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Ribostamycin

Ribostamycin structure

CAS No:
25546-65-0
Formula:
C17H34N4O10
Chemical Name:
Ribostamycin
Synonyms:
D-Streptamine,O-2,6-diamino-2,6-dideoxy-α-D-glucopyranosyl-(1→4)-O-[β-D-ribofuranosyl-(1→5)]-2-deoxy-;O-2,6-Diamino-2,6-dideoxy-α-D-glucopyranosyl-(1→4)-O-[β-D-ribofuranosyl-(1→5)]-2-deoxy-D-streptamine;Antibiotic SF 733;Vistamycin;Ribostamycin;SF 733;Hetangmycin;Dekamycin IV;NSC 138925;52049-86-2
Categories:
Active Pharmaceutical Ingredients > Antibiotics

Description

ChEBI: 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 attache at position 2. It is an antibiotic produced by Streptomyces ribosidificus (formerly S. thermoflavus).

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+).|Ribostamycin is an aminoglycoside antibiotic isolated from Streptomyces ribosidificus listed as one of the World Health Organization's critically important antimicrobials.|Ribostamycin is an aminoglycoside antibiotic isolated from Streptomyces ribosidificus.|A broad-spectrum antimicrobial isolated from Streptomyces ribosifidicus.

Ribostamycin Basic Attributes

Molecular Weight：

552.55

Exact Mass：

454.47

EC Number：

247-091-5

UNII：

2Q5JOU7T53

DSSTox ID：

DTXSID6048541

NCI Thesaurus Code：

C90639

ATC Code：

J - Antiinfectives for systemic use

Characteristics

PSA：

345.36000

XLogP3：

-6.3

Density：

1.1751 (rough estimate)

Melting Point：

193.5 °C

Refractive Index：

1.662

Storage Conditions：

2-8°C

Specific rotation：

D23 +42°

Dissociation Constants：

7.7

Safety Information

wgk germany：

hazard class code：

61-20/21/22

safety instructions：

53-22-36/37/39-45

RTECS Number：

WK2300000

Marks：

Drug Information

MeSH：

Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)

Mechanism of Action：

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. However, their exact mechanism of action is not fully known.

MeSH Entry Terms：

Ribostamycin

Computed Properties

Molecular Weight:454.5
XLogP3:-6.3
Hydrogen Bond Donor Count:10
Hydrogen Bond Acceptor Count:14
Rotatable Bond Count:6
Exact Mass:454.22749329
Monoisotopic Mass:454.22749329
Topological Polar Surface Area:262
Heavy Atom Count:31
Complexity:593
Defined Atom Stereocenter Count:14
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes