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Etoposide

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Identification
Molecular formula
C29H32O13N
CAS number
33419-42-0
IUPAC name
[(6R,7S,10R)-8-acetoxy-11-ethyl-5,7,14-trihydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] 4-methoxybenzoate
State
State

At room temperature, Etoposide is in a solid state. It is generally stable under normal conditions, though it should be stored in a controlled environment to preserve its efficacy and stability.

Melting point (Celsius)
213.00
Melting point (Kelvin)
486.15
Boiling point (Celsius)
390.00
Boiling point (Kelvin)
663.15
General information
Molecular weight
588.56g/mol
Molar mass
588.5620g/mol
Density
1.5690g/cm3
Appearence

Etoposide typically appears as a white to yellow-white crystalline solid. The compound may present as a powder, which must be handled carefully as it is used in medical settings primarily as a chemotherapy agent.

Comment on solubility

Solubility of [(6R,7S,10R)-8-acetoxy-11-ethyl-5,7,14-trihydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] 4-methoxybenzoate

The solubility of compounds such as [(6R,7S,10R)-8-acetoxy-11-ethyl-5,7,14-trihydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] 4-methoxybenzoate can be complex due to their intricate structures and varying functional groups. Below are key aspects of its solubility:

  • Polarity: Given the presence of multiple hydroxy groups, the compound is likely to exhibit polar characteristics, suggesting reasonable solubility in polar solvents such as water or methanol.
  • Functional Groups: The presence of multiple methoxy and acetoxy groups can enhance solubility in organic solvents, potentially making it more soluble in ethanol or acetone.
  • Hydrophobic Regions: Despite its polar regions, the bulk and hydrophobic nature of the hexacyclic structure may result in limited solubility in a purely aqueous environment and may hinder interactions with highly polar solvents.
  • Temperature Influence: As with many organic compounds, temperature may affect solubility; increasing temperature can often result in higher solubility.

While no definitive solubility values are specified, understanding the balance between hydrophilic and hydrophobic components in the structure helps predict how this compound will behave in various solvents. As stated, “the structure dictates solubility,” and careful consideration of each functional group’s contribution is essential in predicting solubility outcomes.

Interesting facts

Interesting Facts about the Compound: 4-Methoxybenzoate Derivative

This complex organic compound embodies the fascinating intricacies of chemical synthesis and structure. With its multi-cyclic framework and the presence of multiple functional groups, it serves as an intriguing model for studying the vast potential of complex natural products in medicinal chemistry.

Structural Highlights

  • Multi-Cyclization: This compound features a hexacyclic structure, indicating a nuanced level of molecular architecture that may impact its reactivity and interactions with biological systems.
  • Functional Diversity: The presence of hydroxyl groups, methoxy groups, and an acetoxy moiety allows this compound to exhibit a wide range of chemical behaviors, enhancing its potential applicability.
  • Stereochemistry: The specific chiral centers, denoted by the (6R,7S,10R) notation, highlight its unique three-dimensional shape, which can be crucial for determining the compound's biological activity and interaction with receptors in pharmacology.

Potential Applications

This compound can be considered for a variety of applications, especially within pharmacology:

  • Drug Development: Compounds with a similar complexity have been the basis for several pharmacologically active agents, presenting opportunities for discovering novel therapeutic agents.
  • Biological Research: The intricate structure may serve as a valuable probe for studying target proteins or enzymes, contributing to our understanding of biochemical pathways.

Historical Context

Research into compounds of this nature often mirrors the development of natural products derived from plants and microorganisms, which have historically led to a multitude of pharmaceutical breakthroughs. The study of such complex molecules not only deepens our understanding of chemical interactions but also continues to inspire ongoing research in synthetic and medicinal chemistry.

As we unveil the secrets hidden within such complex compounds, we are reminded of the beauty and depth of chemical science. In the words of a famous chemist, "Chemistry is the soul of science," and compounds like this one illustrate that truth remarkably well.