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Neomycin

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Identification
Molecular formula
C23H46N6O13
CAS number
1404-04-2
IUPAC name
5-amino-2-(aminomethyl)-6-[5-[3,5-diamino-2-[3-amino-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-6-hydroxy-cyclohexoxy]-4-hydroxy-2-(hydroxymethyl)tetrahydrofuran-3-yl]oxy-tetrahydropyran-3,4-diol
State
State
Neomycin is commonly encountered as a solid at room temperature, often in powder form when used in pharmaceutical preparations.
Melting point (Celsius)
154.00
Melting point (Kelvin)
427.00
Boiling point (Celsius)
623.00
Boiling point (Kelvin)
896.00
General information
Molecular weight
614.64g/mol
Molar mass
614.6360g/mol
Density
1.3600g/cm3
Appearence

Neomycin usually appears as a white or slightly yellow, amorphous powder. Its form may vary based on its preparation, and it is often supplied as the sulfate salt for practical applications. It is hygroscopic, absorbing moisture from the air.

Comment on solubility

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

The solubility characteristics of the compound C23H46N6O13 can be influenced by several factors due to its complex structure. Here, we explore its solubility potential in various solvents.

Factors Affecting Solubility

  • Polarity: Given the presence of multiple hydroxyl (-OH) groups, this compound is likely to exhibit high polarity, which suggests a stronger affinity for polar solvents such as water.
  • Hydrogen Bonding: With several functional groups capable of forming hydrogen bonds, the solubility in polar solvents could be enhanced significantly.
  • Molecular Weight: The relatively high molecular weight of this compound may impact solubility, with larger molecules often encountering limitations in dissolving.

Predicted Solubility

Based on the above factors, the solubility of this compound can be categorized as follows:

  • Highly soluble in water and other polar solvents due to hydrogen bonding.
  • Lower solubility in non-polar solvents, where hydrogen bonding is minimal.

In conclusion, the solubility of C23H46N6O13 is expected to be relatively high in water and other polar environments but may present challenges in non-polar media. This highlights the importance of solvent choice when considering chemical processes involving this compound.

Interesting facts

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

This compound is a fascinating member of the family of amino-sugars and plays a significant role in numerous biological processes. Here are some interesting facts about it:

  • Structural Complexity: The intricate structure of this compound consists of multiple functional groups, which include amino, hydroxyl, and glycosidic linkages. This complexity allows it to participate in various biochemical reactions.
  • Biological Significance: Amino-sugars like this compound are integral in cellular functions. They are often found in the structure of glycoproteins and glycolipids, essential for cell recognition and signaling.
  • Antimicrobial Properties: Some studies suggest that compounds with similar structures exhibit antimicrobial activities. This opens up possibilities for prospective applications in developing new antibiotics or antifungals.
  • Glycosylation Reactions: The presence of hydroxyl groups makes it a good candidate for glycosylation reactions, which are crucial in the synthesis of complex carbohydrates.
  • Potential in Drug Design: Due to its complex functionality and ability to mimic natural products, this compound presents opportunities for drug design, especially in creating specific inhibitors or catalysts for various biochemical pathways.

In summary, 5-amino-2-(aminomethyl)-6-[5-[3,5-diamino-2-[3-amino-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-6-hydroxy-cyclohexoxy]-4-hydroxy-2-(hydroxymethyl)tetrahydrofuran-3-yl]oxy-tetrahydropyran-3,4-diol exemplifies the remarkable interplay of chemistry and biology. Its myriad of applications underscores the importance of studying such compounds in the quest for new therapeutic avenues and a deeper understanding of cellular biology.

Synonyms
Paromomycin I
5-amino-2-(aminomethyl)-6-[5-[3,5-diamino-2-[3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-hydroxycyclohexyl]oxy-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxyoxane-3,4-diol
SF 767B; Catenulin; Crestomycin; Gabbromicina
SCHEMBL2736467
DTXSID80859614
UOZODPSAJZTQNH-UHFFFAOYSA-N
NCI60_001857
4,6-diamino-2-{[3-O-(2,6-diamino-2,6-dideoxyhexopyranosyl)pentofuranosyl]oxy}-3-hydroxycyclohexyl 2-amino-2-deoxyhexopyranoside
4-O-(2-Amino-2-deoxy-alpha-D-glucopyranosyl)-5-O-[3-O-(2,6-diamino-2,6-dideoxy-alpha-D-glucopyranosyl)-beta-D-ribofuranosyl]-2-deoxy-D-streptamine
D-Streptamine, O-2-amino-2-deoxy-.alpha.-D-glucopyranosyl-(1-4)-O-[O-2,6-diamino-2,6-dideoxy-.beta.-L-idopyranosyl-(1-3)-.beta.-D-ribofuranosyl-(1-5)]-2-deoxy-
Streptamine, O-2,6-diamino-2,6-dideoxy-.beta.-L-idopyranosyl-(1-3)-O-.beta.-D-ribofuranosyl-(1-5)-O-(2-amino-2-deoxy-.alpha.-D-glucopyranosyl-(1-4))-2-deoxy-