2-Deoxystreptamine, Dihydrobromide - ≥97% , CAS No.84107-26-6

CAS: 84107-26-6 Cat. No.: D351531 Molecular Weight: 324.01 EC Number: 632-607-7

GRADE & PURITY ≥97%

Synonyms

Deoxystreptamine | 2-Deoxy-D-streptamine dihydrobromide | 2-Deoxystreptamine dihydrobromide | Streptamine, 2-deoxy-, dihydrobromide (9CI) | 4t,6t-Diamino-cyclohexan-1r,2t,3c-triol | 2-DOS · 2HBr | Streptamine, 2-deoxy-, hydrobromide (1:2)

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

2-Deoxystreptamine, Dihydrobromide acts as a structural core within the molecular framework of various aminocyclitol antibiotics, providing a foundational scaffold that is essential for the antibacterial activity of these compounds. Its presence is pivotal in the formation of complex molecular structures that interact with bacterial ribosomal RNA, thereby disrupting protein synthesis. This interaction specifically impedes the correct positioning of tRNA on the ribosome, a critical step in the translation process, leading to the inhibition of bacterial growth and proliferation. The mechanism of action of 2-Deoxystreptamine, Dihydrobromide, and its derivatives emphasizes its significance in research focused on understanding the nuances of bacterial resistance and the development of novel antibiotics. By studying this compound, researchers can gain insights into the structural requirements for antibacterial activity, paving the way for the synthesis of new antibiotics with enhanced efficacy against resistant bacterial strains.

Specifications

Synonyms

Deoxystreptamine | 2-Deoxy-D-streptamine dihydrobromide | 2-Deoxystreptamine dihydrobromide | Streptamine, 2-deoxy-, dihydrobromide (9CI) | 4t, 6t-Diamino-cyclohexan-1r, 2t, 3c-triol | 2-DOS · 2HBr | Streptamine, 2-deoxy-, hydrobromide (1:2)

Specifications & Purity

≥97%

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥97%

Names and Identifiers

• Canonical Smiles: C1C(C(C(C(C1N)O)O)O)N.Br.Br
• IUPAC Name: (1R,3S,4R,6S)-4,6-diaminocyclohexane-1,2,3-triol;dihydrobromide
• InChIKey: FQPOWLZRZNUTOR-IKNHPHTKSA-N
• INCHI: 1S/C6H14N2O3.2BrH/c7-2-1-3(8)5(10)6(11)4(2)9;;/h2-6,9-11H,1,7-8H2;2*1H/t2-,3+,4+,5-,6?
• Isomeric SMILES: C1[C@H]([C@@H](C([C@@H]([C@H]1N)O)O)O)N.Br.Br
• Alternate CAS: 2037-48-1（free base）
• Molecular Weight: 324.01
• Reaxy-Rn: 2205259
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2205259&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Alcohols and polyols
        • Level5 Cyclic alcohols and derivatives
          • Level6 Cyclitols and derivatives
            • Level7 Aminocyclitols and derivatives
              • Level8 Aminocyclitols

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Alcohols and polyols
• Intermediate Tree Nodes: Cyclic alcohols and derivatives - Cyclitols and derivatives - Aminocyclitols and derivatives
• Direct Parent: Aminocyclitols
• Alternative Parents: Cyclohexylamines Cyclohexanols 1,2-aminoalcohols Polyols Organopnictogen compounds Monoalkylamines Hydrocarbon derivatives Hydrobromides
• Molecular Framework: Aliphatic homomonocyclic compounds
• Substituents: Aminocyclitol - Cyclohexylamine - Cyclohexanol - Secondary alcohol - 1,2-aminoalcohol - Polyol - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Hydrobromide - Primary amine - Organonitrogen compound - Primary aliphatic amine - Amine - Aliphatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as aminocyclitols. These are cyclitols with at least one hydroxyl group replace by an amino group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(non-human)

Pseudomonas aeruginosa (123386 Activities)

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Micrococcus luteus (7463 Activities)

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Staphylococcus aureus (210822 Activities)

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Staphylococcus epidermidis (22802 Activities)

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Escherichia coli (133304 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in Water
• Sensitivity: Moisture sensitive.
• Molecular Weight: 162.190 g/mol
• XLogP3: -3.200
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 162.1 Da
• Monoisotopic Mass: 162.1 Da
• Topological Polar Surface Area: 113.000 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 130.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1