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paromomycin

Go to external page http://purl.obolibrary.org/obo/CHEBI_7934

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.

Term info

Label

paromomycin

Synonyms
  • (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
  • PAROMOMYCIN
  • Paromomycin
database cross reference
Subsets

3_STAR

INN
paromomycin [ WHO_MedNet ]

INN
paromomicina [ ChemIDplus ]

IUPAC NAME
(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 [ IUPAC ]

INN
paromomycinum [ ChemIDplus ]

INN
paromomycine [ ChemIDplus ]

charge

0

formula

C23H45N5O14

has alternative id

CHEBI:44703

has obo namespace

chebi_ontology

has related synonym

R-400, Neomycin E, paucimycinum, crestomycin, hydroxymycin, Paromomycin I, Monomycin A, paromomycin, estomycin, paromomicina, Hydroxymycin, R 400, Aminosidin, paromomycine, paucimycin, (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, Catenulin, aminosidine, paromomycinum, Zygomycin A1, neomycin E

id

CHEBI:7934

inchi

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

inchikey

UOZODPSAJZTQNH-LSWIJEOBSA-N

mass

615.62850

monoisotopicmass

615.29630

smiles

NC[C@@H]1O[C@H](O[C@@H]2[C@@H](CO)O[C@@H](O[C@@H]3[C@@H](O)[C@H](N)C[C@H](N)[C@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3N)[C@@H]2O)[C@H](N)[C@@H](O)[C@@H]1O