(4-30)39-23(17(19)36)42-20-12(31)5(25)1-6(26)18(20)40-22-11(28)16(35)14(33)8(3-29)38-22/h5-23,29-36H,1-4,24-28H2/t5-,6+,7+,8-,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23+/m1/s1

References

https://pubchem.ncbi.nlm.nih.gov/compound/165580;

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