Merck
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A3650

Sigma-Aldrich

Amikacin hydrate

aminoglycoside antibiotic

Synonym(s):
N1-[(S)-4-Amino-2-hydroxybutyryl]kanamycin A
Empirical Formula (Hill Notation):
C22H43N5O13 · xH2O
CAS Number:
Molecular Weight:
585.60 (anhydrous basis)
Beilstein:
1445422
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.85

biological source

synthetic

Quality Level

form

powder

color

white to almost white

antibiotic activity spectrum

Gram-negative bacteria
mycobacteria

Mode of action

protein synthesis | interferes

storage temp.

2-8°C

SMILES string

O.NCC[C@H](O)C(=O)N[C@@H]1C[C@H](N)[C@@H](O[C@H]2O[C@H](CN)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O[C@H]3O[C@H](CO)[C@@H](O)[C@H](N)[C@H]3O

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

InChI key

DTSOZYYWEZJFSS-XTHCGPPUSA-N

Related Categories

General description

Chemical structure: aminoglycoside

Application

Amikacin hydrate is used in antimicrobial susceptibility studies of organisms such as Mycobacterium tuberculosis and Ehrlichia phagocytophila.

Biochem/physiol Actions

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.

Packaging

5G

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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