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Erythromycin

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Identification
Molecular formula
C37H67NO13
CAS number
114-07-8
IUPAC name
[6-[6-[[4-acetoxy-5-methoxy-9,16-dimethyl-2-oxo-7-(2-oxoethyl)-10-propanoyloxy-1-oxacyclohexadeca-11,13-dien-6-yl]oxy]-4-(dimethylamino)-5-hydroxy-2-methyl-tetrahydropyran-3-yl]oxy-4-hydroxy-2,4-dimethyl-tetrahydropyran-3-yl] 3-methylbutanoate
State
State

At room temperature, erythromycin is typically in the solid state. It is stable under normal conditions of use and storage but should be protected from excessive heat and light.

Melting point (Celsius)
135.00
Melting point (Kelvin)
408.15
Boiling point (Celsius)
375.00
Boiling point (Kelvin)
648.15
General information
Molecular weight
733.94g/mol
Molar mass
733.9370g/mol
Density
1.2480g/cm3
Appearence

Erythromycin is a white to off-white, crystalline powder. It may appear slightly yellowish due to exposure to light or heat. The powder is odorless and has a bitter taste.

Comment on solubility

Solubility of 6-[6-[[4-acetoxy-5-methoxy-9,16-dimethyl-2-oxo-7-(2-oxoethyl)-10-propanoyloxy-1-oxacyclohexadeca-11,13-dien-6-yl]oxy]-4-(dimethylamino)-5-hydroxy-2-methyl-tetrahydropyran-3-yl]oxy-4-hydroxy-2,4-dimethyl-tetrahydropyran-3-yl] 3-methylbutanoate (C37H67NO13)

The solubility of complex organic compounds such as 6-[6-[[4-acetoxy-5-methoxy-9,16-dimethyl-2-oxo-7-(2-oxoethyl)-10-propanoyloxy-1-oxacyclohexadeca-11,13-dien-6-yl]oxy]-4-(dimethylamino)-5-hydroxy-2-methyl-tetrahydropyran-3-yl]oxy-4-hydroxy-2,4-dimethyl-tetrahydropyran-3-yl] 3-methylbutanoate can vary significantly based on several factors:

  • Polarity: The presence of polar functional groups, like hydroxyl (-OH) or dimethylamino (-N(CH3)2), influences solubility in polar solvents (e.g., water).
  • Hydrophobic regions: This compound has several large hydrophobic segments, suggesting it may show low solubility in polar solvents but better solubility in organic solvents like ethanol or chloroform.
  • Temperature: Increased temperature often enhances solubility, allowing more of the compound to dissolve in a solvent.
  • pH Levels: The ionization state of the dimethylamino group can affect solubility in aqueous solutions, where changes in pH can lead to solubility variations.

As a rule of thumb, "like dissolves like" is a helpful guideline; compounds with similar polarities tend to dissolve well together. Given these complexities, predictions on solubility require careful consideration of the compound's full structural characteristics and the solvent environment.

Interesting facts

Interesting Facts About 6-[6-[[4-Acetoxy-5-methoxy-9,16-dimethyl-2-oxo-7-(2-oxoethyl)-10-propanoyloxy-1-oxacyclohexadeca-11,13-dien-6-yl]oxy]-4-(dimethylamino)-5-hydroxy-2-methyl-tetrahydropyran-3-yl]oxy-4-hydroxy-2,4-dimethyl-tetrahydropyran-3-yl 3-methylbutanoate

This compound, with its complex structure, is indicative of extensive chemical synthesis involving multiple functional groups. Its significant features make it a subject of interest in various fields:

  • Diverse Applications: This compound exhibits potential applications in pharmaceuticals, particularly in the development of new therapeutic agents. The presence of acetoxy and methoxy groups may enhance bioactivity.
  • Structural Complexity: It contains a variety of structural motifs including oxacycles, tetrahydropyran rings, and multiple hydroxyl groups that contribute to its biochemical interactions.
  • Potential Mechanisms: The intricate arrangement of its functional groups suggests mechanisms of action that could involve interactions with biological macromolecules like proteins and nucleic acids, leading to studies on drug efficacy.
  • Natural Product Inspiration: The compound may be a synthetic derivative inspired by natural products, aiming to mimic their pharmacological properties while improving specificity and reducing side effects.

As a chemistry student or researcher, analyzing such complex compounds can provide deep insights into the realms of organic synthesis and drug design. As noted by chemist David W.C. MacMillan, “The best science is often inspired by nature, and innovation thrives at the nexus of creativity and scientific exploration.” This compound exemplifies that sentiment, representing a convergence of creativity in molecular design and the rigorous exploration of chemical properties.

Synonyms
[6-[6-[[4-acetyloxy-5-methoxy-9,16-dimethyl-2-oxo-7-(2-oxoethyl)-10-propanoyloxy-1-oxacyclohexadeca-11,13-dien-6-yl]oxy]-4-(dimethylamino)-5-hydroxy-2-methyloxan-3-yl]oxy-4-hydroxy-2,4-dimethyloxan-3-yl] 3-methylbutanoate
NS00123891