Compound: ribostamycin
SMILES: O1[C@H](O[C@H]2[C@H](O[C@@H]3O[C@H](CO)[C@H]([C@H]3O)O)[C@@H](O)[C@H](N)C[C@@H]2N)[C@H](N)[C@@H](O)[C@@H]([C@H]1CN)O
InChIKey: NSKGQURZWSPSBC-VVPCINPTSA-N
Synonyms: ribostamycin, Vistamycin, 25546-65-0, Ribostamicina, Ribostamycine, Ribostamycinum, ribostamycin A, SF-733, SF 733, (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(1R,2R,3S,4R,6S)-4,6-diamino-2-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxycyclohexyl]oxyoxane-3,4-diol, 2Q5JOU7T53, NSC-138925, DTXSID6048541, CHEBI:45257, (1R,2R,3R,4R,6S)-4,6-diamino-3-hydroxy-2-(beta-D-ribofuranosyloxy)cyclohexyl 2,6-diamino-2,6-dideoxy-alpha-D-glucopyranoside, D-Streptamine, O-2,6-diamino-2,6-dideoxy-alpha-D-glucopyranosyl-(1-4)-O-(beta-D-ribofuranosyl-(1-5))-2-deoxy-, (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-((1R,2R,3S,4R,6S)-4,6-diamino-2-((2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)oxy-3-hydroxycyclohexyl)oxyoxane-3,4-diol, RefChem:179382, J01GB10, DTXCID401508627, SF733, 2-Deoxy-4-O-(2,6-diamino-2,6-dideoxy-alpha-D-glucopyranosyl)-5-O-(beta-D-ribofuranosyl)-streptamine, 247-091-5, Hetangmycin, Xylostatin, Antibiotic SF 733, Ribastamin, Dekamycin IV, Bu 1709, NSC138925, Ribostamycin (INN), (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-{[(1R,2R,3S,4R,6S)-4,6-diamino-2-{[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-3-hydroxycyclohexyl]oxy}oxane-3,4-diol, RIBOSTAMYCIN [INN], Ribostamycin [INN:BAN], Ribostamycine [INN-French], Ribostamycinum [INN-Latin], Ribostamicina [INN-Spanish], (1R,2R,3S,4R,6S)-4,6-diamino-3-hydroxy-2-(beta-D-ribofuranosyloxy)cyclohexyl 2,6-diamino-2,6-dideoxy-alpha-D-glucopyranoside, (2R,3S,4R,5R,6R)-5-Amino-2-(aminomethyl)-6-(((1R,2R,3S,4R,6S)-4,6-diamino-2-(((2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-3-hydroxycyclohexyl)oxy)tetrahydro-2H-pyran-3,4-diol, EINECS 247-091-5, NSC 138925, BRN 1357280, UNII-2Q5JOU7T53, RIO, Ribostamycin; Vistamycin, RIBOSTAMYCIN [MI], RIBOSTAMYCIN [WHO-DD], CHEMBL221572, orb1983124, SCHEMBL1649929, GTPL12161, EBC-27139, DB03615, D-Streptamine, O-2,6-diamino-2,6-dideoxy-alpha-D-glucopyranosyl-(1-4)- O-(beta-D-ribofuranosyl-(1-5))-2-deoxy-, O-2,6-Diamino-2,6-dideoxy-alpha-D-glucopyranosyl-(1->4)-O-(beta-D-ribofuranosyl-(1->5))-2-deoxystreptamine, O-2,6-Diamino-2,6-dideoxy-alpha-D-glucopyranosyl-(1-4)-O-(beta-D-ribofuranosyl-(1-5))-2-deoxystreptamine, HY-142127, CS-0378913, NS00011533, C01759, D08478, EN300-19766281, BRD-K55188888-065-01-2, (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(1R,2R,3S,4R,6S)-4,6-diamino-2-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]oxy-3-hydroxy-cyclohexoxy]tetrahydropyran-3,4-diol, D-STREPTAMINE, O-2,6-DIAMINO-2,6-DIDEOXY-.ALPHA.-D-GLUCOPYRANOSYL-(1->4)-O-(.BETA.-D-RIBOFURANOSYL-(1->5))-2-DEOXY-, O-2,6-DIAMINO-2,6-DIDEOXY-.ALPHA.-D-GLUCOPYRANOSYL-(1->4)-O-(.BETA.-D-RIBOFURANOSYL-(1->5))-2-DEOXYSTREPTAMINE, O-2,6-Diamino-2,6-dideoxy-.alpha.-D-glucopyranosyl-(1->4)-O-[.beta.-D-ribofuranosyl-(1->5)]-2-deoxy-D-streptamine
Theoretical properties:
molecular_formula: C17H34N4O10
molecular_weight: 454.5 g/mol
exact_mass: 454.22749329 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 10
hydrogen_bond_acceptor_count: 14
rotatable_bond_count: 6
heavy_atom_count: 31
topological_polar_surface_area: 262 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Ribostamycin is an amino cyclitol glycoside that is 4,6-diaminocyclohexane-1,2,3-triol having a 2,6-diamino-2,6-dideoxy-alpha-D-glucosyl residue attached at position 1 and a beta-D-ribosyl residue attached at position 2. It is an antibiotic produced by Streptomyces ribosidificus (formerly S. thermoflavus). It has a role as a metabolite, an antimicrobial agent and an antibacterial drug. It is an amino cyclitol glycoside and an aminoglycoside antibiotic. It is a conjugate base of a ribostamycin(4+).
chebi: An amino cyclitol glycoside that is 4,6-diaminocyclohexane-1,2,3-triol having a 2,6-diamino-2,6-dideoxy-α-<small>D</small>-glucosyl residue attached at position 1 and a β-<small>D</small>-ribosyl residue attached at position 2. It is an antibiotic produced by <em>Streptomyces ribosidificus</em> (formerly <em>S. thermoflavus</em>).
chembl: RIBOSTAMYCIN is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Ribostamycin 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 ribostamycin, is a growing concern. The resistant bacteria contain enzymes that modify the structure through phosphorylation, adenylation, and acetylation and prevent the antibiotic from being able to interact with the bacterial ribosomal RNAs.