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Erythromycin

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Identification
Molecular formula
C37H67NO13
CAS number
114-07-8
IUPAC name
(3R,4S,6R,7R,9R,11R,12R,13S,14R)-6-[4-(dimethylamino)-3-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-14-ethyl-7,12,13-trihydroxy-4-(5-hydroxy-4-methoxy-4,6-dimethyl-tetrahydropyran-2-yl)oxy-3,5,7,9,11,13-hexamethyl-oxacyclotetradecane-2,10-dione;2,3,4,5,6-pentahydroxyhexanoic acid
State
State

At room temperature, erythromycin is typically a solid.

Melting point (Celsius)
135.00
Melting point (Kelvin)
408.15
Boiling point (Celsius)
861.00
Boiling point (Kelvin)
1 134.15
General information
Molecular weight
733.94g/mol
Molar mass
733.9380g/mol
Density
1.1200g/cm3
Appearence

Erythromycin appears as a white to off-white crystalline powder. It is practically odorless and has a slightly bitter taste.

Comment on solubility

Solubility Assessment

The compound named (3R,4S,6R,7R,9R,11R,12R,13S,14R)-6-[4-(dimethylamino)-3-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-14-ethyl-7,12,13-trihydroxy-4-(5-hydroxy-4-methoxy-4,6-dimethyl-tetrahydropyran-2-yl)oxy-3,5,7,9,11,13-hexamethyl-oxacyclotetradecane-2,10-dione; 2,3,4,5,6-pentahydroxyhexanoic acid possesses a complex structure that likely influences its solubility characteristics. Solubility in a solvent can be dictated by various factors:

  • Polarity: The presence of multiple hydroxy (-OH) groups suggests higher polarity, which generally enhances solubility in polar solvents like water.
  • Hydrophobic Regions: The extensive hydrocarbon chain may contribute hydrophobic characteristics, which could limit solubility in some polar solvents.
  • Hydrogen Bonding: The numerous hydroxyl groups can engage in hydrogen bonding, potentially facilitating solubility in suitable solvents.
  • Ionization: Given the presence of acidic groups, the solubility may increase in alkaline conditions, leading to the ionization of certain functional groups.

In summary, the solubility of this compound is likely to be a balance between its hydrophilic hydroxyl groups and hydrophobic hydrocarbon portions. As noted in chemistry, “like dissolves like,” thus it will likely show good solubility in polar organic solvents or aqueous solutions under specific conditions, while its complete solubility profile would require empirical testing to ascertain factors such as pH and temperature-specific interactions.

Interesting facts

Interesting Facts about the Compound

This compound, known as a complex polyol, features a unique configuration of multiple hydroxyl groups which contributes to its intriguing biochemical properties. Here are some fascinating aspects that highlight its significance in chemistry:

  • Structural Complexity: The compound has a multidimensional structure that incorporates various functional groups, including dimethylamino and multiple hydroxy functionalities. This structural diversity plays a crucial role in its biological activity.
  • Biological Relevance: Compounds with similar characteristics are often investigated for their potential therapeutic uses. Researchers explore their interactions with biological systems, making them candidates for drug development.
  • Origin of Names: The naming convention highlights its stereochemistry and the significant number of functional groups and modifications, which can spark discussions about molecular geometry and stereoisomerism in organic chemistry.
  • Potential Applications: The properties of such polyols may lend themselves to a variety of applications, including as drug delivery systems or in materials science. Understanding the interactions of these molecules in solution can pave the way for innovations in pharmaceutical formulations.
  • Challenging Synthesis: Synthesizing compounds of this complexity can be quite challenging. Chemists often have to develop innovative methodologies to assemble such intricate structures, making this an exciting area of research in organic synthesis.

Overall, this compound exemplifies the richness of organic chemistry, where structure and function intertwine to yield substances with potential therapeutic and industrial importance. As one researcher aptly put it, “The beauty of chemistry lies in its endless possibilities.”


Synonyms
NS00125713