Dihydrostreptomycin sulfate - 10mM in Water , Bacterial 70S ribosome inhibitor, CAS No.5490-27-7, Bacterial 70S ribosome inhibitor

CAS: 5490-27-7 Cat. No.: D580374 Formula: C₂₁H₄₄N₇O₁₈S_1.5 Molecular Weight: 730.71 Beilstein Registry Number: 3894221 EC Number: 226-823-7

GRADE & PURITY 10mM in Water

Synonyms

Dihydrostreptomycin sulfate|DIHYDROSTREPTOMYCIN SESQUISULFATE|Didromycin|Didromycine|Panstreptin|5490-27-7|Dihydrostreptomyzinsulfat|Dihydrostreptomycin 3/2 sulfate|Dihydrostreptomycin sulphate|EINECS 226-823-7|UNII-T7D4876IUE|T7D4876IUE|Dihydrostreptomyc

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Description

Chemical structure: aminoglycosideDihydrostreptomycin sesquisulfate is a derivative of streptomycin used in aminoglyside uptake studies. Other studies have also used it as an electrode for a cochlear amplifier in the hair-cell bundle of lizards.

Specifications

Synonyms

Dihydrostreptomycin sulfate | DIHYDROSTREPTOMYCIN SESQUISULFATE | Didromycin | Didromycine | Panstreptin | 5490-27-7 | Dihydrostreptomyzinsulfat | Dihydrostreptomycin 3/2 sulfate | Dihydrostreptomycin sulphate | EINECS 226-823-7 | UNII-T7D4876IUE | T7D4876IUE | Dihydrostreptomyc

Specifications & Purity

10mM in Water

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

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

Action Type

INHIBITOR

Mechanism of action

Bacterial 70S ribosome inhibitor

Names and Identifiers

Canonical Smiles

CC1C(C(C(O1)OC2C(C(C(C(C2O)O)N=C(N)N)O)N=C(N)N)OC3C(C(C(C(O3)CO)O)O)NC)(CO)O.CC1C(C(C(O1)OC2C(C(C(C(C2O)O)N=C(N)N)O)N=C(N)N)OC3C(C(C(C(O3)CO)O)O)NC)(CO)O.OS(=O)(=O)O.OS(=O)(=O)O.OS(=O)(=O)O

IUPAC Name

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-hydroxy-4-(hydroxymethyl)-5-methyloxolan-2-yl]oxy-2,5,6-trihydroxycyclohexyl]guanidine;sulfuric acid

InChIKey

CZWJCQXZZJHHRH-YCRXJPFRSA-N

INCHI

1S/2C21H41N7O12.3H2O4S/c2*1-5-21(36,4-30)16(40-17-9(26-2)13(34)10(31)6(3-29)38-17)18(37-5)39-15-8(28-20(24)25)11(32)7(27-19(22)23)12(33)14(15)35;3*1-5(2,3)4/h2*5-18,26,29-36H,3-4H2,1-2H3,(H4,22,23,27)(H4,24,25,28);3*(H2,1,2,3,4)/t2*5-,6-,7+,8-,9-,10-,11+,12-,13-,14+,15+,16-,17-,18-,21+;;;/m00.../s1

Isomeric SMILES

C[C@H]1[C@@]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H]([C@@H]([C@H]2O)O)N=C(N)N)O)N=C(N)N)O[C@H]3[C@H]([C@@H]([C@H]([C@@H](O3)CO)O)O)NC)(CO)O.C[C@H]1[C@@]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H]([C@@H]([C@H]2O)O)N=C(N)N)O)N=C(N)N)O[C@H]3[C@H]([C@@H]([C@H]([C@@H](O3)CO)O)O)NC)(CO)O.OS(=O)(=O)O.OS(=O)(=O)O.OS(=O)(=O)O

WGK Germany

3

RTECS

WK2236000

Molecular Weight

730.71

Beilstein

3894221

Reaxy-Rn

37256527

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=37256527&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates
        • Level5 Aminosaccharides
          • Level6 Aminoglycosides
            • Level7 Aminocyclitol glycosides

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Aminosaccharides - Aminoglycosides
• Direct Parent: Aminocyclitol glycosides
• Alternative Parents: O-glycosyl compounds Cyclohexanols Oxanes Monosaccharides Cyclitols and derivatives Tetrahydrofurans Tertiary alcohols Guanidines 1,2-aminoalcohols Propargyl-type 1,3-dipolar organic compounds Polyols Oxacyclic compounds Dialkylamines Carboximidamides Acetals Primary alcohols Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Not available
• Substituents: Amino cyclitol glycoside - Glycosyl compound - O-glycosyl compound - Cyclohexanol - Cyclitol or derivatives - Monosaccharide - Oxane - Cyclic alcohol - Tertiary alcohol - Tetrahydrofuran - 1,2-aminoalcohol - Secondary alcohol - Guanidine - Carboximidamide - Acetal - Secondary amine - Secondary aliphatic amine - Oxacycle - Organoheterocyclic compound - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Polyol - Amine - Primary alcohol - Organic nitrogen compound - Organopnictogen compound - Organonitrogen compound - Alcohol - Hydrocarbon derivative - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as aminocyclitol glycosides. These are organic compounds containing an amicocyclitol moiety glycosidically linked to a carbohydrate moiety. There are two major classes of aminoglycosides containing a 2-streptamine core. They are called 4,5- and 4,6-disubstituted 2-deoxystreptamines.
• 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(Human)

SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

Discover Target: SLCO1B1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)

Discover Target: SLCO1B3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Moisture sensitive
• Molecular Weight: 1461.400 g/mol
• Hydrogen Bond Donor Count: 32
• Hydrogen Bond Acceptor Count: 42
• Rotatable Bond Count: 18
• Exact Mass: 1460.46 Da
• Monoisotopic Mass: 1460.46 Da
• Topological Polar Surface Area: 928.000 Ų
• Heavy Atom Count: 95
• Formal Charge: 0
• Complexity: 993.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 30
• 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: 5

XLogP3

Frequently Asked Questions

How should this product be stored?

Store at ?80 °C. Ultra-low temperature storage is required to maintain the specified shelf life.

How is this product shipped?

This product ships frozen with dry ice and cold packs. Unpack on arrival and transfer it to the storage condition stated above; handle dry ice with insulated gloves in a ventilated area.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 5490-27-7, the molecular formula is C21H44N7O18S1.5, and the molecular weight is 730.71 g/mol. InChIKey CZWJCQXZZJHHRH-YCRXJPFRSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.