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Spiramycin

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Identification
Molecular formula
C43H74N2O14
CAS number
8025-81-8
IUPAC name
22-[(2R,5S)-4-amino-3,5-dihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-12-butyl-1,3,26-trihydroxy-10-oxo-6,11,28-trioxatricyclo[22.3.1.05,7]octacosa-8,14,16,18,20-pentaene-25-carboxylic acid
State
State
Spiramycin is a solid at room temperature, usually provided in powdered form for manufacturing pharmaceuticals.
Melting point (Celsius)
174.00
Melting point (Kelvin)
447.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
843.05g/mol
Molar mass
843.0450g/mol
Density
1.2050g/cm3
Appearence
Spiramycin typically appears as a white to slightly yellowish powder. It is often found in a crystalline form and is soluble in organic solvents such as ethanol and methanol, but slightly soluble in water.
Comment on solubility

Solubility Characteristics of 22-[(2R,5S)-4-amino-3,5-dihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-12-butyl-1,3,26-trihydroxy-10-oxo-6,11,28-trioxatricyclo[22.3.1.05,7]octacosa-8,14,16,18,20-pentaene-25-carboxylic acid

The solubility of the compound with the formula C43H74N2O14 presents unique challenges and considerations. Given its complex structure, the solubility is influenced by several key factors:

  • Molecular Weight: This compound's high molecular weight can contribute to reduced solubility in common solvents.
  • Functional Groups: The presence of multiple hydroxyl groups (-OH) provides potential hydrogen bonding sites, which may enhance solubility in polar solvents.
  • Hydrophobic Regions: The butyl and pentaene portions likely contribute hydrophobic characteristics, potentially limiting solubility in aqueous solutions.
  • pH Sensitivity: The carboxylic acid group can ionize depending on the pH of the solution, resulting in varying solubility profiles under different conditions.

In general, you might find that:

  • This compound exhibits better solubility in organic solvents like methanol or ethanol due to its hydrophobic and polar characteristics.
  • Solubility in water may be limited but can be improved through co-solvents or by forming salts.

As highlighted, the solubility can substantially affect the compound's bioavailability and application in pharmaceutical formulations. It is often quoted that "the key to solubility is balance," where understanding the interplay between polar and non-polar components leads to better decisions in compound utilization.

Interesting facts

Interesting Facts About 22-[(2R,5S)-4-amino-3,5-dihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-12-butyl-1,3,26-trihydroxy-10-oxo-6,11,28-trioxatricyclo[22.3.1.05,7]octacosa-8,14,16,18,20-pentaene-25-carboxylic acid

This complex compound is a fascinating subject in the field of organic chemistry, owing to its intricate structure and potential biological implications. Here are some interesting facts about it:

  • Structural Complexity: The name alone hints at a highly intricate structure with multiple functional groups, making it a unique example of a natural product derived from intricate biosynthetic pathways.
  • Potential Applications: Compounds with similar structural characteristics often possess biological activity, such as antimicrobial or anticancer properties, making them valuable in pharmaceutical research.
  • Stereochemistry: This compound features specific stereocenters (e.g., 2R, 5S) that contribute to its biological activity. The three-dimensional arrangement of atoms is crucial for its interactions with biological targets, such as enzymes and receptors.
  • Natural Product Inspiration: Many compounds like this one are inspired by natural sources, particularly plants that synthesize complex organic molecules for defense against pests or diseases. This emphasizes the rich connection between nature and synthetic chemistry.
  • Research Significance: Chemists often study such compounds for their potential to serve as lead compounds in drug discovery, paving the way for novel therapeutic agents.

In summary, studying this compound offers insights into the fascinating world of organic molecules and their myriad possibilities in medicinal chemistry and natural product synthesis. As noted by researchers, "the most complex compounds often hold the most promise for innovation."