Netilmicin sulfate salt

SIGMA/N0755

Synonym: 1-N-Ethylsisomicin

CAS Number: 56391-57-2
Empirical Formula (Hill Notation): C₂₁H₄₁N₅O₇ · 2.5H₂O₄S
Molecular Weight: 720.78
EC Number: 260-147-3
MDL Number: MFCD01311715
Linear Formula: C₂₁H₄₁N₅O₇ · 5/2H₂SO₄
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-N0755-5MG	5 mg	$1010.00 1/EA	Add To Favorites

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Properties
Descriptions
Safety Info.
Basic Data

antibiotic activity spectrum	Gram-negative bacteria
	Gram-positive bacteria
color	white to faint yellow
form	powder
InChI	1S/2C21H41N5O7.5H2O4S/c21-4-26-13-7-12(24)16(32-19-11(23)6-5-10(8-22)31-19)14(27)17(13)33-20-15(28)18(25-3)21(2,29)9-30-20;51-5(2,3)4/h25,11-20,25-29H,4,6-9,22-24H2,1-3H3;5(H2,1,2,3,4)/t2*11-,12+,13-,14+,15-,16-,17+,18-,19-,20-,21+;;;;;/m11...../s1
InChI key	AGFWIZQEWFGATK-UNZHCMSXSA-N
mode of action	protein synthesis \| interferes
Quality Level	200
SMILES string	[S](=O)(=O)(O)O.[S](=O)(=O)(O)O.[S](=O)(=O)(O)O.[S](=O)(=O)(O)O.[S](=O)(=O)(O)O.N([C@@H]4[C@H]([C@H](OC[C@@]4(O)C)O[C@@H]5[C@H]([C@@H]([C@H](C[C@H]5NCC)N)O[C@H]6OC(=CC[C@H]6N)CN)O)O)C.N([C@@H]1[C@H]([C@H](OC[C@@]1(O)C)O[C@@H]2[C@H]([C@@H]([C@H](C[C@H]2NCC
solubility	H₂O: 10 mg/mL
storage temp.	2-8°C

Application:	Netilmicin is an aminoglycoside antibiotic active against most Gram-negative and some Gram-positive bacteria. It is a semisynthetic 1-N-ethyl derivative of sisomycin, an aminoglycoside antibiotic with action similar to gentamicin, but has less ear and kidney toxicity. It is used in aminoglycoside resistance studies and in susceptibility studies of Pseudomonas aeruginosa and Pseudomonas pseudomallei .
Biochem/physiol Actions:	An aminoglycoside antibiotic active against most Gram-negative and some Gram-positive bacteria, including many gentamycin-resistant strains. The antibiotic enters the cell through a porin channel and binds to the 30S ribosomal subunit, causing misreading of mRNA.
Biochem/physiol Actions:	Netilmicin irreversibly binds to specific 30S-subunit proteins and 16S rRNA. Netilmicin binds to four nucleotides of 16S rRNA and a single amino acid of protein S12. This interferes with the decoding site in the vicinity of nucleotide 1400 in 16S rRNA of 30S subunit. This region interacts with the wobble base in the anticodon of tRNA. This leads to interference with the initiation complex, misreading of mRNA so incorrect amino acids are inserted into the polypeptide. This results in nonfunctional and toxic peptides and the bacterium is unable to synthesize crucial proteins.
General description:	Chemical structure: aminoglycoside
Packaging:	5 mg in serum bottle

Symbol	GHS08
Signal word	Danger
Hazard statements	H360
Precautionary statements	P201 - P280 - P308 + P313
Hazard Codes	T
Risk Statements	61-20/21/22
Safety Statements	53-36/37/39-45
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Storage Temp.	2-8°C
UNSPSC	51102829

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