Page last updated: 2024-12-08

2-deoxystreptamine

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Description

2-deoxystreptamine: RN given refers to parent cpd; structure. [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

2-deoxystreptamine : An amino cyclitol consisting of scyllo-inositol with the hydroxy groups at positions 1 and 3 replaced by unsubstituted amino groups and that at position 2 replaced by hydrogen. [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 SourceID
PubMed CID203443
CHEMBL ID264001
CHEBI ID28295
SCHEMBL ID133955
MeSH IDM0050345

Synonyms (30)

Synonym
4,6-diamino-1,2,3-cyclohexanetriol
CHEBI:28295 ,
(1r,2r,3s,4r,6s)-4,6-diaminocyclohexane-1,2,3-triol
C02627
2037-48-1
2-deoxystreptamine
nsc-156938
2-desoxystreptamine
deoxystreptamine
streptamine, 2-deoxy-
pa2 ,
ge2 ,
1,2,3-cyclohexanetriol, 4,6-diamino-
nsc 156938
CHEMBL264001
(1r,3s,4r,6s)-4,6-diaminocyclohexane-1,2,3-triol
AKOS006276651
unii-m88vd0x96m
m88vd0x96m ,
streptamine, deoxy-
2-deoxystreptamine [mi]
gentamicin sulfate impurity e [ep impurity]
SCHEMBL133955
2-desoxystreptamin
DTFAJAKTSMLKAT-JDCCYXBGSA-N
(1s*,3r*,4s*,6r*)-4,6-diamino-cyclohexane-1,2,3-triol
(1s,3r,4s,6r)-4,6-diaminocyclohexane-1,2,3-triol
DTFAJAKTSMLKAT-KFJBKXNJSA-N
DTXSID70942529
Q27103617
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (21)

Assay IDTitleYearJournalArticle
AID1854064Inhibition of 5'FAM-labeled and 3'DAB-labeled Precursor microRNA-372 (unknown origin) assessed as inhibition of Dicer-induced pre-miR-372 cleavage by measuring fluorescence incubated for 4 hrs in presence of human recombinant Dicer by FRET Dicer assay2022RSC medicinal chemistry, Mar-23, Volume: 13, Issue:3
Development of 2-deoxystreptamine-nucleobase conjugates for the inhibition of oncogenic miRNA production.
AID288159Antimicrobial activity against Micrococcus luteus ATCC 9341 at 15 mg/ml after 24 hrs by micro dilution method2007Bioorganic & medicinal chemistry, Jun-01, Volume: 15, Issue:11
Aminoglycoside antibiotic derivatives: preparation and evaluation of toxicity on cochlea and vestibular tissues and antimicrobial activity.
AID375072Binding affinity to Escherichia coli 16S ribosomal 27-nucleotide A-site RNA by ID imino spectrum based NMR spectroscopy2009Journal of medicinal chemistry, Jun-25, Volume: 52, Issue:12
Design and implementation of an ribonucleic acid (RNA) directed fragment library.
AID375065Displacement of gentamycin from Escherichia coli 16S ribosomal 27-nucleotide A-site RNA by water Logsy NMR spectroscopy based competitive displacement assay2009Journal of medicinal chemistry, Jun-25, Volume: 52, Issue:12
Design and implementation of an ribonucleic acid (RNA) directed fragment library.
AID288156Ototoxicity assessed as cochlear inner cells damage in Albino guinea pig with transtympanic application in right ear relative to left ear control2007Bioorganic & medicinal chemistry, Jun-01, Volume: 15, Issue:11
Aminoglycoside antibiotic derivatives: preparation and evaluation of toxicity on cochlea and vestibular tissues and antimicrobial activity.
AID288163Antimicrobial activity against Pseudomonas aeruginosa ATCC 27853 at 15 mg/ml after 24 hrs by micro dilution method2007Bioorganic & medicinal chemistry, Jun-01, Volume: 15, Issue:11
Aminoglycoside antibiotic derivatives: preparation and evaluation of toxicity on cochlea and vestibular tissues and antimicrobial activity.
AID65060Concentration required for half maximum rate of enhanced [3H]DHS (Dihydrostreptomycin) uptake in Escherichia coli K12 (ATCC 25868)was estimated from dose-response curves1987Journal of medicinal chemistry, Feb, Volume: 30, Issue:2
Comparison of aminoglycoside antibiotics with respect to uptake and lethal activity in Escherichia coli.
AID288161Antimicrobial activity against Staphylococcus epidermidis ATCC 12228 at 15 mg/ml after 24 hrs by micro dilution method2007Bioorganic & medicinal chemistry, Jun-01, Volume: 15, Issue:11
Aminoglycoside antibiotic derivatives: preparation and evaluation of toxicity on cochlea and vestibular tissues and antimicrobial activity.
AID288157Ototoxicity assessed as cochlear outer cells damage in Albino guinea pig with transtympanic application in right ear relative to left ear control2007Bioorganic & medicinal chemistry, Jun-01, Volume: 15, Issue:11
Aminoglycoside antibiotic derivatives: preparation and evaluation of toxicity on cochlea and vestibular tissues and antimicrobial activity.
AID2936Binding affinity against bacterial 16S rRNA using mass spectrometry based assay2003Bioorganic & medicinal chemistry letters, Nov-17, Volume: 13, Issue:22
Synthesis of linked carbohydrates and evaluation of their binding for 16S RNA by mass spectrometry.
AID198268In vitro inhibition of decoding site of bacterial rRNA (within the 30S ribosomal subunit) encoding luciferase reporter in transcription-translation assay2002Bioorganic & medicinal chemistry letters, Dec-02, Volume: 12, Issue:23
Novel 2,5-dideoxystreptamine derivatives targeting the ribosomal decoding site RNA.
AID65067Percent killing of the total Escherichia coli K12 (ATCC 25868)cells at the C50 concentration was determined.1987Journal of medicinal chemistry, Feb, Volume: 30, Issue:2
Comparison of aminoglycoside antibiotics with respect to uptake and lethal activity in Escherichia coli.
AID375069Displacement of gentamycin from Escherichia coli 16S ribosomal 27-nucleotide A-site RNA by T2 filter NMR spectroscopy based competitive displacement assay2009Journal of medicinal chemistry, Jun-25, Volume: 52, Issue:12
Design and implementation of an ribonucleic acid (RNA) directed fragment library.
AID288162Antimicrobial activity against Escherichia coli ATCC 25922 at 15 mg/ml after 24 hrs by micro dilution method2007Bioorganic & medicinal chemistry, Jun-01, Volume: 15, Issue:11
Aminoglycoside antibiotic derivatives: preparation and evaluation of toxicity on cochlea and vestibular tissues and antimicrobial activity.
AID288160Antimicrobial activity against Staphylococcus aureus ATCC 6538 at 15 mg/ml after 24 hrs by micro dilution method2007Bioorganic & medicinal chemistry, Jun-01, Volume: 15, Issue:11
Aminoglycoside antibiotic derivatives: preparation and evaluation of toxicity on cochlea and vestibular tissues and antimicrobial activity.
AID229245Percent of interaction with wheat germ tRNA (type V) at a concentration of 35 uM2001Bioorganic & medicinal chemistry letters, Apr-23, Volume: 11, Issue:8
Study of aminoglycoside-nucleic acid interactions by an HPLC method.
AID65062Lethal dose required to kill 90% of the Escherichia coli K12 (ATCC 25868) cell population1987Journal of medicinal chemistry, Feb, Volume: 30, Issue:2
Comparison of aminoglycoside antibiotics with respect to uptake and lethal activity in Escherichia coli.
AID288158Ototoxicity assessed as vestibular damage in Albino guinea pig with transtympanic application in right ear relative to left ear control2007Bioorganic & medicinal chemistry, Jun-01, Volume: 15, Issue:11
Aminoglycoside antibiotic derivatives: preparation and evaluation of toxicity on cochlea and vestibular tissues and antimicrobial activity.
AID65071Estimated rate of [3H]DHS uptake in Escherichia coli K12 (ATCC 25868)1987Journal of medicinal chemistry, Feb, Volume: 30, Issue:2
Comparison of aminoglycoside antibiotics with respect to uptake and lethal activity in Escherichia coli.
AID1854058Binding affinity to 5'FAM-labeled Precursor microRNA-372 (unknown origin) assessed as dissociation constant incubated for 4 hrs by fluorescence-based assay2022RSC medicinal chemistry, Mar-23, Volume: 13, Issue:3
Development of 2-deoxystreptamine-nucleobase conjugates for the inhibition of oncogenic miRNA production.
AID1854063Inhibition of Precursor microRNA-372 in human HEK293 cell lysate assessed as inhibition of Dicer-induced pre-miR-372 maturation by measuring fluorescence incubated for 4 hrs by FRET Dicer assay2022RSC medicinal chemistry, Mar-23, Volume: 13, Issue:3
Development of 2-deoxystreptamine-nucleobase conjugates for the inhibition of oncogenic miRNA production.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (86)

TimeframeStudies, This Drug (%)All Drugs %
pre-199012 (13.95)18.7374
1990's12 (13.95)18.2507
2000's41 (47.67)29.6817
2010's19 (22.09)24.3611
2020's2 (2.33)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 35.15

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 strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index35.15 (24.57)
Research Supply Index4.47 (2.92)
Research Growth Index4.78 (4.65)
Search Engine Demand Index39.50 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (35.15)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews8 (9.30%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other78 (90.70%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]