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Neomycin B

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Identification
Molecular formula
C23H46N6O13
CAS number
1404-04-2
IUPAC name
2-[5-amino-2-(aminomethyl)-6-[5-[3,5-diamino-2-[3-amino-5-hydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-6-hydroxy-cyclohexoxy]-4-hydroxy-2-(hydroxymethyl)tetrahydrofuran-3-yl]oxy-4-hydroxy-tetrahydropyran-3-yl]oxy-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol
State
State

At room temperature, neomycin B is typically found in a solid crystalline powder form. It is usually presented as a sulfate salt to enhance its solubility and stability in aqueous solutions.

Melting point (Celsius)
228.00
Melting point (Kelvin)
501.15
Boiling point (Celsius)
396.00
Boiling point (Kelvin)
669.15
General information
Molecular weight
614.66g/mol
Molar mass
614.6250g/mol
Density
1.4000g/cm3
Appearence

Neomycin B typically appears as a white to off-white powder. It is often used in its sulfate form, which is hygroscopic and soluble in water. The compound itself is often stable under normal conditions of use and storage.

Comment on solubility

Solubility of 2-[5-amino-2-(aminomethyl)-6-[5-[3,5-diamino-2-[3-amino-5-hydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-6-hydroxy-cyclohexoxy]-4-hydroxy-2-(hydroxymethyl)tetrahydrofuran-3-yl]oxy-4-hydroxy-tetrahydropyran-3-yl]oxy-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol (C23H46N6O13)

The solubility characteristics of 2-[5-amino-2-(aminomethyl)-6-[5-[3,5-diamino-2-[3-amino-5-hydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-6-hydroxy-cyclohexoxy]-4-hydroxy-2-(hydroxymethyl)tetrahydrofuran-3-yl]oxy-4-hydroxy-tetrahydropyran-3-yl]oxy-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol can be described as follows:

  • Water Solubility: This compound, due to the presence of multiple hydroxyl (-OH) groups, suggests a high likelihood of being soluble in water. The numerous polar functional groups enhance its capacity to interact with water molecules.
  • Solvent Dependence: Solubility may vary significantly in different solvents. For instance, it may show better solubility in organic solvents if they have a polar character.
  • pH Influence: The solubility can also be influenced by the pH of the solution, considering the basic amino groups which can become protonated, potentially improving solubility in acidic conditions.
  • Concentration Effects: At higher concentrations, solubility could be limited due to intermolecular interactions, leading to saturation effects that can impact the effective concentration of the compound in solution.

Overall, the extensive functionalization of this compound employing multiple amino and hydroxyl groups contributes to a multifaceted solubility profile. It is essential to consider these factors when evaluating its behavior in various environments, as they can immensely impact its applications and effectiveness.

Interesting facts

Overview of 2-[5-amino-2-(aminomethyl)-6-[5-[3,5-diamino-2-[3-amino-5-hydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-6-hydroxy-cyclohexoxy]-4-hydroxy-2-(hydroxymethyl)tetrahydrofuran-3-yl]oxy-4-hydroxy-tetrahydropyran-3-yl]oxy-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol

The compound in focus is a fascinating example of complex organic chemistry, showcasing rich structural features that enhance its potential applications in various fields. Here are some of the compelling aspects:

  • Multifunctional Structure: This compound contains several functional groups that are key to its reactivity and biological properties. The presence of both amino and hydroxyl groups suggests potential in medicinal chemistry and biochemistry.
  • Nature Inspired: The intricate configuration of the compound resembles naturally occurring carbohydrates and amino acids, making it a candidate for mimicking biologically active substances or serving as a building block in drug design.
  • Therapeutic Potential: Compounds featuring tetrahydropyran and tetrahydrofuran moieties have garnered interest for their use in pharmaceuticals, particularly as anti-inflammatory agents or in the treatment of metabolic disorders.
  • Complexity Equals Opportunity: The numerous stereocenters and chiral centers offer a vast array of possibilities for isomer variations, which can lead to different biological activities and properties.
  • Research Potential: Scientists are intrigued by the potential applications of such compounds in glycoprotein synthesis and as carbohydrate mimetics, which could play pivotal roles in developing novel therapeutic strategies.

In summary, the complexity and diversity of this compound elevate its significance within the field of chemistry. Each aspect of its molecular architecture not only serves functional purposes but also opens avenues for future research and application.

Synonyms
DTXSID30860533
NCI60_001416
4,6-Diamino-2-{[hexopyranosyl-(1->4)-2,6-diamino-2,6-dideoxyhexopyranosyl-(1->3)pentofuranosyl]oxy}-3-hydroxycyclohexyl 2-amino-2,3-dideoxyhexopyranoside