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 Formula: C₂₂H₄₃N₅O₁₃·2H₂SO₄ Peso molecolare: 781.76 Beilstein Registry Number: 6172633 Numero EC: 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

Panoramica

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

Sinonimi

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 |

Specifiche e purezza

Moligand™,10mM in Water

Meccanismi biochimici e fisiologici

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

Condizioni di conservazione di stoccaggio

Store at -80°C

Spedito in

Dry ice packs + Cold packs

Questo prodotto richiede spedizione a catena fredda. I servizi di terra e altri servizi economici non sono disponibili.

Grado

Moligand™

Tipo di azione

INHIBITOR

Meccanismo d'azione

Bacterial 70S ribosome inhibitor

Nomi e identificatori

• Pubchem Sid: 528774151
• Sorrisi canonici: 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
• Isomeri 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
• CAS alternativo: 37517-28-5
• PubChem CID: 38351
• Peso molecolare: 781.76
• Beilstein: 6172633

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Classe Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates
        • Level5 Aminosaccharides
          • Level6 Aminoglycosides
            • Level7 Aminocyclitol glycosides
              • Level8 2-deoxystreptamine aminoglycosides
                • Level9 4,6-disubstituted 2-deoxystreptamines

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Classe: 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
• Descrizione: 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

Obiettivi associati (non umani)

Pseudomonas fluorescens (1630 Activities)

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Staphylococcus aureus (210822 Activities)

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Escherichia coli (133304 Activities)

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Meccanismi d'azione

Proprietà chimiche e fisiche

• Sensibilità: Sensitive to humidity and heat
• Rotazione specifica [α]: +76.0 to +84.0 deg(C=1, water)(calcd.onanh.substance)
• Punto di fusione (°C): 220-230°C
• Peso molecolare: 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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