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Amikacin disulfate - 10mM in Water, high purity , CAS No.39831-55-5, Bacterial 70S ribosome inhibitor

    Grade & Purity:
  • 10mM in Water
In stock
Item Number
A423830
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A423830-1ml
1ml
Available within 8-12 weeks(?)
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$69.90

Aminoglycoside antibiotic agent. Kanamycin A derivative.

View related series
Compound libraries (12325)

Basic Description

Synonyms Amikacin disulfate | AMIKACIN SULFATE | 39831-55-5 | Pierami | Amikin | Amikacin bis(sulphate) | Kaminax | BB-K8 | Arikayce | Amikacin sulphate | amikacin disulphate | Amikacin (disulfate) | Amikacin (as sulfate) | Amikacin disulfate salt | N6M33094FD | Amikacin sulfate salt(1:2) | NSC-
Specifications & Purity 10mM in Water
Biochemical and Physiological Mechanisms Amikacin disulfate, also known as BB-K 8, is an aminoglycoside antibiotic that is active against gram-negative bacteria. The activity of Amikacin is similar to that of Kanamycin and Gentamicin. Amikacin has been used in different types of renal studies. W
Storage Temp Store at -80°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Action Type INHIBITOR
Mechanism of action Bacterial 70S ribosome inhibitor
Product Description

Amikacin sulfate binds to 16S rRNA (bacterial 30S ribosome), causing misreading of mRNA and supressing proteins synthesis.
An aminoglycoside antibiotic that is active against gram-negative bacteria

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Organic oxygen compounds
Class Organooxygen compounds
Subclass Carbohydrates and carbohydrate conjugates
Intermediate Tree Nodes Aminosaccharides - Aminoglycosides - Aminocyclitol glycosides - 2-deoxystreptamine aminoglycosides
Direct Parent 4,6-disubstituted 2-deoxystreptamines
Alternative Parents O-glycosyl compounds  Aminocyclitols and derivatives  Cyclohexanols  Cyclohexylamines  Oxanes  Organic sulfuric acids  Monosaccharides  1,3-aminoalcohols  1,2-aminoalcohols  Propargyl-type 1,3-dipolar organic compounds  Acetals  Polyols  Carboximidic acids  Oxacyclic compounds  Primary alcohols  Organopnictogen compounds  Hydrocarbon derivatives  Monoalkylamines  Organic oxides  
Molecular Framework Aliphatic heteromonocyclic compounds
Substituents 4,6-disubstituted 2-deoxystreptamine - Glycosyl compound - O-glycosyl compound - Aminocyclitol or derivatives - Cyclohexanol - Cyclohexylamine - Sulfuric acid - Oxane - Cyclitol or derivatives - Monosaccharide - Organic sulfuric acid or derivatives - Cyclic alcohol - 1,3-aminoalcohol - Secondary alcohol - 1,2-aminoalcohol - Propargyl-type 1,3-dipolar organic compound - Oxacycle - Organoheterocyclic compound - Organic 1,3-dipolar compound - Polyol - Acetal - Carboximidic acid - Carboximidic acid derivative - Hydrocarbon derivative - Organopnictogen compound - Primary aliphatic amine - Organic oxide - Organonitrogen compound - Organic nitrogen compound - Amine - Alcohol - Primary alcohol - Primary amine - Aliphatic heteromonocyclic compound
Description This compound belongs to the class of organic compounds known as 4,6-disubstituted 2-deoxystreptamines. These are 2-deoxystreptamine aminoglycosides that a glycosidically linked to a pyranose of furanose unit at the C4- and C6-positions.
External Descriptors aminoglycoside sulfate salt

Associated Targets(non-human)

Pseudomonas fluorescens (1630 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Staphylococcus aureus (210822 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Escherichia coli (133304 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

IUPAC Name (2S)-4-amino-N-[(1R,2S,3S,4R,5S)-5-amino-2-[(2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2R,3R,4S,5S,6R)-6-(aminomethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-3-hydroxycyclohexyl]-2-hydroxybutanamide;sulfuric acid
INCHI InChI=1S/C22H43N5O13.2H2O4S/c23-2-1-8(29)20(36)27-7-3-6(25)18(39-22-16(34)15(33)13(31)9(4-24)37-22)17(35)19(7)40-21-14(32)11(26)12(30)10(5-28)38-21;2*1-5(2,3)4/h6-19,21-22,28-35H,1-5,23-26H2,(H,27,36);2*(H2,1,2,3,4)/t6-,7+,8-,9+,10+,11-,12+,13+,14+,15-,16+,17-,18+,19-,21+,22+;;/m0../s1
InChIKey FXKSEJFHKVNEFI-GCZBSULCSA-N
Smiles C1C(C(C(C(C1NC(=O)C(CCN)O)OC2C(C(C(C(O2)CO)O)N)O)O)OC3C(C(C(C(O3)CN)O)O)O)N.OS(=O)(=O)O.OS(=O)(=O)O
Isomeric SMILES C1[C@@H]([C@H]([C@@H]([C@H]([C@@H]1NC(=O)[C@H](CCN)O)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)N)O)O)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CN)O)O)O)N.OS(=O)(=O)O.OS(=O)(=O)O
Alternate CAS 37517-28-5
PubChem CID 38351
Molecular Weight 781.76
Beilstein 6172633

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Chemical and Physical Properties

Sensitivity Sensitive to humidity and heat
Specific Rotation[α] +76.0 to +84.0 deg(C=1, water)(calcd.onanh.substance)
Melt Point(°C) 220-230°C
Molecular Weight 781.800 g/mol
XLogP3
Hydrogen Bond Donor Count 17
Hydrogen Bond Acceptor Count 25
Rotatable Bond Count 10
Exact Mass 781.22 Da
Monoisotopic Mass 781.22 Da
Topological Polar Surface Area 498.000 Ų
Heavy Atom Count 50
Formal Charge 0
Complexity 900.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 16
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 3

Solution Calculators

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