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Forskolin

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Identification
Molecular formula
C22H34O7
CAS number
66575-29-9
IUPAC name
(1S,5R,9R,13R)-13-hydroxy-5,9-dimethyl-14-methylene-tetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid
State
State

At room temperature, Forskolin is typically found in a solid state, appearing as a crystalline powder.

Melting point (Celsius)
233.00
Melting point (Kelvin)
506.15
Boiling point (Celsius)
291.20
Boiling point (Kelvin)
564.35
General information
Molecular weight
410.50g/mol
Molar mass
410.4980g/mol
Density
1.1580g/cm3
Appearence

Forskolin typically appears as a crystalline solid that can vary in color from white to off-white. It may also have a slightly yellowish tint due to impurities or exposure to air.

Comment on solubility

Solubility Insights

The compound (1S,5R,9R,13R)-13-hydroxy-5,9-dimethyl-14-methylene-tetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid presents intriguing solubility characteristics that can be analyzed through various factors:

  • Hydrophylicity vs. Hydrophobicity: Due to the presence of a carboxylic acid group and hydroxyl functional groups, this compound exhibits some hydrophilic properties, which can contribute to its solubility in polar solvents such as water.
  • Structural Complexity: The tetracyclic structure of this compound introduces steric hindrance, potentially affecting its solubility in certain solvents. Larger and bulkier compounds often have decreased solubility because they do not pack as well with solvent molecules.
  • Solvent Dependency: The solubility may vary significantly between different solvents; for instance, it may dissolve well in organic solvents like ethanol or methanol but have limited solubility in non-polar solvents like hexane.
  • Temperature Effects: Increasing temperature often enhances solubility for many organic compounds, so thermal variations may influence how well this compound dissolves.

Understanding the solubility of (1S,5R,9R,13R)-13-hydroxy-5,9-dimethyl-14-methylene-tetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid is essential for predicting its behavior in various environments and applications. Users should keep in mind the balance between polar and nonpolar characteristics and the potential influence of structural features on its solvation behavior.

Interesting facts

Interesting Facts about (1S,5R,9R,13R)-13-hydroxy-5,9-dimethyl-14-methylene-tetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid

This fascinating compound belongs to a complex class of chemicals characterized by their unique tetracyclic structure. It is often studied in organic chemistry for its intriguing configuration and potential applications in various fields.

Structural Features

  • Tetracyclic Framework: The compound has a highly branched tetracyclic framework that gives it distinctive properties, making it a subject of interest for structural analysis.
  • Stereochemistry: The stereochemistry denoted by (1S,5R,9R,13R) indicates specific spatial arrangements of atoms, impacting the compound's reactivity and biological activity.
  • Hydroxyl Group: The presence of a hydroxyl (-OH) group adds to its chemical reactivity and functionality, permitting interactions in biological systems.

Biological Relevance

Compounds like this one are often investigated for their potential roles in biological systems. Many tetracyclic compounds exhibit activity in:

  • Pharmacology: Some may have therapeutic properties that could be harnessed in drug development.
  • Biochemistry: Interactions with enzymes or receptors can reveal insights into metabolic pathways.

Applications in Research

This compound serves as a valuable template in synthetic chemistry. Its complex structure motivates chemists to:

  • Explore innovative synthesis techniques.
  • Investigate structure-activity relationships, which can lead to the design of novel compounds with optimized properties.
  • Examine its implications in materials science, where such molecules might influence polymer characteristics.

Ultimately, compounds like (1S,5R,9R,13R)-13-hydroxy-5,9-dimethyl-14-methylene-tetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid highlight the profound complexity and richness of organic chemistry, illustrating how small changes in molecular structure can lead to significant variations in functionality and applications.