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Erythromycin

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Identification
Molecular formula
C37H67NO13
CAS number
114-07-8
IUPAC name
(1R,3S,5R,6R,9R,11R,15S,16R,17R,18S,33R,35S,36R,37S)-33-[(2R,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-1,3,5,6,9,11,17,37-octahydroxy-15,16,18-trimethyl-13-oxo-14,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,23,25,27,29,31-heptaene-36-carboxylic acid
State
State

At room temperature, erythromycin exists in a solid state as a powder. It is stable under normal conditions and must be stored in a tight, light-resistant container to avoid degradation.

Melting point (Celsius)
135.00
Melting point (Kelvin)
408.15
Boiling point (Celsius)
866.30
Boiling point (Kelvin)
1 139.30
General information
Molecular weight
733.94g/mol
Molar mass
733.9370g/mol
Density
1.2400g/cm3
Appearence

Erythromycin is a white to off-white crystalline powder. It is often supplied as the free base compound, but can also be available in other forms for pharmaceutical applications such as erythromycin estolate or erythromycin ethylsuccinate. The powder form of erythromycin is insoluble in water, and it has a very slight odor.

Comment on solubility

Solubility of the Compound

The solubility of the compound (1R,3S,5R,6R,9R,11R,15S,16R,17R,18S,33R,35S,36R,37S)-33-[(2R,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-1,3,5,6,9,11,17,37-octahydroxy-15,16,18-trimethyl-13-oxo-14,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,23,25,27,29,31-heptaene-36-carboxylic acid is influenced by several factors:

  • Polarity: The presence of multiple hydroxyl groups (–OH) contributes to a high degree of polarity, which typically enhances solubility in polar solvents like water.
  • Hydrogen Bonding: The ability of this compound to form hydrogen bonds with water molecules can further increase its solubility.
  • Structural Complexity: Its intricate molecular structure may impede solubility in organic solvents, although it could possess limited solubility in some organic matrices.
  • Ionic Character: If any ionizable groups are present, they might improve solubility in various environments through ionic interactions.

As a rule of thumb, "like dissolves like"; thus, anticipating solubility requires considering the solvent's characteristics. It's essential to recognize that achieving high solubility can be an interesting interplay of molecular interactions, as well as temperature and pH conditions. Understanding the solubility properties of this compound can lead to significant implications in pharmaceutical applications and chemical processing.

Interesting facts

Interesting Facts about the Compound

This complex organic compound, with its intricate structure, is a fascinating subject of study for both chemists and biologists. Its detailed stereochemistry highlights not only the rich variety of stereoisomers, but also the significance of chirality in biological systems.

Notable Characteristics:

  • Natural Product: This compound is likely derived from natural sources and might exhibit bioactive properties, making it an interesting candidate for pharmacological research.
  • Structural Complexity: The presence of multiple functional groups, including amines, hydroxyls, and carboxylic acids, suggests that it could be involved in a range of biochemical interactions.
  • Potential Applications: Due to its unique structure, it may have potential applications in drug design, particularly in the development of therapeutics that target specific biological pathways.

Moreover, understanding the reactivity and stability of this compound can provide insights into the mechanisms of chemical reactions that occur in biological systems. As researchers continue to explore its pharmacological potential, new discoveries could emerge that enhance our understanding of natural product chemistry and its implications in health.

In summary, this compound serves as a remarkable example of molecular architecture, reflecting the complex interplay between structure and function in the field of chemistry.

Synonyms
Amphotericin B trihydrate
1202017-46-6
SCHEMBL1648719
CHEMBL4785395
SCHEMBL19681333
AKOS026750018
AKOS040732705
SMP1_000302
NCGC00179595-01
DA-50432
NS00002978