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Neomycin B

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Identification
Molecular formula
C23H46N6O13
CAS number
119-04-0
IUPAC name
4-amino-N-[5-amino-4-[3-amino-6-(aminomethyl)tetrahydropyran-2-yl]oxy-2-[4-amino-3,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-3-hydroxy-cyclohexyl]-2-hydroxy-butanamide
State
State

Neomycin B is typically found as a solid at room temperature.

Melting point (Celsius)
218.00
Melting point (Kelvin)
491.00
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
615.64g/mol
Molar mass
615.6430g/mol
Density
1.6800g/cm3
Appearence

Neomycin B is typically a white to slightly yellow crystalline powder.

Comment on solubility

Solubility of 4-amino-N-[5-amino-4-[3-amino-6-(aminomethyl)tetrahydropyran-2-yl]oxy-2-[4-amino-3,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-3-hydroxy-cyclohexyl]-2-hydroxy-butanamide

The solubility of the compound with the chemical formula C23H46N6O13 is a complex topic due to its structural features and functional groups. Understanding its solubility can help in various applications, including pharmaceuticals and biochemical processes. Here are some points to consider:

  • Polarity: The presence of multiple amino (–NH2) and hydroxy (–OH) groups suggests that this compound is likely polar, which typically leads to higher solubility in polar solvents such as water.
  • Hydrogen Bonding: The ability of amino and hydroxyl groups to form hydrogen bonds enhances solvation in polar solvents, potentially increasing its solubility.
  • Chain Length and Structure: The bulky structure including the cyclohexyl group may affect the overall solubility. Larger hydrophobic regions can reduce solubility in water, even if there are polar functional groups present.
  • pH Sensitivity: This compound may have differing solubility in relation to pH, as the amino groups can be protonated or deprotonated depending on the pH of the solution, which can enhance or reduce solubility.

In summary, while this compound is likely to demonstrate some level of solubility in water due to its polar groups, factors such as hydrophobic regions and structural complexity should also be taken into account. Further empirical testing would yield more precise data regarding its solubility profile.

Interesting facts

Interesting Facts About 4-amino-N-[5-amino-4-[3-amino-6-(aminomethyl)tetrahydropyran-2-yl]oxy-2-[4-amino-3,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-3-hydroxy-cyclohexyl]-2-hydroxy-butanamide

This compound is quite fascinating due to its complex structure and potential biological applications. Here are some intriguing aspects:

  • Complexity of Structure: The compound features multiple functional groups, including amino, hydroxy, and ether, which contribute to its multifaceted reactivity and interaction with biological systems.
  • Biological Relevance: Compounds like this one are often studied for their potential roles in medicinal chemistry, especially as candidates for therapeutic agents. Their structural similarities to naturally occurring biomolecules can influence their effectiveness in biological processes.
  • Tetrahydropyran Motifs: The presence of tetrahydropyran rings within the molecule hints at interesting stereochemical considerations, as these rings can adopt distinct conformations, affecting how the compound interacts with enzymes or receptors.
  • Potential Applications: The application areas of this compound may include:
    • As an anti-oxidant
    • In drug design for treating metabolic disorders
    • In research focused on carbohydrate-based therapeutics
  • Research and Development: Chemists are constantly exploring derivatives of amino sugars and polyols, like this compound, for their pharmacological properties. The synthesis and modification of such compounds are crucial for developing new treatments.

In conclusion, the intricate design of this compound makes it a compelling subject of study in the fields of organic and medicinal chemistry. Its unique ability to modulate biological pathways and its potential for pharmaceutical innovation are key areas of interest for scientists.

Synonyms
51025-85-5
1665RB; AHB-DKB; Arbecacin;HABA-DKB; HBK
DTXSID00860626
4-Amino-N-{5-amino-2-[(3-amino-3-deoxyhexopyranosyl)oxy]-4-[(2,6-diamino-2,3,4,6-tetradeoxyhexopyranosyl)oxy]-3-hydroxycyclohexyl}-2-hydroxybutanamide