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Apramycin sulfate structure

Apramycin sulfate

Apramycin sulfate, with the chemical formula C21H41N5O11S and CAS registry number 41194-16-5, is a compound known for its antimicrobial properties. This antibiotic is derived from the bacterium Streptomyces tenebrarius and is commonly used in veterinary medicine to treat bacterial infections in animals. Apramycin sulfate works by inhibiting protein synthesis in bacteria, specifically targeting the 30S ribosomal subunit. It is effective against a wide range of gram-negative bacteria, including Escherichia coli and Salmonella. Apramycin sulfate is not approved for use in humans and is primarily used in livestock and poultry production. It is important to note that the use of antibiotics in animal agriculture raises concerns about the development of antibiotic resistance. Therefore, the responsible use of apramycin sulfate is crucial to mitigate these risks and preserve the effectiveness of this compound for future use.
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1. Names and Identifiers
1.1 Name
Apramycin sulfate
1.2 Synonyms
5-amino-2-({7-amino-6-[(4,6-diamino-2,3-dihydroxycyclohexyl)oxy]-4-hydroxy-3-(methylamino)octahydropyrano[3,2-b]pyran-2-yl}oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4-diol (non-preferred name); 5-AMINO-2-[[9-AMINO-8-(4,6-DIAMINO-2,3-DIHYDROXY-CYCLOHEXOXY)-5-HYDROXY-4-METHYLAMINO-2,7-DIOXABICYCLO[4.4.0]DEC-3-YL]OXY]-6-(HYDROXYMETHYL)OXANE-3,4-DIOL; 5-Amino-2-[[9-amino-8-(4,6-diamino-2,3-dihydroxy-cyclohexoxy)-5-hydroxy-4-methylamino-2,7-dioxabicyclo[4.4.0]dec-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4-diol sulfate; 5-Amino-2-[7-amino-6-(4,6-diamino-2,3-dihydroxy-cyclohexyloxy)-4-hydroxy-3-methylamino-octahydro-pyrano[3,2-b]pyran-2-yloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4-diol; 7-Amino-6-[(4,6-diamino-2,3-dihydroxycyclohexyl)oxy]-4-hydroxy-3-(methylamino)octahydropyrano[3,2-b]pyran-2-yl 4-amino-4-deoxyhexopyranoside; APRAMYCIN SULPHATE; ApramycinSulphateCp2003; NEBRAMYCIN 11 SULPHATE; NEBRAMYCIN II; NEBRAMYCIN II SULFATE;
1.3 CAS No.
41194-16-5
1.4 CID
22008191
1.5 EINECS
265-890-7
1.6 Molecular Formula
C21H43N5O15S
1.7 Inchi
InChI=1S/C21H41N5O11.H2O4S/c1-26-11-14(30)18-8(33-20(11)37-21-16(32)13(29)10(25)9(4-27)34-21)3-7(24)19(36-18)35-17-6(23)2-5(22)12(28)15(17)31;1-5(2,3)4/h5-21,26-32H,2-4,22-25H2,1H3;(H2,1,2,3,4)
1.8 InChkey
WGLYHYWDYPSNPF-UHFFFAOYSA-N
1.9 Canonical Smiles
CNC1C(C2C(CC(C(O2)OC3C(CC(C(C3O)O)N)N)N)OC1OC4C(C(C(C(O4)CO)N)O)O)O.OS(=O)(=O)O
1.10 Isomers Smiles
CNC1C(C2C(CC(C(O2)OC3C(CC(C(C3O)O)N)N)N)OC1OC4C(C(C(C(O4)CO)N)O)O)O.OS(=O)(=O)O
2. Use and Manufacturing
2.1 Description

Apramycin sulfate, with the chemical formula C21H41N5O11S, has the CAS number 41194-16-5. It appears as a white to off-white powder. It does not have a distinct odor. The basic structure of apramycin sulfate consists of a complex sugar molecule attached to an aminoglycoside antibiotic. This compound is soluble in water. Apramycin sulfate is considered to be harmful if swallowed and may cause irritation to the respiratory system. It is also harmful to aquatic life with long-lasting effects. Therefore, precautions should be taken to prevent its release into the environment.

Applicable Fields

Veterinary Medicine: Apramycin sulfate is commonly used in veterinary medicine as an antibiotic. Its purpose in this field is to treat bacterial infections in animals. The mechanism of action of apramycin sulfate involves inhibiting protein synthesis in bacteria, thereby preventing their growth and replication.

Storage

Conditions: Store in a cool and dry place.

3. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Skin irritation, Category 2

Eye irritation, Category 2

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word

Warning

Hazard statement(s)

H315 Causes skin irritation

H319 Causes serious eye irritation

H362 May cause harm to breast-fed children

Precautionary statement(s)
Prevention

P264 Wash ... thoroughly after handling.

P280 Wear protective gloves/protective clothing/eye protection/face protection.

Response

P302+P352 IF ON SKIN: Wash with plenty of water/...

P321 Specific treatment (see ... on this label).

P332+P313 If skin irritation occurs: Get medical advice/attention.

P362+P364 Take off contaminated clothing and wash it before reuse.

P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.

P337+P313 If eye irritation persists: Get medical advice/attention.

Storage

none

Disposal

none

2.3 Other hazards which do not result in classification

none

4. NMR Spectrum
Predict 1H proton NMR  
5. Computed Properties
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7. Related Questions
What is Apramycin Sulfate and How is it Used in Animal Medicine?Apramycin sulfate, also known as Apramycin sulphate, is a latest-generation aminoglycoside antibiotic specifically developed for animals. It is a new veterinary antibiotic produced by a bacterium call..
What makes Apramycin sulfate an excellent drug for preventing and treating bacterial diarrhea?Currently, there are many drugs available in clinical practice for preventing and treating bacterial diarrhea. These include Amoxicillin, Ciprofloxacin, Enrofloxacin, Neomycin sulfate, Apramycin sulfa..
8. Realated Product Infomation
 
 
 
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