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Details

Stereochemistry ABSOLUTE
Molecular Formula C17H34N4O10
Molecular Weight 454.4727
Optical Activity UNSPECIFIED
Defined Stereocenters 14 / 14
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of RIBOSTAMYCIN

SMILES

[H][C@@]3(O[C@@H]1[C@@H](O)[C@H](N)C[C@H](N)[C@H]1O[C@@]2([H])O[C@H](CN)[C@@H](O)[C@H](O)[C@H]2N)O[C@H](CO)[C@@H](O)[C@H]3O

InChI

InChIKey=NSKGQURZWSPSBC-VVPCINPTSA-N
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

HIDE SMILES / InChI

Molecular Formula C17H34N4O10
Molecular Weight 454.4727
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 14 / 14
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: description was created based on several sources, including: http://www.kegg.jp/medicus-bin/japic_med_product?id=00052067 | http://www.rad-ar.or.jp/siori/english/kekka.cgi?n=35691

Ribostamycin sulfate is an aminoglycoside-aminocyclitol antibiotic isolated from a streptomycete. It 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. Aminoglycosides work by binding to the bacterial 30S ribosomal subunit (some work by binding to the 50S subunit), inhibiting the translocation of the peptidyl-tRNA from the A-site to the P-site and also causing misreading of mRNA, leaving the bacterium unable to synthesize proteins vital to its growth. Ribostamycin is usually used to treat sepsis, superficial skin infection, deep skin infection, lymphangitis/lymphadenitis, chronic pyoderma, osteomyelitis, pharyngitis/laryngitis, tonsillitis, acute bronchitis, pneumonia, pulmonary abscess, pyothorax, secondary infection in chronic respiratory lesions, cystitis, pyelonephritis, gonococcal infection, peritonitis, cholecystitis, dacryocystitis, keratitis (including corneal ulcer), otitis media, sinusitis and gnathitis. The most commonly reported adverse reactions include renal dysfunction, liver disorder and rash.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P07237
Gene ID: 5034.0
Gene Symbol: P4HB
Target Organism: Homo sapiens (Human)
0.32 mM [Kd]
Target ID: Calcium-activated potassium channel
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
vistamycin

Approved Use

It is usually used to treat sepsis, superficial skin infection, deep skin infection, lymphangitis/lymphadenitis, chronic pyoderma, osteomyelitis, pharyngitis/laryngitis, tonsillitis, acute bronchitis, pneumonia, pulmonary abscess, pyothorax, secondary infection in chronic respiratory lesions, cystitis, pyelonephritis, gonococcal infection, peritonitis, cholecystitis, dacryocystitis, keratitis (including corneal ulcer), otitis media, sinusitis and gnathitis.
Curative
Vistamycin

Approved Use

It is usually used to treat sepsis, superficial skin infection, deep skin infection, lymphangitis/lymphadenitis, chronic pyoderma, osteomyelitis, pharyngitis/laryngitis, tonsillitis, acute bronchitis, pneumonia, pulmonary abscess, pyothorax, secondary infection in chronic respiratory lesions, cystitis, pyelonephritis, gonococcal infection, peritonitis, cholecystitis, dacryocystitis, keratitis (including corneal ulcer), otitis media, sinusitis and gnathitis.
Curative
Vistamycin

Approved Use

It is usually used to treat sepsis, superficial skin infection, deep skin infection, lymphangitis/lymphadenitis, chronic pyoderma, osteomyelitis, pharyngitis/laryngitis, tonsillitis, acute bronchitis, pneumonia, pulmonary abscess, pyothorax, secondary infection in chronic respiratory lesions, cystitis, pyelonephritis, gonococcal infection, peritonitis, cholecystitis, dacryocystitis, keratitis (including corneal ulcer), otitis media, sinusitis and gnathitis.
Curative
Vistamycin

Approved Use

It is usually used to treat sepsis, superficial skin infection, deep skin infection, lymphangitis/lymphadenitis, chronic pyoderma, osteomyelitis, pharyngitis/laryngitis, tonsillitis, acute bronchitis, pneumonia, pulmonary abscess, pyothorax, secondary infection in chronic respiratory lesions, cystitis, pyelonephritis, gonococcal infection, peritonitis, cholecystitis, dacryocystitis, keratitis (including corneal ulcer), otitis media, sinusitis and gnathitis.
PubMed

PubMed

TitleDatePubMed
Studies on antibiotic SF-733, a new antibiotic. I. Taxonomy, isolation and characterization.
1970 Mar
[Therapeutic effects of ribostamycin in postoperative antibiotic treatment. Comparisons and results].
1981 Aug 15-31
In vitro and in vivo susceptibility of atypical mycobacteria to various drugs.
1981 Sep-Oct
[Ribostamycin use in otomastoiditis].
1983 Jul-Aug
Screening for new compounds with antiherpes activity.
1984 Oct
Nephrotoxicity of dactimicin, a novel pseudo-disaccharide aminoglycoside possessing the N-formimidoyl group, compared with that of astromicin, amikacin and other aminoglycoside antibiotics in animals.
1989
Small molecules that selectively block RNA binding of HIV-1 Rev protein inhibit Rev function and viral production.
1993 Sep 24
Patents

Sample Use Guides

In Vivo Use Guide
Curator's Comment: http://www.ncbi.nlm.nih.gov/pubmed/7290416
1000-2000 mg is injected intramuscularly in 1 or 2 divided doses a day. The treatment period with this medicine is determined based on symptoms.
Route of Administration: Intramuscular
The in vitro susceptibility profile of Borrelia burgdorferi was investigated. Minimal inhibitory concentrations (MICs) and minimal borreliacidal concentrations (MBCs) were measured using a standardised colorimetric microdilution method and conventional subculture experiments. Borreliae proved to be resistant to ribostamycin (MIC(90), 32 mg/l)
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:20:38 UTC 2023
Edited
by admin
on Fri Dec 15 16:20:38 UTC 2023
Record UNII
2Q5JOU7T53
Record Status Validated (UNII)
Record Version
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Name Type Language
RIBOSTAMYCIN
INN   MI   WHO-DD  
INN  
Official Name English
ribostamycin [INN]
Common Name English
O-2,6-DIAMINO-2,6-DIDEOXY-.ALPHA.-D-GLUCOPYRANOSYL-(1->4)-O-(.BETA.-D-RIBOFURANOSYL-(1->5))-2-DEOXYSTREPTAMINE
Common Name English
RIBOSTAMYCIN [MI]
Common Name English
D-STREPTAMINE, O-2,6-DIAMINO-2,6-DIDEOXY-.ALPHA.-D-GLUCOPYRANOSYL-(1->4)-O-(.BETA.-D-RIBOFURANOSYL-(1->5))-2-DEOXY-
Common Name English
Ribostamycin [WHO-DD]
Common Name English
NSC-138925
Code English
Classification Tree Code System Code
NCI_THESAURUS C2363
Created by admin on Fri Dec 15 16:20:38 UTC 2023 , Edited by admin on Fri Dec 15 16:20:38 UTC 2023
WHO-VATC QJ01GB10
Created by admin on Fri Dec 15 16:20:38 UTC 2023 , Edited by admin on Fri Dec 15 16:20:38 UTC 2023
WHO-ATC J01GB10
Created by admin on Fri Dec 15 16:20:38 UTC 2023 , Edited by admin on Fri Dec 15 16:20:38 UTC 2023
Code System Code Type Description
NCI_THESAURUS
C90639
Created by admin on Fri Dec 15 16:20:38 UTC 2023 , Edited by admin on Fri Dec 15 16:20:38 UTC 2023
PRIMARY
PUBCHEM
33042
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PRIMARY
ECHA (EC/EINECS)
247-091-5
Created by admin on Fri Dec 15 16:20:38 UTC 2023 , Edited by admin on Fri Dec 15 16:20:38 UTC 2023
PRIMARY
EVMPD
SUB10300MIG
Created by admin on Fri Dec 15 16:20:38 UTC 2023 , Edited by admin on Fri Dec 15 16:20:38 UTC 2023
PRIMARY
DRUG BANK
DB03615
Created by admin on Fri Dec 15 16:20:38 UTC 2023 , Edited by admin on Fri Dec 15 16:20:38 UTC 2023
PRIMARY
ChEMBL
CHEMBL221572
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PRIMARY
CHEBI
65028
Created by admin on Fri Dec 15 16:20:38 UTC 2023 , Edited by admin on Fri Dec 15 16:20:38 UTC 2023
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WIKIPEDIA
Ribostamycin
Created by admin on Fri Dec 15 16:20:38 UTC 2023 , Edited by admin on Fri Dec 15 16:20:38 UTC 2023
PRIMARY
MESH
D012271
Created by admin on Fri Dec 15 16:20:38 UTC 2023 , Edited by admin on Fri Dec 15 16:20:38 UTC 2023
PRIMARY
INN
3197
Created by admin on Fri Dec 15 16:20:38 UTC 2023 , Edited by admin on Fri Dec 15 16:20:38 UTC 2023
PRIMARY
SMS_ID
100000080557
Created by admin on Fri Dec 15 16:20:38 UTC 2023 , Edited by admin on Fri Dec 15 16:20:38 UTC 2023
PRIMARY
MERCK INDEX
m9600
Created by admin on Fri Dec 15 16:20:38 UTC 2023 , Edited by admin on Fri Dec 15 16:20:38 UTC 2023
PRIMARY Merck Index
CAS
25546-65-0
Created by admin on Fri Dec 15 16:20:38 UTC 2023 , Edited by admin on Fri Dec 15 16:20:38 UTC 2023
PRIMARY
CHEBI
45257
Created by admin on Fri Dec 15 16:20:38 UTC 2023 , Edited by admin on Fri Dec 15 16:20:38 UTC 2023
PRIMARY
DRUG CENTRAL
3526
Created by admin on Fri Dec 15 16:20:38 UTC 2023 , Edited by admin on Fri Dec 15 16:20:38 UTC 2023
PRIMARY
NSC
138925
Created by admin on Fri Dec 15 16:20:38 UTC 2023 , Edited by admin on Fri Dec 15 16:20:38 UTC 2023
PRIMARY
EPA CompTox
DTXSID6048541
Created by admin on Fri Dec 15 16:20:38 UTC 2023 , Edited by admin on Fri Dec 15 16:20:38 UTC 2023
PRIMARY
FDA UNII
2Q5JOU7T53
Created by admin on Fri Dec 15 16:20:38 UTC 2023 , Edited by admin on Fri Dec 15 16:20:38 UTC 2023
PRIMARY
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