CHEBI:7934 - paromomycin

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ChEBI Name paromomycin
ChEBI ID CHEBI:7934
Definition An 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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:44703
Supplier Information
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Formula C23H45N5O14
Net Charge 0
Average Mass 615.62850
Monoisotopic Mass 615.29630
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
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
Roles Classification
Biological Role(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
antiprotozoal drug
Any antimicrobial drug which is used to treat or prevent protozoal infections.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via carbohydrate-containing antibiotic )
Application(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
antiprotozoal drug
Any antimicrobial drug which is used to treat or prevent protozoal infections.
anthelminthic drug
Substance intended to kill parasitic worms (helminths).
antiparasitic agent
A substance used to treat or prevent parasitic infections.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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)
Incoming 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)
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 Sources
paromomicina ChemIDplus
paromomycin WHO MedNet
paromomycine ChemIDplus
paromomycinum ChemIDplus
Synonyms Sources
(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 PDBeChem
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hydroxymycin ChemIDplus
Hydroxymycin KEGG COMPOUND
Monomycin A KEGG COMPOUND
neomycin E ChemIDplus
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PAROMOMYCIN PDBeChem
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Paromomycin I KEGG COMPOUND
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paucimycinum ChemIDplus
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Manual Xrefs Databases
2067 DrugCentral
C00832 KEGG COMPOUND
D07467 KEGG DRUG
DB01421 DrugBank
PAR PDBeChem
US2895876 Patent
US2916485 Patent
View more database links
Registry Numbers Types Sources
72285 Reaxys Registry Number Reaxys
7542-37-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
18447603 PubMed citation Europe PMC
18947845 PubMed citation Europe PMC
8036682 PubMed citation Europe PMC
Last Modified
22 February 2017