Page last updated: 2024-11-05
hydroxystreptomycin
Description
Hydroxystreptomycin is a semisynthetic aminoglycoside antibiotic derived from streptomycin. It is produced by chemical modification of streptomycin, specifically by introducing a hydroxyl group at the C-5 position of the streptidine moiety. Hydroxystreptomycin exhibits enhanced activity against certain bacterial strains, particularly Mycobacterium tuberculosis, compared to its parent compound, streptomycin. Its mechanism of action involves binding to the 16S rRNA of bacterial ribosomes, interfering with protein synthesis and ultimately leading to bacterial cell death. Hydroxystreptomycin has been clinically used for the treatment of tuberculosis, but its use has declined due to the emergence of resistance and the availability of newer, less toxic antibiotics. Research into hydroxystreptomycin has focused on understanding its mechanism of action, developing new strategies to overcome resistance, and exploring its potential applications in other areas, such as cancer therapy.'
hydroxystreptomycin: antibiotic from Streptomyces reticuli H 365 [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
5'-hydroxystreptomycin : A streptomycin bearing an additional hydroxy substituent at the 5'-position (on the furanose ring) [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]
Cross-References
ID Source | ID |
PubMed CID | 23267 |
CHEBI ID | 24750 |
SCHEMBL ID | 35700 |
MeSH ID | M0354875 |
Synonyms (21)
Synonym |
hydroxystreptomycin |
streptomycin c |
d-streptamine, o-2-deoxy-2-(methylamino)-alpha-l-glucopyranosyl-(1-2)-o-3-c-formyl-alpha-l-lyxofuranosyl-(1-4)-n,n'-bis(aminoiminomethyl)- |
d-streptamine, o-2-deoxy-2-(methylamino)-alpha-l-glucopyranosyl-(1-2)-o-3-c-formyl-alpha-l-lyxofuranosyl-(1-4)-n,n'-diamidino- |
2-[(1r,2r,3s,4r,5r,6s)-3-(diaminomethylideneamino)-4-[(2r,3r,4r,5s)-3-[(2s,3s,4s,5r,6s)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy-4-formyl-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2,5,6-trihydroxycyclohexyl]guanidine |
5'-hydroxystreptomycin |
C17571 |
1,1'-[(1r,2r,3s,4r,5r,6s)-4-({2-o-[2-deoxy-2-(methylamino)-alpha-l-glucopyranosyl]-3-c-formyl-alpha-l-lyxofuranosyl}oxy)-2,5,6-trihydroxycyclohexane-1,3-diyl]diguanidine |
6835-00-3 |
CHEBI:24750 |
qxr888i04o , |
unii-qxr888i04o |
SCHEMBL35700 |
reticulin (antibiotic) |
d-streptamine, o-2-deoxy-2-(methylamino)-.alpha.-l-glucopyranosyl-(1->2)-o-3-c-formyl-.alpha.-l-lyxofuranosyl-(1->4)-n1,n3-bis(aminoiminomethyl)- |
hydroxystreptomycin [mi] |
DTXSID20218483 |
o-2-deoxy-2-(methylamino)-alpha-l-glucopyranosyl-(1-2)-o-3-c-formyl-alpha-l-lyxofuranosyl-(1-4)-n,n'-bis(aminoiminomethyl)-d-streptamine |
Q27109853 |
1,1'-((1r,2r,3s,4r,5r,6s)-4-(((2r,3r,4r,5s)-3-(((2s,3s,4s,5r,6s)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)tetrahydro-2h-pyran-2-yl)oxy)-4-formyl-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-2,5,6-trihydroxycyclohexane-1,3-diyl)diguanidine |
AKOS040746907 |
Drug Classes (1)
Class | Description |
streptomycins | |
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res] |
Research
Studies (4)
Timeframe | Studies, This Drug (%) | All Drugs % |
pre-1990 | 4 (100.00) | 18.7374 |
1990's | 0 (0.00) | 18.2507 |
2000's | 0 (0.00) | 29.6817 |
2010's | 0 (0.00) | 24.3611 |
2020's | 0 (0.00) | 2.80 |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Market Indicators
Research Demand Index: 12.66
According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.
Metric | This Compound (vs All) |
---|
Research Demand Index | 12.66 (24.57) | Research Supply Index | 1.79 (2.92) | Research Growth Index | 4.45 (4.65) | Search Engine Demand Index | 0.00 (26.88) | Search Engine Supply Index | 0.00 (0.95) |
| |
Study Types
Publication Type | This drug (%) | All Drugs (%) |
Trials | 0 (0.00%) | 5.53% |
Reviews | 0 (0.00%) | 6.00% |
Case Studies | 0 (0.00%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Other | 5 (100.00%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |