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Amikacin hydrate - aminoglycoside antibiotic, high purity , CAS No.1257517-67-1
Basic Description
Synonyms
MLS002207279 | SMR001306795 | Amikacin hydrate 100 microg/mL in Acetonitrile/Water | cid_16218899 | (S)-4-Amino-N-((1R,2S,3S,4R,5S)-5-amino-2-(((2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4-(((2R,3R,4S,5S,6R)-6-(a
Specifications & Purity
aminoglycoside antibiotic
Biochemical and Physiological Mechanisms
Amikacin inhibits bacterial protein synthesis by binding to the 30S ribosome subunit and inducing mRNA misreading. It interferes with the translocation of tRNA from the A-site to the P-site.
Storage Temp
Store at 2-8°C
Shipped In
Wet ice
This product requires cold chain shipping. Ground and other economy services are not available.
Note
Keep container tightly closed in a dry and well-ventilated place.
Product Description
Chemical structure: aminoglycosideAmikacin hydrate is used in antimicrobial susceptibility studies of organisms such asMycobacterium tuberculosisandEhrlichia phagocytophila.
Taxonomic Classification
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
Gamma amino acids and derivatives O-glycosyl compounds Aminocyclitols and derivatives Cyclohexanols Cyclohexylamines Oxanes Monosaccharides N-acyl amines 1,3-aminoalcohols 1,2-aminoalcohols Secondary carboxylic acid amides Acetals Polyols Oxacyclic compounds Monoalkylamines Hydrocarbon derivatives Primary alcohols Carbonyl compounds Organic oxides Organopnictogen compounds
Molecular Framework
Aliphatic heteromonocyclic compounds
Substituents
4,6-disubstituted 2-deoxystreptamine - Gamma amino acid or derivatives - Glycosyl compound - O-glycosyl compound - Aminocyclitol or derivatives - Cyclohexanol - Cyclohexylamine - Fatty acyl - Monosaccharide - N-acyl-amine - Cyclitol or derivatives - Fatty amide - Oxane - 1,3-aminoalcohol - Cyclic alcohol - Carboxamide group - Secondary alcohol - Secondary carboxylic acid amide - Amino acid or derivatives - 1,2-aminoalcohol - Carboxylic acid derivative - Polyol - Organoheterocyclic compound - Oxacycle - Acetal - Organic nitrogen compound - Primary aliphatic amine - Organonitrogen compound - Carbonyl group - Primary alcohol - Primary amine - Hydrocarbon derivative - Amine - Alcohol - Organic oxide - Organopnictogen compound - 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
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.
Associated Targets(Human)
Associated Targets(non-human)
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;hydrate
INCHI
InChI=1S/C22H43N5O13.H2O/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;/h6-19,21-22,28-35H,1-5,23-26H2,(H,27,36);1H2/t6-,7+,8-,9+,10+,11-,12+,13+,14+,15-,16+,17-,18+,19-,21+,22+;/m0./s1
InChIKey
DTSOZYYWEZJFSS-XTHCGPPUSA-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.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.O
Alternate CAS
37517-28-5
Molecular Weight
585.6(Anhydrous)
Reaxy-Rn
37256523
Reaxys-RN_link_address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=37256523&ln=
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Molecular Weight
603.600 g/mol
XLogP3
Hydrogen Bond Donor Count
14
Hydrogen Bond Acceptor Count
18
Rotatable Bond Count
10
Exact Mass
603.296 Da
Monoisotopic Mass
603.296 Da
Topological Polar Surface Area
333.000 Ų
Heavy Atom Count
41
Formal Charge
0
Complexity
819.000
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
2
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