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Erythromycin A

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Identification
Molecular formula
C37H67NO13
CAS number
114-07-8
IUPAC name
[3,5-dihydroxy-2-(hydroxymethyl)-6-[(14-oxo-19-vinyl-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-4,6,8,15-tetraen-18-yl)oxy]tetrahydropyran-4-yl] acetate
State
State

At room temperature, Erythromycin A is found as a solid.

Melting point (Celsius)
135.00
Melting point (Kelvin)
408.15
Boiling point (Celsius)
815.20
Boiling point (Kelvin)
1 088.35
General information
Molecular weight
733.94g/mol
Molar mass
733.9370g/mol
Density
1.2600g/cm3
Appearence

Erythromycin A typically appears as a white or slightly yellow crystalline powder.

Comment on solubility

Solubility of 3,5-Dihydroxy-2-(hydroxymethyl)-6-[(14-oxo-19-vinyl-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-4,6,8,15-tetraen-18-yl)oxy]tetrahydropyran-4-yl] acetate

The solubility of the compound with the chemical formula C37H67NO13 can be assessed through various factors, and it presents unique characteristics due to its complex structure. Here are several key points regarding its solubility:

  • General Solubility: This compound is likely to exhibit limited solubility in non-polar solvents due to its highly polar functional groups.
  • Water Solubility: Given the presence of multiple hydroxyl (-OH) groups, it may show some degree of solubility in water, making it potentially partially soluble.
  • Influence of Functional Groups: The variations in functional groups can significantly affect solubility; for instance, the acetate moiety can enhance solubility in organic solvents.

To summarize, the solubility of this complex compound is significantly influenced by its chemical structure. While hydroxyl groups generally promote solubility in polar solvents like water, the overall steric and electronic effects of the entire molecule must be taken into consideration. The interactions between polar groups and their environment play a critical role.

Interesting facts

Interesting Facts about 3,5-Dihydroxy-2-(hydroxymethyl)-6-[(14-oxo-19-vinyl-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-4,6,8,15-tetraen-18-yl)oxy]tetrahydropyran-4-yl Acetate

This fascinating compound, often abbreviated for convenience, showcases the intricate beauty and complexity of organic chemistry. Its structure includes various functional groups that contribute to its potential biological activity and applications in medicinal chemistry.

Key Features:

  • Polycyclic Architecture: The inclusion of a pentacyclic system highlights the compound's complexity, offering an intriguing basis for the study of structure-activity relationships in drug design.
  • Hydroxyl Groups: The presence of multiple hydroxyl (-OH) groups suggests potential for engaging in hydrogen bonding, which could enhance solubility and affinity for biological targets.
  • Esters and Tetrahydropyran: The tetrahydropyran moiety presents interesting properties that may affect the pharmacokinetics of the compound, influencing absorption, distribution, metabolism, and excretion.

This compound may show potential as a lead structure for developing new pharmaceuticals, especially due to its unique structural features. As noted by chemist and author Sir Robert Robinson, “Chemical structure is the very foundation of the predicted behavior of a compound.” Understanding the behavior of such a compound can unveil new therapeutic pathways.

Applications and Implications:

  • Medicinal Chemistry: Compounds with similar configurations have been investigated for anticancer and antiviral properties, making this compound a candidate for further exploration.
  • Green Chemistry: The routes for synthesis may be adapted to minimize environmental impact, showcasing the principles of green chemistry.
  • Research and Development: Ongoing research can focus on modifications of the compound to optimize efficacy and reduce potential toxic effects.

In conclusion, the study of 3,5-Dihydroxy-2-(hydroxymethyl)-6-[(14-oxo-19-vinyl-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-4,6,8,15-tetraen-18-yl)oxy]tetrahydropyran-4-yl acetate offers insights not only into its potential applications but also into the artistry involved in organic synthesis. The future may hold new discoveries that further enhance our understanding of this remarkable compound!