Structure via PubChem · Public domain (PubChem)
ribostamycin
Sign in to saveRibostamycin is an aminoglycoside-aminocyclitol antibiotic isolated from a streptomycete, Streptomyces ribosidificus, originally identified in a soil sample from Tsu City of Mie Prefecture in Japan. It is made up of 3 ring subunits: 2-deoxystreptamine (DOS), neosamine C, and ribose. Ribostamycin, along with other aminoglycosides with the DOS subunit, is an important broad-spectrum antibiotic with important use against human immunodeficiency virus and is considered a critically important antimicrobial by the World Health Organization., Resistance against aminoglycoside antibiotics, such as ribo
Chemical data
- Formula
- C17H34N4O10
- Molecular weight
- 454.5 g/mol
- IUPAC name
- 5-amino-2-(aminomethyl)-6-[4,6-diamino-2-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxycyclohexyl]oxyoxane-3,4-diol
- SMILES
- C1C(C(C(C(C1N)OC2C(C(C(C(O2)CN)O)O)N)OC3C(C(C(O3)CO)O)O)O)N
- InChIKey
- NSKGQURZWSPSBC-UHFFFAOYSA-N
- XLogP
- -6.3
- Polar surface area
- 262 Ų
- H-bond donors
- 10
- H-bond acceptors
- 14
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
211 papers- Characterization of ribostamycin and its impurities using a nano-quantity analyte detector: Systematic comparison of performance among three different aerosol detectors.Talanta · 2024
- Biosynthesis of ribostamycin derivatives by reconstitution and heterologous expression of required gene sets.Applied biochemistry and biotechnology · 2011
- Synthesis of (+)-ribostamycin by catalytic, enantioselective hydroamination of benzene.Nature synthesis · 2022
- Pharmacokinetics of ribostamycin in paediatric patients.Clinical pharmacokinetics · 1992
- Ribostamycin inhibits the chaperone activity of protein disulfide isomerase.Biochemical and biophysical research communications · 2001
via PubMed
Wikidata facts
- Mass
- 454.2274932879999
Show 4 more facts
- chemical formula
- C₁₇H₃₄N₄O₁₀
- canonical SMILES
- C1C(C(C(C(C1N)OC2C(C(C(C(O2)CN)O)O)N)OC3C(C(C(O3)CO)O)O)O)N
- subject has role
- antibiotic
- isomeric SMILES
- C1[C@H]([C@@H]([C@H]([C@@H]([C@H]1N)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CN)O)O)N)O[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)O)N
Sources (3)
via Wikidata · CC0
~3 min read
Encyclopedic overview
2 sectionsContents
- Biosynthesis
- References
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| tradename = | Drugs.com = | pregnancy_AU = | pregnancy_US = | pregnancy_category = | legal_AU = | legal_CA = | legal_UK = | legal_US = | legal_status = | routes_of_administration =
Excerpted from Wikipedia’s “ribostamycin” article, available under the CC BY-SA 4.0 licence.