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R2255

Sigma-Aldrich

Ribostamycin sulfate salt

Synonym(s):

Vistamycin Sulfate

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About This Item

Empirical Formula (Hill Notation):
C17H34N4O10
CAS Number:
53797-35-6
Molecular Weight:
454.47
EC Number:
258-783-1
MDL number:
MFCD00057496
UNSPSC Code:
51281664
PubChem Substance ID:
329824015
NACRES:
NA.85

form

powder

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

mode of action

protein synthesis | interferes

storage temp.

2-8°C

SMILES string

OS(O)(=O)=O.NC[C@@H]1O[C@@H](O[C@H]2[C@H](N)C[C@H](N)[C@@H](O)[C@@H]2O[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)[C@@H](N)[C@H](O)[C@H]1O

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-;/m0./s1

InChI key

RTCDDYYZMGGHOE-NMMMDEJWSA-N

General description

Chemical structure: aminoglycoside

Application

Ribostamycin is a broad-spectrum antimicrobial isolated from Streptomyces ribosifidicus. It is used in pharmacokinetic and nephrotoxicity studies.

Biochem/physiol Actions

Aminoglycosides, such as ribostamycin, bind to the bacterial 30S and 50S ribosomal subunit, which inhibits the translocation of the peptidyl-tRNA from the A-site to the P-site. This causes misreading of mRNA which makes bacteria unable to make essential proteins. It also inhibits the chaperone activity of protein disulfide isomerase (PDI).

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Repr. 1B

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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S L Zhou et al.
Clinical pharmacokinetics, 22(2), 144-151 (1992-02-01)
In the present study, ribostamycin concentrations in serum were measured by microbiological assay in 20 paediatric patients aged 3 months to 11 years after intramuscular ribostamycin 10, 15 and 20 mg/kg. All pharmacokinetic parameters and statistical analyses were calculated by
I Kitasato et al.
Drugs under experimental and clinical research, 15(6-7), 273-289 (1989-01-01)
The nephrotoxicity of ribostamycin and gentamicin was compared by urinalysis using 18 parameters. When a dose of 40 mg/kg per day was administered intramuscularly to Fischer rats for 14 days, ribostamycin caused little change of parameters in urine volume, urine
Craig Knox et al.
Nucleic acids research, 39(Database issue), D1035-D1041 (2010-11-10)
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