paromomycin

Key facts

Drug.CAS_number

7542-37-2

Drug.CAS_number2

1263-89-4

Drug.type

Antibiotic ? should be class=, but not a parameter Nov 2016-->

Drug.IUPAC_name

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

Drug.image

Paromomycin structure.svg

Drug.image_class

skin-invert-image

Drug.width

300

Drug.image2

Paromomycin ball-and-stick (cropped).png

Drug.image_class2

bg-transparent

Drug.tradename

Catenulin, Aminosidine, Humatin, others

Drug.MedlinePlus

a601098

Drug.DailyMedID

Paromomycin

Drug.pregnancy_US

N

Drug.pregnancy_category

C

Drug.legal_US

Rx-only

Drug.routes_of_administration

By mouth, intramuscular, topical

Drug.bioavailability

Poorly absorbed in the GI tract

Drug.metabolism

Not available

via Wikipedia infobox

Chemical data

Formula

C23H45N5O14

Molecular weight

615.6 g/mol

IUPAC 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

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

InChIKey

UOZODPSAJZTQNH-LSWIJEOBSA-N

XLogP

-8.7

Polar surface area

347 Ų

H-bond donors

13

H-bond acceptors

19

Formal charge

0

via PubChem

• Paromomycin.Transactions of the Royal Society of Tropical Medicine and Hygiene · 2009
• [Paromomycin preparations].The Japanese journal of antibiotics · 1983
• Paromomycin in the treatment of leishmaniasis.Expert opinion on investigational drugs · 2008
• Targeted modifications of neomycin and paromomycin: Towards resistance-free antibiotics?Bioorganic chemistry · 2022
• Transmission potential of paromomycin-resistant Leishmania infantum and Leishmania donovani.The Journal of antimicrobial chemotherapy · 2020

via PubMed