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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
State
State

At room temperature, erythromycin is a solid in the form of a crystalline powder. It is typically formulated into tablets or capsules for medicinal use.

Melting point (Celsius)
135.00
Melting point (Kelvin)
408.15
Boiling point (Celsius)
194.00
Boiling point (Kelvin)
467.15
General information
Molecular weight
733.94g/mol
Molar mass
733.9370g/mol
Density
1.2400g/cm3
Appearence

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

Comment on solubility

Solubility of (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

The solubility of this intricate compound can be attributed to its complex structural features and functional groups. *Understanding solubility* is essential for predicting the behavior of compounds in various solvents. In this case, the solubility is influenced by several factors:

  • Polarity: The presence of multiple hydroxyl groups may enhance solubility in polar solvents like water.
  • Hydrophobic regions: The hexamethyl and tetrahydropyran parts introduce hydrophobic characteristics, which can limit solubility in polar solvents.
  • Interactions: Hydrogen bonding, dipole-dipole interactions, and van der Waals forces play a significant role in solubility, particularly in mixed solvent systems.
  • Concentration: Higher concentrations may lead to saturation, affecting both solubility and potential precipitation.

Overall, while the compound may exhibit some degree of solubility in solvents with varying polarities, the exact solubility profile would require experimental investigation to quantify. As the saying goes, "The devil is in the details," and understanding the specific interactions of this compound with different solvents is crucial for practical applications.

Interesting facts

Interesting Facts About the Compound

This compound, which is a complex organic molecule, showcases the rich diversity found in the realm of chemistry. This compound belongs to a class of substances known for their remarkable biological activities and intricate structures, often making them valuable in medicinal chemistry.

Structural Complexity

The nuanced structure of this compound includes:

  • Stereochemistry: The designation of (3R,4S,6R,7R,9R,11R,12R,13S,14R) hints at a chiral molecule, signifying multiple stereocenters that can lead to different isomers with varying biological effects.
  • Functional Groups: The presence of hydroxyl groups (-OH) and ether linkages (–O–) provides a pathway for hydrogen bonding, potentially enhancing solubility and reactivity.
  • Tetrahydropyran Moieties: Tetrahydropyran rings are commonly found in natural products and can be crucial for their pharmacological properties.

Biological Significance

Many compounds with similar structural characteristics have been studied for their therapeutic potential. This specific compound might exhibit:

  • Antimicrobial Properties: The intricate arrangement of substituents may enhance its interaction with biological targets.
  • Antioxidant Activity: Hydroxy groups are often associated with antioxidant activity, which can help protect cells from damage.
  • Neuroprotective Effects: Dimethylamino groups linked to hydroxy compounds can sometimes enhance cognitive functions or provide neuroprotection.

Research and Applications

This compound's unique structure opens up multiple avenues for research, particularly in:

  • Drug Development: Its ability to interact with various biological pathways makes it a candidate for designing new pharmaceuticals.
  • Natural Product Synthesis: It may serve as a template for synthesizing new derivatives with enhanced efficacy.

In summary, the unique combination of chiral centers, functional groups, and its possible applications in biochemistry make this compound a fascinating subject of study. As one dives deeper into the world of chemistry, it is compounds like these that unveil the intricacies of molecular interactions and inspire innovative solutions to health challenges.