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Azithromycin

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Identification
Molecular formula
C38H72N2O12
CAS number
83905-01-5
IUPAC name
2-[[(3R,5S,6S,7R,8S,9R,12R,13S,14S,15R)-14-acetoxy-8-(5-acetoxy-4-methoxy-6-methyl-tetrahydropyran-2-yl)oxy-5,7,9,12,13,15-hexamethyl-10,16-dioxo-1,11-dioxaspiro[2.13]hexadecan-6-yl]oxy]-3-hydroxy-N,N,6-trimethyl-tetrahydropyran-4-amine oxide
State
State
At room temperature, Azithromycin is typically found in its solid state, appearing as a powder form. It remains stable under ordinary conditions of use and storage.
Melting point (Celsius)
111.00
Melting point (Kelvin)
384.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
748.98g/mol
Molar mass
748.9840g/mol
Density
1.1800g/cm3
Appearence

Azithromycin typically appears as a white to off-white powder. It is crystalline in nature and is soluble in DMSO and methanol. In its powdered form, it may clump together, but it remains free-flowing when packaged appropriately.

Comment on solubility

Solubility of the Compound

The compound 2-[[(3R,5S,6S,7R,8S,9R,12R,13S,14S,15R)-14-acetoxy-8-(5-acetoxy-4-methoxy-6-methyl-tetrahydropyran-2-yl)oxy-5,7,9,12,13,15-hexamethyl-10,16-dioxo-1,11-dioxaspiro[2.13]hexadecan-6-yl]oxy]-3-hydroxy-N,N,6-trimethyl-tetrahydropyran-4-amine oxide exhibits a level of solubility that is influenced by its complex molecular structure.

Key aspects of its solubility include:

  • Polarity: The presence of hydroxyl (-OH), acetate (-OCOCH3), and ether linkages within the molecule suggests that it has polar characteristics, potentially increasing its solubility in polar solvents such as water and methanol.
  • Hydrophobic regions: The hexamethyl groups and extensive hydrophobic portions may reduce solubility in aqueous environments, complicating its overall solubility profile.
  • Influence of molecular weight: The high molecular weight and complex structure may also hinder solubility, making it less soluble than simpler compounds.
  • Thermodynamic factors: The solubility can be affected by temperature and solvent polarity, leading to varied solubility behavior in different environments.

In conclusion, while this compound may show some solubility in polar solvents, its intricate structure and hydrophobic components can greatly influence its overall solubility behavior. As with many organic compounds, it is important to consider the “like dissolves like” principle when assessing solubility in various media.

Interesting facts

Interesting Facts about 2-[[[3R,5S,6S,7R,8S,9R,12R,13S,14S,15R)-14-acetoxy-8-(5-acetoxy-4-methoxy-6-methyl-tetrahydropyran-2-yl)oxy-5,7,9,12,13,15-hexamethyl-10,16-dioxo-1,11-dioxaspiro[2.13]hexadecan-6-yl]oxy]-3-hydroxy-N,N,6-trimethyl-tetrahydropyran-4-amine oxide

This complex compound, often referred to in the literature for its intricate structure, is a fascinating example of natural product chemistry. Its detailed stereochemistry showcases how the arrangement of atoms can influence biological activity significantly.

Key Features:

  • Steroidal Origins: This compound is likely derived from natural steroidal precursors, hinting at its potential bioactivity.
  • Multiple Functional Groups: The presence of acetoxy and methoxy groups along with the oxime functionality indicates the potential for diverse reactivity and biological interactions.
  • Pharmacological Potential: Given its complex interaction with biological systems, this compound may serve as a lead compound for the development of new therapeutics.
  • Structural Diversity: Compounds like this exemplify the remarkable diversity of chemical structures found in nature, which can lead to a myriad of biological functions.

Moreover, it is noteworthy that compounds with such intricate frameworks often play roles in traditional medicine systems, being utilized for their therapeutic effects. “The complexity of nature often reflects in the intricacy of its molecules,” states a well-known chemist in the field of natural products. This compelling nature of the compound invites further investigation into its mechanisms of action and potential applications in medicinal chemistry.


As we continue to explore and characterize such compounds, we unveil new insights into their functionality and significance within broader biological contexts. The ongoing research into compounds like this one emphasizes the importance of chemical diversity in drug discovery and development.