CHEBI:45257 - ribostamycin

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ChEBI Name ribostamycin
ChEBI ID CHEBI:45257
Definition An amino cyclitol glycoside that is 4,6-diaminocyclohexane-1,2,3-triol having a 2,6-diamino-2,6-dideoxy-α-D-glucosyl residue attached at position 1 and a β-D-ribosyl residue attached at position 2. It is an antibiotic produced by Streptomyces ribosidificus (formerly S. thermoflavus).
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C17H34N4O10
Net Charge 0
Average Mass 454.47270
Monoisotopic Mass 454.227
InChI InChI=1S/C17H34N4O10/c18-2-6-10(24)12(26)8(21)16(28-6)30-14-5(20)1-4(19)9(23)15(14)31-17-13(27)11(25)7(3-22)29-17/h4-17,22-27H,1-3,18-21H2/t4-,5+,6-,7-,8-,9+,10-,11-,12-,13-,14-,15-,16-,17+/m1/s1
InChIKey NSKGQURZWSPSBC-VVPCINPTSA-N
SMILES [H][C@]1(O[C@H](CO)[C@@H](O)[C@H]1O)O[C@@H]1[C@@H](O)[C@H](N)C[C@H](N)[C@H]1O[C@H]1O[C@H](CN)[C@@H](O)[C@H](O)[C@H]1N
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via carbohydrate-containing antibiotic )
antibacterial drug
A drug used to treat or prevent bacterial infections.
Application(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
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ChEBI Ontology
Outgoing ribostamycin (CHEBI:45257) has role antibacterial drug (CHEBI:36047)
ribostamycin (CHEBI:45257) has role antimicrobial agent (CHEBI:33281)
ribostamycin (CHEBI:45257) has role metabolite (CHEBI:25212)
ribostamycin (CHEBI:45257) is a amino cyclitol glycoside (CHEBI:22479)
ribostamycin (CHEBI:45257) is a aminoglycoside antibiotic (CHEBI:22507)
ribostamycin (CHEBI:45257) is conjugate base of ribostamycin(4+) (CHEBI:65028)
Incoming 5''-phosphoribostamycin (CHEBI:65113) has functional parent ribostamycin (CHEBI:45257)
ribostamycin(4+) (CHEBI:65028) is conjugate acid of ribostamycin (CHEBI:45257)
IUPAC Name
(1R,2R,3R,4R,6S)-4,6-diamino-3-hydroxy-2-(β-D-ribofuranosyloxy)cyclohexyl 2,6-diamino-2,6-dideoxy-α-D-glucopyranoside
INNs Sources
ribostamicina WHO MedNet
ribostamycin WHO MedNet
ribostamycine WHO MedNet
ribostamycinum WHO MedNet
Synonyms Sources
antibiotic SF 733 ChemIDplus
RIBOSTAMYCIN PDBeChem
ribostamycin A ChEBI
SF-733 ChEBI
Vistamycin KEGG COMPOUND
Manual Xrefs Databases
3526 DrugCentral
C00018782 KNApSAcK
C01759 KEGG COMPOUND
CPD-14143 MetaCyc
D08478 KEGG DRUG
DB03615 DrugBank
DE1814735 Patent
Ribostamycin Wikipedia
RIO PDBeChem
US3661892 Patent
US3799842 Patent
View more database links
Registry Numbers Types Sources
1357280 Reaxys Registry Number Reaxys
25546-65-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11741285 PubMed citation Europe PMC
1551291 PubMed citation Europe PMC
4782052 PubMed citation Europe PMC
4792382 PubMed citation Europe PMC
5521353 PubMed citation Europe PMC
7241802 PubMed citation Europe PMC
779802 PubMed citation Europe PMC
Last Modified
22 February 2017