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Erythromycin

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Identification
Molecular formula
C37H67NO13
CAS number
114-07-8
IUPAC name
22-[(2R,5S)-4-amino-3,5-dihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-1,3,26-trihydroxy-12-methyl-10-oxo-6,11,28-trioxatricyclo[22.3.1.05,7]octacosa-8,14,16,18,20-pentaene-25-carboxylic acid
State
State

Erythromycin is a solid at room temperature. It is usually encountered as a crystalline powder.

Melting point (Celsius)
135.00
Melting point (Kelvin)
408.15
Boiling point (Celsius)
660.00
Boiling point (Kelvin)
933.15
General information
Molecular weight
733.94g/mol
Molar mass
733.9370g/mol
Density
1.2345g/cm3
Appearence

Erythromycin is a white or slightly yellow crystalline powder. It has a characteristic odor and is slightly soluble in water, but soluble in alcohol and chloroform.

Comment on solubility

Solubility of 22-[(2R,5S)-4-amino-3,5-dihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-1,3,26-trihydroxy-12-methyl-10-oxo-6,11,28-trioxatricyclo[22.3.1.05,7]octacosa-8,14,16,18,20-pentaene-25-carboxylic acid

This compound exhibits complex solubility characteristics primarily due to its intricate molecular structure and the presence of multiple functional groups. Here are some key points regarding its solubility:

  • Polar Functional Groups: The compound possesses numerous hydroxyl (-OH) groups and an amino (-NH2) group, which enhance its ability to interact with water molecules, suggesting a degree of solubility in polar solvents.
  • Hydrophobic Regions: Despite the polar sites, the presence of hydrophobic segments in the structure may hinder complete solubility in aqueous environments. This creates a balance between hydrophilic and hydrophobic forces.
  • pH Dependence: The carboxylic acid functional group indicates that the solubility may vary with changes in pH, as it may exist in either protonated or deprotonated forms depending on the environment.
  • Potential Solubility Variations: In organic solvents, the solubility might differ significantly, being more favorable in polar aprotic solvents compared to nonpolar solvents.

Therefore, while one might anticipate some degree of solubility due to the polar groups, the overall behavior of this compound in various solvents can be complex and would benefit from experimental investigation to better understand its solubility profile.

Interesting facts

Exploring the Fascinating Compound

The compound known for its complex structure, 22-[(2R,5S)-4-amino-3,5-dihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-1,3,26-trihydroxy-12-methyl-10-oxo-6,11,28-trioxatricyclo[22.3.1.05,7]octacosa-8,14,16,18,20-pentaene-25-carboxylic acid, presents an intriguing study in the realm of chemical sciences. Here are some notable points:

  • Complexity of Structure: This compound features a highly intricate molecular architecture, showcasing the richness of organic chemistry. It contains multiple functional groups, making it a target for studies in stereochemistry and molecular interactions.
  • Biological Relevance: The presence of amino and hydroxy groups suggests potential biological activity, possibly interfacing with enzymatic pathways or serving as a bioactive scaffold in pharmaceutical applications.
  • Total Synthesis: Due to its complex structure, synthesizing this compound may pose significant challenges and requires advanced synthetic techniques, which can lead to the exploration of innovative methods in organic synthesis.
  • Intriguing Applications: Compounds with such intricate frameworks often exhibit unique properties. Research has indicated that they may have applications in drug development, particularly in the fields of cancer therapy and antibiotic development.
  • Environmental Significance: Understanding compounds like this can contribute to the study of natural products and their roles in ecological systems, shedding light on potential applications in bioremediation and sustainable practices.

As a representative of the complexities of organic chemistry, this compound beckons further exploration, promising to unravel new pathways in both synthetic and applied chemistry. One scientist aptly noted, "The beauty of chemistry lies in its ability to transform small molecules into vast realms of potential." The study of this compound encapsulates that very essence.