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Home> Encyclopedia >Others>Anti-Allergic Agents>Pharmaceutical Intermediates
Apramycin sulfate structure
Apramycin sulfate structure

Apramycin sulfate

Iupac Name:(2R,3R,4S,5S,6S)-2-[[(2R,3S,4R,4aR,6S,7R,8aS)-7-amino-6-[(1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyl]oxy-4-hydroxy-3-(methylamino)-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran-2-yl]oxy]-5-amino-6-(hydroxymethyl)oxane-3,4-diol;sulfuric acid
CAS No.: 41194-16-5
Molecular Weight:637.65600
Modify Date.: 2022-10-30 19:40
Introduction:
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

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1.3 CAS No.
41194-16-5
1.4 CID
22008191
1.5 EINECS(EC#)
265-890-7
1.6 Molecular Formula
C21H43N5O15S (isomer)
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 InChIkey
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. Properties
2.1 Density
1.6±0.1 g/cm3 (Predicted)
2.1 Melting point
>168°C (dec.)
2.1 Boiling point
823ºC at 760 mmHg
2.1 Refractive index
1.658 (Predicted)
2.1 Flash Point
451.6ºC
2.1 Precise Quality
637.24800
2.1 PSA
41.99000
2.1 logP
3.82570
3. Safety and Handling
3.1 Hazard Codes
T
3.1 Risk Statements
R61;R35
3.1 Safety Statements
S53;S26;S36/37/39;S45
4. 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

5. NMR Spectrum
6. Computational chemical data
  • Molecular Weight: 637.65600g/mol
  • Molecular Formula: C21H43N5O15S
  • Compound Is Canonicalized: True
  • XLogP3-AA: null
  • Exact Mass: 637.24763686
  • Monoisotopic Mass: 637.24763686
  • Complexity: 841
  • Rotatable Bond Count: 6
  • Hydrogen Bond Donor Count: 13
  • Hydrogen Bond Acceptor Count: 20
  • Topological Polar Surface Area: 367
  • Heavy Atom Count: 42
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count: 17
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Isotope Atom Count: 0
  • Covalently-Bonded Unit Count: 2
  • CACTVS Substructure Key Fingerprint: AAADcfB7vABAAAAAAAAAAAAAAAAAAAAAAAA0SJEAAAAAAACQAAAAHgAQCAAACDzxgAcCCALABoAAAAAAADAAAAAAAAAAAIAIAAATEAIAwAAnQAAHEAAXAAHw8K0AAAAAAAAAAAAAgAAUCACgAAAAAAAAAA==
7. Question & Answer
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9. Realated Product Infomation