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Spiramycin

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Identification
Molecular formula
C43H74N2O14
CAS number
8025-81-8
IUPAC name
(3S,5S,6S,7R,8S,9R,12R,13R,14S,15R)-6-[4-(dimethylamino)-3-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-14-hydroxy-8-(5-hydroxy-4-methoxy-6-methyl-tetrahydropyran-2-yl)oxy-5,7,9,12,13,15-hexamethyl-1,11-dioxaspiro[2.13]hexadecane-10,16-dione
State
State

At room temperature, Spiramycin can be found as a crystalline solid, typically in a powdered form. Its hygroscopic nature means it needs to be stored properly to prevent it from absorbing moisture from the environment, which might vary its physical state slightly.

Melting point (Celsius)
147.00
Melting point (Kelvin)
420.00
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
843.06g/mol
Molar mass
843.0620g/mol
Density
1.2800g/cm3
Appearence

Spiramycin is usually encountered as white to faintly yellow crystalline powder or granules. It is known to be hygroscopic, which means it can absorb moisture from the air. The compound might also be encountered in a slightly viscous state when in an impure form.

Comment on solubility

Solubility of (3S,5S,6S,7R,8S,9R,12R,13R,14S,15R)-6-[4-(dimethylamino)-3-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-14-hydroxy-8-(5-hydroxy-4-methoxy-6-methyl-tetrahydropyran-2-yl)oxy-5,7,9,12,13,15-hexamethyl-1,11-dioxaspiro[2.13]hexadecane-10,16-dione

The solubility characteristics of this complex compound highlight several interesting aspects:

  • Polarity: The presence of multiple hydroxyl groups and a dimethylamino moiety suggests that this compound may exhibit some degree of polarity, potentially increasing its solubility in polar solvents like water.
  • Hydrogen Bonding: The numerous hydroxyl groups can participate in hydrogen bonding, enhancing solubility in protic solvents.
  • Solvent Specificity: Solubility can vary significantly between different solvents. For instance, it may be more soluble in organic solvents compared to aqueous solutions due to its large hydrophobic octane structure.
  • Temperature Effects: Like many organic compounds, solubility can increase with temperature. This is an important factor to consider when dissolving this compound in various media.

Overall, while the intricate structure of this compound might pose challenges in predicting its solubility with precision, it is fair to conclude that factors such as polarity, hydrogen bonding, and solvent interactions play critical roles in determining its solubility behavior.

Interesting facts

Interesting Facts about (3S,5S,6S,7R,8S,9R,12R,13R,14S,15R)-6-[4-(dimethylamino)-3-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-14-hydroxy-8-(5-hydroxy-4-methoxy-6-methyl-tetrahydropyran-2-yl)oxy-5,7,9,12,13,15-hexamethyl-1,11-dioxaspiro[2.13]hexadecane-10,16-dione

This complex organic compound features a unique spiro structure, which is characterized by two or more rings sharing a pair of atoms. Its intricate arrangement of substituents results in intriguing biological activity, making it a subject of interest in medicinal chemistry.

Key Features

  • Stereochemical Diversity: The compound contains multiple stereogenic centers, highlighting its chirality that could influence its pharmacological properties.
  • Dimethylamino Group: The presence of the dimethylamino functional group often enhances the compound's ability to interact with biological systems, potentially improving its efficacy as a drug.
  • Hydroxyl Groups: The multiple hydroxyl groups present in the structure may participate in hydrogen bonding, affecting solubility and interaction with biological macromolecules.
  • Tetrahydropyran Units: These structural motifs are common in natural products and can contribute to the compound's bioactivity, possibly mimicking sugars or other biologically relevant molecules.

Given its complexity, this compound may serve as a template for synthesizing novel pharmaceuticals. As chemists and biochemists continue to explore its properties, it’s exciting to consider how such a structure could lead to new treatments or therapeutic agents.

In the words of a prominent chemist, "The beauty of chemistry lies in its ability to create complexity from simplicity." The synthesis and study of compounds like this one exemplify that philosophy.

Synonyms
Prestwick0_000152
Prestwick1_000152
Prestwick2_000152
SPBio_002223
Q1076248