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Rapamycin

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Identification
Molecular formula
C51H79NO13
CAS number
53123-88-9
IUPAC name
(1S,6R,10R,14S,15S,17S)-19-benzyl-6,15-dihydroxy-10,17-dimethyl-16-methylene-2-oxa-20-azatricyclo[12.7.0.01,18]henicosa-4,12-diene-3,21-dione
State
State

At room temperature, rapamycin is a solid substance. It is typically stored in powder form.

Melting point (Celsius)
183.00
Melting point (Kelvin)
456.15
Boiling point (Celsius)
435.15
Boiling point (Kelvin)
708.30
General information
Molecular weight
914.17g/mol
Molar mass
914.1720g/mol
Density
1.1330g/cm3
Appearence

Rapamycin appears as a white to off-white crystalline powder. It is known for being hygroscopic and fluorescent, with an ability to degrade when under conditions of light and air.

Comment on solubility

Solubility of (1S,6R,10R,14S,15S,17S)-19-benzyl-6,15-dihydroxy-10,17-dimethyl-16-methylene-2-oxa-20-azatricyclo[12.7.0.01,18]henicosa-4,12-diene-3,21-dione

The solubility of organic compounds can vary significantly based on their molecular structure and functional groups. For the complex compound (1S,6R,10R,14S,15S,17S)-19-benzyl-6,15-dihydroxy-10,17-dimethyl-16-methylene-2-oxa-20-azatricyclo[12.7.0.01,18]henicosa-4,12-diene-3,21-dione, we can expect a unique behavior in different solvents:

  • Polarity: Due to the presence of multiple hydroxyl (-OH) groups, this compound may exhibit a degree of hydrophilicity, making it potentially soluble in polar solvents like water.
  • Hydrophobic Regions: The benzyl and other alkyl groups could impart hydrophobic characteristics, suggesting limited solubility in water but potentially better solubility in organic solvents such as ethanol or DMSO.
  • Complex Interaction: The intricate structure may lead to non-ideal solubility behavior, where solubility is affected by interactions like hydrogen bonding, van der Waals forces, and steric hindrance.

Overall, the solubility of this compound is influenced by its specific functional groups and the competing hydrophilic and hydrophobic characteristics, revealing the complexity of predicting solubility in varied environments.

Interesting facts

Interesting Facts about (1S,6R,10R,14S,15S,17S)-19-benzyl-6,15-dihydroxy-10,17-dimethyl-16-methylene-2-oxa-20-azatricyclo[12.7.0.01,18]henicosa-4,12-diene-3,21-dione

This complex organic compound belongs to a class of molecules known for their fascinating structural features and biological potential. Here are some engaging facts that help to uncover its intriguing nature:

  • Stereochemistry Significance: The multiple stereocenters (designated by terms like 1S, 6R, and so on) indicate a rich diversity in possible configurations. Such stereochemistry can greatly influence the biological activity of the compound.
  • Oxa- and Azatricyclo System: The presence of oxo (oxygen) and azatricyclo (nitrogen) frameworks within its structure is unique. These arrangements often play key roles in the reactivity and interaction of the compound with biological targets.
  • Potential Biological Applications: Compounds with such intricate structures are often explored in medicinal chemistry for their potential as therapeutic agents, particularly in fields like cancer research, due to their ability to interact selectively with biomolecules.
  • Natural Product Inspiration: The structural complexity of this compound may draw inspiration from natural products, which are often the foundation for synthetic analogs in drug discovery. Nature's designs have led to numerous breakthroughs in pharmaceuticals.
  • Research and Synthesis: The synthesis of such compounds typically requires advanced organic chemistry techniques and may involve multiple reaction steps and protecting group strategies, showcasing the ingenuity and skill of modern chemists.

In summary, the elaborate structure of this compound not only showcases the beauty and complexity of organic chemistry but also highlights the ongoing quest for new material that may lead to significant advancements in science and medicine. As one exploring the depths of chemical compounds, its study could yield valuable insights into how molecular architecture influences functionality.