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Erythromycin

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Identification
Molecular formula
C37H67NO13
CAS number
114-07-8
IUPAC name
[(6S,9S,10S,12R,13S,14S,16R,19S,22S,23S,25R)-22-acetoxy-10,12,14,16,23-pentahydroxy-6,10,19-trimethyl-24-oxa-4-azaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosan-13-yl] 2-methylbutanoate
State
State

At room temperature, erythromycin is typically in a solid state, appearing as a fine powder that can be easily handled and measured for pharmaceutical and biochemical applications.

Melting point (Celsius)
135.00
Melting point (Kelvin)
408.15
Boiling point (Celsius)
195.00
Boiling point (Kelvin)
468.15
General information
Molecular weight
733.94g/mol
Molar mass
733.9370g/mol
Density
1.2400g/cm3
Appearence

Erythromycin is typically observed as a white or slightly yellow crystalline powder. Due to its crystal nature, it can reflect light, giving it a shimmering appearance under certain lighting conditions.

Comment on solubility

Solubility of [(6S,9S,10S,12R,13S,14S,16R,19S,22S,23S,25R)-22-acetoxy-10,12,14,16,23-pentahydroxy-6,10,19-trimethyl-24-oxa-4-azaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosan-13-yl] 2-methylbutanoate

The solubility characteristics of this complex organic compound are influenced by its intricate molecular structure and functional groups. Compounds like this, containing various hydroxyl groups and esters, typically exhibit solubility patterns based on the following factors:

  • Hydroxyl Groups: The presence of multiple hydroxyl (–OH) groups generally increases the compound's ability to form hydrogen bonds with water, enhancing its solubility in polar solvents.
  • Alkyl Chains: The ester functionalities and long hydrocarbon chains may decrease solubility in water due to the hydrophobic nature of these regions.
  • Solvent Type: This compound may be more soluble in apolar solvents or non-polar solvents (e.g., hexane or dichloromethane) than in polar solvents like water due to the structural composition.
  • Overall Structure: Its large, multi-cyclic structure may hinder complete solvation due to steric hindrance.

In summary, while the presence of hydroxyl groups suggests a degree of water solubility, the overall structure and steric factors complicate the situation. It is reasonable to expect:

  1. Moderate solubility in polar solvents due to polar functional groups.
  2. Better solubility in organic solvents, particularly those that mitigate the hydrophobic effects of long alkyl chains.

Thus, an analysis of solubility requires careful consideration of both the hydrophilic and hydrophobic components of the molecule.

Interesting facts

Interesting Facts about the Compound

The compound known as (6S,9S,10S,12R,13S,14S,16R,19S,22S,23S,25R)-22-acetoxy-10,12,14,16,23-pentahydroxy-6,10,19-trimethyl-24-oxa-4-azaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosan-13-yl 2-methylbutanoate is a fascinating molecule that showcases the complexity and diversity of natural compounds. Here are some noteworthy details:

  • Structural Complexity: This compound features an intricate structure characterized by multiple cycloalkane rings, making it a part of the family of bicyclic and polycyclic compounds.
  • Hydroxyl Groups: The presence of five hydroxyl (-OH) groups contributes to its unique biochemical activity, which may involve interactions with biological membranes or proteins.
  • Acetoxy Group Influence: The acetoxy group at position 22 can affect the solubility and reactivity of the compound, which is significant in its role as a potential pharmaceutical agent.
  • Natural Occurrence: Compounds of similar nature are often found in various natural sources, including plants, and they can play roles in medicinal and nutritional aspects.
  • Potential Applications: This molecular structure opens avenues for research in drug design, particularly in the search for new therapeutic agents due to its complex configuration and potential pharmacological activities.

This compound represents the forefront of organic chemistry research and highlights the importance of structural variety in the development of new chemical entities. As a scientist, studying such compounds not only reveals insights into their chemistry but also into their possible applications in various fields such as medicine, biochemistry, and materials science.

Synonyms
DTXSID70963592
3-(Acetyloxy)-4,7,14,16,20-pentahydroxy-4,9-epoxycevan-15-yl 2-methylbutanoate