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Erythromycin

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Identification
Molecular formula
C37H67NO13
CAS number
114-07-8
IUPAC name
2-[(4R,6S,7R,9R,16R)-6-[(2R,3R,4R,5S,6R)-5-[(2S,4R,5S,6S)-4,5-dihydroxy-4,6-dimethyl-tetrahydropyran-2-yl]oxy-4-(dimethylamino)-3-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-16-ethyl-4-hydroxy-15-[[(3R,4R,5R,6R)-5-hydroxy-3,4-dimethoxy-6-methyl-tetrahydropyran-2-yl]oxymethyl]-5,9,13-trimethyl-2,10-dioxo-1-oxacyclohexadeca-11,13-dien-7-yl]acetaldehyde
State
State

At room temperature, erythromycin is typically a solid powder.

Melting point (Celsius)
135.00
Melting point (Kelvin)
408.15
Boiling point (Celsius)
642.20
Boiling point (Kelvin)
915.35
General information
Molecular weight
733.94g/mol
Molar mass
733.9370g/mol
Density
1.2400g/cm3
Appearence

Erythromycin is a white or slightly yellow powder that is slightly hygroscopic. It may have a faint odor and exhibits a bitter taste.

Comment on solubility

Solubility of 2-[(4R,6S,7R,9R,16R)-6-[(2R,3R,4R,5S,6R)-5-[(2S,4R,5S,6S)-4,5-dihydroxy-4,6-dimethyl-tetrahydropyran-2-yl]oxy-4-(dimethylamino)-3-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-16-ethyl-4-hydroxy-15-[[[3R,4R,5R,6R)-5-hydroxy-3,4-dimethoxy-6-methyl-tetrahydropyran-2-yl]oxymethyl]-5,9,13-trimethyl-2,10-dioxo-1-oxacyclohexadeca-11,13-dien-7-yl]acetaldehyde

The solubility of this complex compound is influenced by several factors due to its intricate structure. The presence of numerous hydroxy groups and ether linkages typically suggests that it has some degree of water solubility. However, the overall solubility can vary significantly based on the following:

  • Polarity: Compounds with multiple hydroxy groups are often more polar, enhancing solubility in polar solvents like water.
  • Steric hindrance: The intricate 3D arrangement may hinder interaction with solvent molecules, affecting the overall solubility.
  • Intermolecular forces: Hydrogen bonding capabilities provided by hydroxyl groups can enhance solubility in specific environments.
  • pH levels: Changes in pH can alter the ionization state of certain functional groups, further influencing solubility.

In summary, while it is likely that this compound exhibits some solubility in polar solvents due to its polar characteristics, the specific environmental conditions and structural complexities will ultimately dictate its solubility profile. Further studies would be necessary to quantify its solubility in various solvents.

Interesting facts

Exploring the Complexity of 2-[(4R,6S,7R,9R,16R)-6-...-7-yl]acetaldehyde

This compound, while perhaps less commonly known, showcases the incredible diversity and intricacy found in organic chemistry. The structure consists of multiple functional groups and numerous stereocenters, making it a fascinating subject for study. Here are some interesting aspects to consider:

  • Stereochemistry: The presence of several stereogenic centers contributes to the compound's unique three-dimensional shape. Understanding the implications of chirality is vital, as it can influence biological activity and reactivity.
  • Functional Groups: Featuring a variety of functional groups such as aldehydes and ethers, the compound's reactivity can be quite extensive. These groups play critical roles in chemical interactions and potential applications.
  • Natural Product Analogs: Many complex compounds derive inspiration from nature. This particular compound might serve as a synthetic derivative of naturally occurring substances, often found in medicinal chemistry.
  • Application Potential: The structural components suggest that it could interact with various biochemical pathways, potentially leading to therapeutic applications. Research into similar compounds has resulted in significant pharmaceutical advancements.
  • Significance in Organic Synthesis: Chemists value the elegant strategies that can be used to construct such complex molecules, which often involve multi-step synthesis and advanced techniques to ensure specificity and yield.

The depth of information embedded within such compounds exemplifies the beauty and complexity of chemistry. Investigating the roles of each component not only aids in understanding these compounds better but also enhances our appreciation for the interconnectedness of chemical structures and their potential transformations.

"In every atom, there is a story waiting to be discovered."

Ultimately, the exploration of the 2-[(4R,6S,7R,9R,16R)-6-...-7-yl]acetaldehyde invites further research and encourages deep dives into the realms of stereochemistry, synthesis, and application in medicinal chemistry.