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Erythromycin

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Identification
Molecular formula
C37H67NO13
CAS number
114-07-8
IUPAC name
O4-[(2R,3S,4R,6S)-4-(dimethylamino)-2-[[(3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-14-ethyl-7,12,13-trihydroxy-4-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyl-tetrahydropyran-2-yl]oxy-3,5,7,9,11,13-hexamethyl-2,10-dioxo-oxacyclotetradec-6-yl]oxy]-6-methyl-tetrahydropyran-3-yl] O1-ethyl butanedioate
State
State

At room temperature, Erythromycin is typically found in a solid crystalline form.

Melting point (Celsius)
135.00
Melting point (Kelvin)
408.15
Boiling point (Celsius)
300.00
Boiling point (Kelvin)
573.15
General information
Molecular weight
733.94g/mol
Molar mass
733.9370g/mol
Density
1.2400g/cm3
Appearence

Erythromycin appears as a white to off-white, crystalline powder. It may also be seen in the form of a colorless, odorless, tasteless solid.

Comment on solubility

Solubility of O4-[(2R,3S,4R,6S)-4-(dimethylamino)-2-[[[3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-14-ethyl-7,12,13-trihydroxy-4-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyl-tetrahydropyran-2-yl]oxy-3,5,7,9,11,13-hexamethyl-2,10-dioxo-oxacyclotetradec-6-yl]oxy]-6-methyl-tetrahydropyran-3-yl] O1-ethyl butanedioate

The solubility of this complex compound is influenced by several structural factors, contributing to its overall behavior in different environments:

  • Polarity: The presence of various functional groups such as hydroxyl (–OH) and methoxy (–OCH3) groups increases the polarity of the molecule, suggesting a tendency to be soluble in polar solvents like water.
  • Hydrogen Bonding: The multiple hydroxyl groups can engage in hydrogen bonding with solvent molecules, which may enhance solubility in aqueous environments.
  • Hydrophobic Regions: Conversely, the hydrophobic sections of the molecule derived from the larger hydrophobic segments can lead to decreased solubility in polar solvents, complicating the solubility picture.
  • Solvent Interaction: This compound may exhibit differential solubility across various solvents; it might be more soluble in organic solvents like ethanol or methanol due to its intricate structure and functional groups.

In summary, the solubility of O4-[(2R,3S,4R,6S)-4-(dimethylamino)-2-[[[3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-14-ethyl-7,12,13-trihydroxy-4-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyl-tetrahydropyran-2-yl]oxy-3,5,7,9,11,13-hexamethyl-2,10-dioxo-oxacyclotetradec-6-yl]oxy]-6-methyl-tetrahydropyran-3-yl] O1-ethyl butanedioate is likely variable, dictated by its unique composition and the solvent used. Understanding these factors is crucial for practical applications involving this compound.

Interesting facts

Interesting Facts about O4-[(2R,3S,4R,6S)-4-(dimethylamino)-2-[[[3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-14-ethyl-7,12,13-trihydroxy-4-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyl-tetrahydropyran-2-yl]oxy-3,5,7,9,11,13-hexamethyl-2,10-dioxo-oxacyclotetradec-6-yl]oxy]-6-methyl-tetrahydropyran-3-yl] O1-ethyl butanedioate

This compound is a complex organic molecule featuring a rich structure characterized by multiple functional groups and stereogenic centers. Here are some fascinating aspects of this compound:

  • Biological Relevance: The intricate structure suggests a potential role in medicinal chemistry, possibly as a lead compound for drug development.
  • Stereochemistry: With multiple stereogenic centers, this compound showcases the fascinating field of stereochemistry, where the spatial arrangement of atoms can significantly impact biological activity.
  • Natural Product Inspiration: Many complex organic compounds, like this one, are inspired by or derived from natural products, indicating a connection to biodiversity.
  • Discipline Intersection: The synthesis and study of such a compound often require knowledge from various fields, including organic chemistry, pharmacology, and even computational chemistry for modeling interactions.
  • Potential Applications: Given its molecular complexity, this compound could be useful in the development of advanced materials, agrochemicals, or therapeutic agents targeting specific biological pathways.

Exploring compounds like this allows chemists to dive deep into the art and science of molecular design. As one renowned chemist stated, "The beauty of chemistry lies in its complexity and the endless possibilities it holds for innovation."

Overall, the study of such compounds not only broadens our understanding of chemical interactions but also fuels the advancement of multiple scientific disciplines.

Synonyms
SCHEMBL537373
AKOS015896381
4-O-[(2R,3S,4R,6S)-4-(dimethylamino)-2-[[(3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-14-ethyl-7,12,13-trihydroxy-4-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-3,5,7,9,11,13-hexamethyl-2,10-dioxo-oxacyclotetradec-6-yl]oxy]-6-methyloxan-3-yl] 1-O-ethyl butanedioate
NS00011662