Erythromycin

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Identification

Molecular formula
C37H67NO13
CAS Number
114-07-8
IUPAC Name
[(2S,3S,4R,6S)-6-[(2R,3S,4R,5R,6S)-6-[[(4R,5S,6S,7R,9R,16R)-4-acetoxy-5-methoxy-9,16-dimethyl-2,10-dioxo-7-(2-oxoethyl)-1-oxacyclohexadeca-11,13-dien-6-yl]oxy]-4-(dimethylamino)-5-hydroxy-2-methyl-tetrahydropyran-3-yl]oxy-4-hydroxy-2,4-dimethyl-tetrahydropyran-3-yl] 3-methylbutanoate
Molecular Weight
733.94g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
1.2400g/cm3
Interesting facts

Interesting Facts about the Compound: A Unique Natural Product

This compound, known for its complex structure and intricate stereochemistry, represents a fascinating example of a natural product with significant biological activity. It showcases a remarkable architecture that includes several stereocenters, demonstrating the exquisite precision required in organic synthesis.

Biological Significance

Natural products often serve as inspiration for drug design, and this compound is no exception. Here are a few key points regarding its biological relevance:

  • Potential Pharmacological Activity: Compounds similar to this structure are often investigated for their anti-inflammatory and anticancer properties.
  • Enzyme Inhibition: It may exhibit activity against specific enzymes, contributing to its potential as a therapeutic agent.
  • Structural Diversity: The unique arrangement of functional groups enhances its interaction with biological targets.

Challenges in Synthesis

The synthesis of such a compound poses considerable challenges due to its multi-step process and the need for stereoelectronic control. Some notable aspects include:

  • Regioselectivity: Achieving selective functionalization at distinct sites is crucial to maintain the integrity of the structure.
  • Stereochemical Integrity: Maintaining the correct stereochemical configuration at each chiral center is pivotal for the compound's activity.
  • Protecting Groups: A variety of protecting groups may be employed to selectively activate certain functional groups at various steps in the synthesis.

Future Perspectives

Research on this compound and similar analogs holds great promise. Chemists continue to explore:

  • Green Chemistry: Developing more sustainable and efficient synthetic routes that minimize waste and environmental impact.
  • Derivatives Development: Modifying the structure to optimize biological activity and reduce toxicity.
  • Mechanism of Action Studies: Understanding how this compound interacts with biological systems through advanced imaging and molecular modeling techniques.

The exploration of this compound not only highlights the beauty of organic chemistry but also underscores the endless possibilities within natural product research and medicinal chemistry.

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