API reference

Paromomycin

CAS number
7542-37-2
Molecular formula
C23H45N5O14
Molecular weight
615.6 g/mol
Paromomycin — 2D structure
2D structure (PubChem)

About this molecule

Paromomycin is an amino cyclitol glycoside that is the 1-O-(2-amino-2-deoxy-alpha-D-glucopyranoside) and the 3-O-(2,6-diamino-2,6-dideoxy-beta-L-idopyranosyl)-beta-D-ribofuranoside of 4,6-diamino-2,3-dihydroxycyclohexane (the 1R,2R,3S,4R,6S diastereoisomer). It is obtained from various Streptomyces species. A broad-spectrum antibiotic, it is used (generally as the sulfate salt) for the treatment of acute and chronic intestinal protozoal infections, but is not effective for extraintestinal protozoal infections. It is also used as a therapeutic against visceral leishmaniasis. It has a role as an antiparasitic agent, an anthelminthic drug, an antiprotozoal drug and an antibacterial drug. It is an amino cyclitol glycoside and an aminoglycoside antibiotic. It is functionally related to a streptamine. It is a conjugate base of a paromomycin(5+).

Source: ChEBI, via PubChem.

Identifiers

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
InChIKey
UOZODPSAJZTQNH-LSWIJEOBSA-N
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
Other CAS numbers recorded
134235-09-9
PubChem CID
165580

Also known as

paromomycin · Aminosidin · catenulin · Monomycin A · Neomycin E · Hydroxymycin · Crestomycin · Paucimycin

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