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CHEBI:7934 - paromomycin

ChEBI IDCHEBI:7934
ChEBI Nameparomomycin
Stars
DefinitionAn amino cyclitol glycoside that is the 1-O-(2-amino-2-deoxy-α-D-glucopyranoside) and the 3-O-(2,6-diamino-2,6-dideoxy-β-L-idopyranosyl)-β-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.
Secondary ChEBI IDCHEBI:44703
Last Modified22 February 2017
DownloadsMolfile

FormulaC23H45N5O14
Net Charge0
Average Mass615.634
Monoisotopic Mass615.29630
SMILESNC[C@@H]1O[C@H](O[C@H]2[C@@H](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)O[C@@H]2CO)[C@H](N)[C@@H](O)[C@@H]1O
InChIInChI=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
InChIKeyUOZODPSAJZTQNH-LSWIJEOBSA-N

Roles Classification

ChEBI Ontology
IUPAC Name 
(1R,2R,3S,4R,6S)-4,6-diamino-2-{[3-O-(2,6-diamino-2,6-dideoxy-β-L-idopyranosyl)-β-D-ribofuranosyl]oxy}-3-hydroxycyclohexyl 2-amino-2-deoxy-α-D-glucopyranoside
INNs  Source
paromomycine  frChemIDplus
paromomycinWHO MedNet
paromomicina  esChemIDplus
paromomycinum  laChemIDplus
Synonyms  Source
ParomomycinKEGG COMPOUND
AminosidinKEGG COMPOUND
CatenulinKEGG COMPOUND
HydroxymycinKEGG COMPOUND
Monomycin AKEGG COMPOUND
Zygomycin A1KEGG COMPOUND
Manual XrefsDatabases
C00832KEGG COMPOUND
PARPDBeChem
D07467KEGG DRUG
DB01421DrugBank
US2916485Patent
US2895876Patent
2067DrugCentral
Registry NumbersSources
Reaxys:72285Reaxys
CAS:7542-37-2KEGG COMPOUND
CAS:7542-37-2ChemIDplus
Citations