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Neomycin

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Identification
Molecular formula
C23H46N6O13
CAS number
1404-04-2
IUPAC name
4-amino-2-[4,6-diamino-3-[3-amino-6-(aminomethyl)tetrahydropyran-2-yl]oxy-2-hydroxy-cyclohexoxy]-6-(hydroxymethyl)tetrahydropyran-3,5-diol
State
State
At room temperature, Neomycin is typically in a solid state as a dry powder form. It is commonly used in medical formulations for its antibacterial properties.
Melting point (Celsius)
276.00
Melting point (Kelvin)
549.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
614.64g/mol
Molar mass
614.6380g/mol
Density
1.7800g/cm3
Appearence
Neomycin appears as a white or almost white powder. It is odorless and soluble in water, reflecting its polar nature due to multiple hydroxyl and amino groups.
Comment on solubility

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

The solubility of 4-amino-2-[4,6-diamino-3-[3-amino-6-(aminomethyl)tetrahydropyran-2-yl]oxy-2-hydroxy-cyclohexoxy]-6-(hydroxymethyl)tetrahydropyran-3,5-diol can be quite complex due to its intricate molecular structure consisting of multiple functional groups. Here are some key points to consider:

  • Polar Functional Groups: The presence of multiple -NH2 and -OH groups contributes to its overall polarity, which typically enhances water solubility.
  • Hydrogen Bonding: The hydroxyl and amino groups facilitate hydrogen bonding with water, further promoting solubility.
  • Chain Length: With a relatively large and complex carbon skeleton, the solubility may be hindered compared to simpler, smaller molecules.
  • pH Sensitivity: The solubility may vary significantly with pH due to the ionization of amino groups, affecting how readily the compound interacts with water.

In conclusion, while the polar nature of this compound, highlighted by its numerous functional groups, suggests a potential for solubility, the overall molecular architecture may lead to decreased solubility compared to simpler compounds. Therefore, understanding the balance of polar and hydrophobic characteristics is crucial when assessing its solubility behavior.

Interesting facts

Interesting Facts about 4-amino-2-[4,6-diamino-3-[3-amino-6-(aminomethyl)tetrahydropyran-2-yl]oxy-2-hydroxy-cyclohexoxy]-6-(hydroxymethyl)tetrahydropyran-3,5-diol

This compound is a fascinating example of a multifunctional organic molecule with numerous applications in the field of medicinal chemistry. Here are some intriguing aspects:

  • Complex Structure: The compound features a highly intricate structure with multiple functional groups, including amino, hydroxymethyl, and tetrahydropyran moieties, which can greatly influence its biological activity.
  • Biological Applications: Due to its diverse functional groups, this compound may exhibit significant pharmacological properties, making it a potential candidate for drug development targeting various diseases.
  • Cyclic Properties: The presence of the cyclohexanol portion in its structure not only contributes to molecular stability but could also enhance its interaction with biological targets.
  • Hydrogen Bonding: The numerous hydroxyl and amino groups suggest that this compound may engage in strong hydrogen bonding interactions, potentially affecting solubility and bioavailability.
  • Synthetic Interest: The synthesis of such a complex molecule can be quite challenging and often requires advanced techniques in organic synthesis, making it a subject of interest for chemists.

As a scientist delving into this compound, one should appreciate how the integration of various functional groups not only serves a structural purpose but also opens doors to exploring its reactivity and potential therapeutic effects. As the famous chemist Linus Pauling once stated, “The nature of the chemical bond is the basis of all chemical activities.” This compound truly exemplifies the rich chemistry that can result from thoughtful molecular design.

Synonyms
4,6-diamino-3-[(3-amino-3-deoxyhexopyranosyl)oxy]-2-hydroxycyclohexyl 2,6-diamino-2,3,4,6-tetradeoxyhexopyranoside
DivK1c_001021
CHEMBL114597
SCHEMBL1649234
SCHEMBL22203858
HMS503M03
KBio1_001021
DTXSID00860505
NINDS_001021
(2R,3R,4S,5S,6R)-4-AMINO-2-[(1S,2S,3R,4S,6R)-4,6-DIAMINO-3-[(2R,3R,6S)-3-AMINO-6-(AMINOMETHYL)OXAN-2-YL]OXY-2-HYDROXY-CYCLOHEXYL]OXY-6-(HYDROXYMETHYL)OXANE-3,5-DIOL
IDI1_001021
Dibekacin Sulfate, Antibiotic for Culture Media Use Only