Structure via PubChem · Public domain (PubChem)
پارامومایسین
Sign in to saveAlso known as Paramicina, Aminosidine, Humatin, Neomycin e, Paucimycin, Aminosidin, R-400, (1R,2R,3S,4R,6S)-4,6-Diamino-2-{[3-O-(2,6-diamino-2,6-dideoxy-beta-L-idopyranosyl)-beta-D-ribofuranosyl]oxy}-3-hydroxycyclohexyl 2-amino-2-deoxy-alpha-D-glucopyranoside
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
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1969
- Admin. routes
- oral
- Indications
- osteomyelitis, Leishmaniasis, visceral Leishmaniasis, cutaneous Leishmaniasis
via ChEMBL · EBI
Research
2,159 papers- 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
Wikidata facts
Show 9 more facts
- chemical formula
- C₂₃H₄₅N₅O₁₄
- medical condition treated
- amebiasis
- 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)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
- canonical SMILES
- C1C(C(C(C(C1N)OC2C(C(C(C(O2)CO)O)O)N)OC3C(C(C(O3)CO)OC4C(C(C(C(O4)CN)O)O)N)O)O)N
- World Health Organisation international non-proprietary name
- paromomycin
- found in taxon
- Streptomyces
- defined daily dose
- 3
- subject has role
- bactericide
- Commons category
- Paromomycin
via Wikidata · CC0