Skip to main content

Erythromycin

ADVERTISEMENT
Identification
Molecular formula
C37H67NO13
CAS number
114-07-8
IUPAC name
(2S,3S)-2-[(2S,4R,5R,6R)-4-[(2S,4R,5R,6R)-4-[(2S,4S,5R,6R)-4,5-dihydroxy-4,6-dimethyl-tetrahydropyran-2-yl]oxy-5-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-5-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-3-[(1S,3S,4R)-3,4-dihydroxy-1-methoxy-2-oxo-pentyl]-6-[(2S,4R,5R,6R)-4-[(2S,4R,5S,6R)-4,5-dihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-5-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-8,9-dihydroxy-7-methyl-3,4-dihydro-2H-anthracen-1-one
State
State
Erythromycin is a solid at room temperature and is typically found in the form of a crystalline powder.
Melting point (Celsius)
135.00
Melting point (Kelvin)
408.15
Boiling point (Celsius)
552.90
Boiling point (Kelvin)
826.05
General information
Molecular weight
733.94g/mol
Molar mass
733.9370g/mol
Density
1.2440g/cm3
Appearence
Erythromycin is a white to off-white crystalline powder. It is practically odorless and has a bitter taste. In the solid state, it is stable in dry air but may become discolored upon exposure to moisture.
Comment on solubility

Solubility of (2S,3S)-2-[(2S,4R,5R,6R)-4-[(2S,4R,5R,6R)-4-[(2S,4S,5R,6R)-4,5-dihydroxy-4,6-dimethyl-tetrahydropyran-2-yl]oxy-5-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-5-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-3-[(1S,3S,4R)-3,4-dihydroxy-1-methoxy-2-oxo-pentyl]-6-[(2S,4R,5R,6R)-4-[(2S,4R,5S,6R)-4,5-dihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-5-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-8,9-dihydroxy-7-methyl-3,4-dihydro-2H-anthracen-1-one

The solubility of this complex compound can be quite intricate due to its large molecular structure and the presence of multiple functional groups. Here are some important considerations:

  • Functional Groups: The presence of multiple hydroxyl (-OH) groups suggests that the compound may engage in extensive hydrogen bonding with water, potentially increasing its solubility in polar solvents.
  • Hydrophobic Regions: Despite the hydroxyl groups that enhance solubility, significant *hydrophobic* portions may limit its overall solubility in water.
  • Viscosity: The large molecular weight and complexity might contribute to higher viscosity when in solution, which can affect solubility dynamics.
  • Solvent Choice: The solubility could greatly vary depending on the solvent. In organic solvents like ethanol or methanol, the solubility profiles may differ significantly.

In summary, the solubility of this compound is likely context-dependent, influenced by the balance between its polar hydroxyl groups and its hydrophobic components. Further empirical testing is advised to accurately assess solubility in specific applications.

Interesting facts

Interesting Facts about the Compound

The compound known as (2S,3S)-2-[(2S,4R,5R,6R)-4-[(2S,4R,5R,6R)-4-[(2S,4S,5R,6R)-4,5-dihydroxy-4,6-dimethyl-tetrahydropyran-2-yl]oxy-5-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-5-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-3-[(1S,3S,4R)-3,4-dihydroxy-1-methoxy-2-oxo-pentyl]-6-[(2S,4R,5R,6R)-4-[(2S,4R,5S,6R)-4,5-dihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-5-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-8,9-dihydroxy-7-methyl-3,4-dihydro-2H-anthracen-1-one is an intricate and fascinating molecule that exemplifies the complexity often found in natural products.

Key Features and Applications

  • Stereochemistry: The detailed stereochemistry featuring multiple chirality centers makes this compound a prime candidate for studying stereochemical effects in biological systems.
  • Natural Product Chemistry: It likely derives from intricate biosynthetic pathways, highlighting how nature engineers diverse and complex molecules for various functions.
  • Potential Therapeutic Uses: Given its structure, this compound may exhibit interesting biological activity, possibly related to medicinal chemistry and drug development.

In addition, this compound serves as a reminder of the interplay between structure and function, wherein even minor alterations in molecular geometry can lead to significant variations in biological outcomes. As one might say, "the devil is in the details" when it comes to chemical structures and their interactions within biological systems.

Research Significance

Scientists continually seek to understand such complex compounds due to their potential roles in therapeutic settings. Here are several research avenues that could be explored with this compound:

  • Mechanistic Studies: Understanding the mechanism of action may unveil how such compounds interact with biological targets.
  • Analytical Techniques: Utilizing advanced techniques such as NMR and mass spectrometry to elucidate the precise structure and confirm its proposed stereochemistry.
  • Synthetic Pathways: Investigating the synthetic routes for the creation of this compound could lead to more efficient methods of producing complex natural products in the lab.

In conclusion, this compound is a testament to the beauty and complexity of chemistry, showcasing both the challenges and rewards of working with intricate molecular structures. It opens doors to exciting research opportunities in the realms of both synthetic and medicinal chemistry.

Synonyms
CHEMBL451483
SCHEMBL95305
BDBM50103617