U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C17H34N4O10.H2O4S
Molecular Weight 552.551
Optical Activity UNSPECIFIED
Defined Stereocenters 14 / 14
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of RIBOSTAMYCIN SULFATE

SMILES

OS(O)(=O)=O.[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=RTCDDYYZMGGHOE-YMSVYGIHSA-N
InChI=1S/C17H34N4O10.H2O4S/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;1-5(2,3)4/h4-17,22-27H,1-3,18-21H2;(H2,1,2,3,4)/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

Molecular Formula H2O4S
Molecular Weight 98.078
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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 19:05:27 GMT 2023
Edited
by admin
on Fri Dec 15 19:05:27 GMT 2023
Record UNII
QFN1QU7PEN
Record Status Validated (UNII)
Record Version
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Name Type Language
RIBOSTAMYCIN SULFATE
MI   WHO-DD  
Common Name English
NSC-758642
Code English
RIBOSTAMIN
Brand Name English
O-2,6-DIAMINO-2,6-DIDEOXY-.ALPHA.-D-GLUCOPYRANOSYL-(1->4)-O-(.BETA-D-RIBOFURANOSYL-(1->5))-2-DEOXY-D-STREPTAMINE SULFATE
Common Name English
RIBOSTAMYCIN SULFATE [JAN]
Common Name English
RIBOSTAMYCIN SULFATE [MI]
Common Name English
MANDAMYCINE
Brand Name English
LANDAMYCINE
Brand Name English
VISTAMYCIN SULFATE
Brand Name English
VISTAMYCIN
Common Name English
IBISTACIN
Brand Name English
Ribostamycin sulfate [WHO-DD]
Common Name English
Code System Code Type Description
EVMPD
SUB04244MIG
Created by admin on Fri Dec 15 19:05:27 GMT 2023 , Edited by admin on Fri Dec 15 19:05:27 GMT 2023
PRIMARY
DRUG BANK
DBSALT002372
Created by admin on Fri Dec 15 19:05:27 GMT 2023 , Edited by admin on Fri Dec 15 19:05:27 GMT 2023
PRIMARY
SMS_ID
100000085271
Created by admin on Fri Dec 15 19:05:27 GMT 2023 , Edited by admin on Fri Dec 15 19:05:27 GMT 2023
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EPA CompTox
DTXSID8045480
Created by admin on Fri Dec 15 19:05:27 GMT 2023 , Edited by admin on Fri Dec 15 19:05:27 GMT 2023
PRIMARY
NSC
758642
Created by admin on Fri Dec 15 19:05:27 GMT 2023 , Edited by admin on Fri Dec 15 19:05:27 GMT 2023
PRIMARY
CHEBI
10003
Created by admin on Fri Dec 15 19:05:27 GMT 2023 , Edited by admin on Fri Dec 15 19:05:27 GMT 2023
PRIMARY
MERCK INDEX
m9600
Created by admin on Fri Dec 15 19:05:27 GMT 2023 , Edited by admin on Fri Dec 15 19:05:27 GMT 2023
PRIMARY Merck Index
PUBCHEM
656837
Created by admin on Fri Dec 15 19:05:27 GMT 2023 , Edited by admin on Fri Dec 15 19:05:27 GMT 2023
PRIMARY
CHEBI
45257
Created by admin on Fri Dec 15 19:05:27 GMT 2023 , Edited by admin on Fri Dec 15 19:05:27 GMT 2023
PRIMARY
CAS
53797-35-6
Created by admin on Fri Dec 15 19:05:27 GMT 2023 , Edited by admin on Fri Dec 15 19:05:27 GMT 2023
PRIMARY
ChEMBL
CHEMBL221572
Created by admin on Fri Dec 15 19:05:27 GMT 2023 , Edited by admin on Fri Dec 15 19:05:27 GMT 2023
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FDA UNII
QFN1QU7PEN
Created by admin on Fri Dec 15 19:05:27 GMT 2023 , Edited by admin on Fri Dec 15 19:05:27 GMT 2023
PRIMARY
ECHA (EC/EINECS)
258-783-1
Created by admin on Fri Dec 15 19:05:27 GMT 2023 , Edited by admin on Fri Dec 15 19:05:27 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE