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Erythromycin

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Identification
Molecular formula
C37H67NO13
CAS number
114-07-8
IUPAC name
(1S,15S,16R,17R,18S)-33-[(2S,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-1,3,4,7,9,11,17,37-octahydroxy-15,16,18-trimethyl-13-oxo-14,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,25,27,29,31-hexaene-36-carboxylic acid
State
State
Erythromycin is typically found in solid form as a crystalline powder at room temperature. It is often used in the pharmaceutical industry in this solid state for the formulation of medications.
Melting point (Celsius)
135.00
Melting point (Kelvin)
408.15
Boiling point (Celsius)
715.70
Boiling point (Kelvin)
988.90
General information
Molecular weight
733.94g/mol
Molar mass
733.9370g/mol
Density
1.2400g/cm3
Appearence

Erythromycin appears as a white or slightly yellow crystalline powder with a characteristic odor. It is practically insoluble in water but soluble in alcohols, acetone, and other organic solvents.

Comment on solubility

Solubility of (1S,15S,16R,17R,18S)-33-[(2S,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-1,3,4,7,9,11,17,37-octahydroxy-15,16,18-trimethyl-13-oxo-14,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,25,27,29,31-hexaene-36-carboxylic acid

This complex organic compound exhibits a fascinating solubility profile. Its solubility characteristics can be influenced by several factors:

  • Polarity: The presence of multiple hydroxyl groups contributes to a higher polarity, generally enhancing solubility in polar solvents such as water.
  • Hydrophobic Regions: Despite its polar nature, the compound has hydrophobic areas due to the carbon chains and aromatic structures, which may reduce its overall solubility in aqueous environments.
  • pH Sensitivity: The solubility can also be influenced by the pH of the solution. Carboxylic acid groups may ionize, increasing solubility in basic conditions.

Furthermore, it is crucial to consider that:

  • The solubility may vary greatly in different solvents (e.g., organic vs. aqueous).
  • Temperature plays a significant role, with higher temperatures often increasing solubility for many compounds.

In summary, the solubility of this compound is multifaceted, requiring careful consideration of various environmental factors to make accurate predictions. As noted, "solubility is the key to understanding reactivity and applicability" in diverse fields such as pharmaceuticals and materials science.

Interesting facts

Interesting Facts about (1S,15S,16R,17R,18S)-33-[(2S,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-1,3,4,7,9,11,17,37-octahydroxy-15,16,18-trimethyl-13-oxo-14,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,25,27,29,31-hexaene-36-carboxylic acid

This compound embodies a fascinating array of structural complexities that are characteristic of naturally occurring molecules. As a scientist, one might find the intricacies of its stereochemistry particularly captivating. With four chiral centers, the arrangement of its molecular geometry plays a significant role in its biological activity. Here are some intriguing aspects:

  • Diverse Functional Groups: The compound features a combination of hydroxyl groups, amino groups, and a carboxylic acid moiety. This rich functional diversity suggests potential for engaging in various biochemical interactions.
  • Bioactivity Potential: Compounds with similar structural motifs have been studied for their antimicrobial, antiviral, and antifungal properties. Their capability to interact with biological systems makes them of great interest in medicinal chemistry.
  • Structural Complexity: The inclusion of a bicyclo structure adds to this compound’s unique character, which may offer interesting pathways for synthetic chemists to explore new derivatives and analogs.
  • Applications in Research: As researchers continue to investigate its properties, it becomes crucial to understand how slight changes in the structure could lead to significant variations in its reactivity and biological function.

In essence, this compound not only serves as a testament to nature's ingenuity in molecular architecture, but it also presents numerous opportunities for further scientific inquiry and advancement in the field of pharmaceutical development.

Synonyms
nystatin
1400-61-9
AKOS026750173