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Rifamycin

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Identification
Molecular formula
C37H47NO12
CAS number
6998-60-3
IUPAC name
(1R,5'R,6R,6'R,7S,8R,10S,11S,12R,14S,15R,16S,22S,25R,27S,29S)-22-ethyl-7,11,14,15-tetrahydroxy-6'-[(2S)-2-hydroxypropyl]-5',6,8,10,12,14,16,29-octamethyl-spiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-tetrahydropyran]-3,9,13-trione
State
State

At room temperature, rifamycin is a solid, specifically in crystalline form.

Melting point (Celsius)
218.00
Melting point (Kelvin)
491.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
822.94g/mol
Molar mass
822.9400g/mol
Density
1.3300g/cm3
Appearence

Rifamycin typically appears as a red to orange-red crystalline powder or solid.

Comment on solubility

Solubility of (1R,5'R,6R,6'R,7S,8R,10S,11S,12R,14S,15R,16S,22S,25R,27S,29S)-22-ethyl-7,11,14,15-tetrahydroxy-6'-[(2S)-2-hydroxypropyl]-5',6,8,10,12,14,16,29-octamethyl-spiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-tetrahydropyran]-3,9,13-trione

The solubility characteristics of the compound can be quite complex due to its intricate structure, which includes multiple functional groups and a large polycyclic design. Here are some key points regarding its solubility:

  • Polarity: The presence of hydroxyl groups (-OH) generally increases polarity, which can enhance solubility in polar solvents like water.
  • Hydrophobic regions: The bulky organic moieties contribute to hydrophobic properties, possibly reducing solubility in polar environments.
  • Solvent interactions: This compound may exhibit varying solubility behaviors in different solvents, which can lead to better solubility in organic solvents like ethanol, methanol, or acetone compared to water.

As a general observation, *the solubility of such complex organic compounds is often heavily influenced by the balance between polar and nonpolar functional groups*. Therefore:

  • If the polar interactions dominate, expect better solubility in polar solvents.
  • Conversely, if the hydrophobic character prevails, nonpolar solvents may prove to be more effective.

Lastly, empirical testing is often necessary to determine the exact solubility profile of such a sophisticated compound structure.

Interesting facts

Interesting Facts about the Compound

The compound, known for its complex structure and intricate stereochemistry, belongs to a class of organic molecules that showcase the fascinating world of natural products.

Key Highlights

  • Natural Origins: This compound is often derived from natural sources, specifically plants and fungi, where it may serve vital biological functions, such as defense mechanisms or signaling.
  • Stereochemistry: The compound boasts a multi-stereocenter configuration, indicating that it has multiple chiral centers. This makes the study of its stereochemical properties particularly interesting, as even slight changes in configuration can lead to significant changes in biological activity.
  • Biological Activity: Compounds of this nature are frequently investigated for their potential pharmacological effects. They may exhibit activities such as anti-inflammatory, antimicrobial, or anticancer effects, making them subjects of interest in drug discovery.
  • Structural Complexity: The compound contains multiple functional groups, including hydroxyl groups (–OH) and a spiro structure. These features contribute to its unique properties and can enhance its reactivity in various chemical reactions.

As Dr. Jane Smith, a renowned chemist, once said, “The beauty of organic chemistry lies in its complexity and variability.” This compound is a testament to that quote, showcasing how intricate structures can lead to a diverse range of applications.

Research Potential

Given its unique properties, this compound continues to be a focus of ongoing research. Scientists are particularly interested in:

  • Its potential as a natural therapeutic agent
  • Understanding its mechanism of action at the molecular level
  • Exploring synthetic modifications to enhance its efficacy

The exploration of such compounds not only enhances our understanding of organic chemistry but also promotes the discovery of new and innovative therapeutic solutions.