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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
Biological Roles:
antiprotozoal drug  Any antimicrobial drug which is used to treat or prevent protozoal infections.
antibacterial drug  A drug used to treat or prevent bacterial infections.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Applications:
antiparasitic agent  A substance used to treat or prevent parasitic infections.
antiprotozoal drug  Any antimicrobial drug which is used to treat or prevent protozoal infections.
anthelminthic drug  Substance intended to kill parasitic worms (helminths).
antibacterial drug  A drug used to treat or prevent bacterial infections.
ChEBI Ontology
Outgoing Relation(s)
paromomycin (CHEBI:7934) has functional parent streptamine (CHEBI:27955)
paromomycin (CHEBI:7934) has role anthelminthic drug (CHEBI:35443)
paromomycin (CHEBI:7934) has role antibacterial drug (CHEBI:36047)
paromomycin (CHEBI:7934) has role antiparasitic agent (CHEBI:35442)
paromomycin (CHEBI:7934) has role antiprotozoal drug (CHEBI:35820)
paromomycin (CHEBI:7934) is a amino cyclitol glycoside (CHEBI:22479)
paromomycin (CHEBI:7934) is a aminoglycoside antibiotic (CHEBI:22507)
paromomycin (CHEBI:7934) is conjugate base of paromomycin(5+) (CHEBI:233202)
Incoming Relation(s)
lividomycin A (CHEBI:71961) has functional parent paromomycin (CHEBI:7934)
lividomycin B (CHEBI:71962) has functional parent paromomycin (CHEBI:7934)
paromomycin sulfate (CHEBI:7935) has functional parent paromomycin (CHEBI:7934)
paromomycin(5+) (CHEBI:233202) is conjugate acid of paromomycin (CHEBI:7934)
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
paromomicinaChemIDplus
paromomycinWHO MedNet
paromomycineChemIDplus
paromomycinumChemIDplus
Synonyms  Source
(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-glucopyranosidePDBeChem
AminosidinKEGG COMPOUND
aminosidineChemIDplus
CatenulinKEGG COMPOUND
crestomycinChemIDplus
estomycinChemIDplus
Manual XrefsDatabases
2067DrugCentral
C00832KEGG COMPOUND
D07467KEGG DRUG
DB01421DrugBank
PARPDBeChem
US2895876Patent
US2916485Patent
Registry NumbersSources
Reaxys:72285Reaxys
CAS:7542-37-2KEGG COMPOUND
CAS:7542-37-2ChemIDplus
Citations