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

CAS: 39831-55-5 Cat. No.: A423830 Summenformel: C₂₂H₄₃N₅O₁₃·2H₂SO₄ Molekulargewicht: 781.76 Beilstein Registry Number: 6172633 EG-Nummer: 254-648-6 PubChem CID: 38351

GRADE & PURITY Moligand™, 10mM in Water

Synonyms

Chemacin | O-3-Amino-3-deoxy-alpha-D-glucopyranosyl-(1-4)-O-(6-amino-6-deoxy-alpha-D-glucopyranosyl-(1-6))-N(sup 3)-(4-amino-L-2-hydroxybutyryl)-2-deoxy-L-streptamine sulfate (1:2) | Amikacin sulfate, United States Pharmacopeia (USP) Reference Standard |

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Übersicht

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

Specifications

Synonyme

Chemacin | O-3-Amino-3-deoxy-alpha-D-glucopyranosyl-(1-4)-O-(6-amino-6-deoxy-alpha-D-glucopyranosyl-(1-6))-N(sup 3)-(4-amino-L-2-hydroxybutyryl)-2-deoxy-L-streptamine sulfate (1:2) | Amikacin sulfate, United States Pharmacopeia (USP) Reference Standard |

Spezifikationen & Reinheit

Moligand™,10mM in Water

Biochemische und physiologische Mechanismen

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

Store at -80°C

Verschickt in

Dry ice packs + Cold packs

Dieses Produkt erfordert Kühlkettenversand. Grundversand und andere Economy-Optionen sind nicht verfügbar.

Note

Moligand™

Aktionsart

INHIBITOR

Mechanismus der Wirkung

Bacterial 70S ribosome inhibitor

Namen und Kennungen

Pubchem Sid

528774151

Kanonisches Lächeln

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

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

InChIKey

FXKSEJFHKVNEFI-GCZBSULCSA-N

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

Isomere 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

Alternative CAS-Nummer

37517-28-5

PubChem CID

38351

Molekulargewicht

781.76

Beilstein

6172633

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Klasse Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates
        • Ebene5 Aminosaccharides
          • Ebene6 Aminoglycosides
            • Ebene7 Aminocyclitol glycosides
              • Ebene8 2-deoxystreptamine aminoglycosides
                • Ebene9 4,6-disubstituted 2-deoxystreptamines

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Klasse: 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
• Beschreibung: 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

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

Zugehörige Ziele (nicht menschlich)

Pseudomonas fluorescens (1630 Activities)

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Staphylococcus aureus (210822 Activities)

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Escherichia coli (133304 Activities)

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Wirkungsmechanismen

Chemische und physikalische Eigenschaften

• Empfindlichkeit: Sensitive to humidity and heat
• Spezifische Drehung [α]: +76.0 to +84.0 deg(C=1, water)(calcd.onanh.substance)
• Schmelzpunkt (°C): 220-230°C
• Molekulargewicht: 781.800 g/mol
• 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

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