Compound ID | 1852

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Paromomycin

Synonym(s): Monomycin  |  hydroxymycin

Class: Aminoglycoside

Spectrum of activity: Gram-negative
Details of activity: Inhibits protein synthesis by binding to the 30S subunit of the bacterial ribosome. Active against protozoa and some Gram-negative bacteria
Description: Streptomyces natural product. Veterinary use, human use for the treatment of cryptosporidiosis, leishmaniasis, amoebiasis and cestodes, systemic and topical application
Year first mentioned: 1960
Highest development stage: Approved by FDA in 1969
Development status: Approved, off-patent
Chemical structure(s):
Click here for structure editor
Molecular weight: 713.71
Iso. 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)O)N)O[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O[C@@H]4[C@@H]([C@H]([C@@H]([C@@H](O4)CN)O)O)N)O)O)N.OS(=O)(=O)O
InChI Key: LJRDOKAZOAKLDU-UDXJMMFXSA-N
Can. 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](CO)O2)O)O)N)O[C@H]3[C@@H]([C@@H]([C@@H](CO)O3)O[C@@H]4[C@@H]([C@H]([C@@H]([C@H](CN)O4)O)O)N)O)O)N.OS(=O)(=O)O
InChI: InChI=1S/C23H45N5O14.H2O4S/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;1-5(2,3)4/h5-23,29-36H,1-4,24-28H2;(H2,1,2,3,4)/t5-,6+,7+,8-,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23+;/m1./s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/441375
Guide to Pharmacology: paromomycin
Citations:
  • https://dndi.org/wp-content/uploads/2009/06/VL_East%20Africa_2_Oct2010.pdf
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6497224/
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1967367/pdf/brmedj02912-0094.pdf

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