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Forskolin

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Identification
Molecular formula
C22H34O7
CAS number
66575-29-9
IUPAC name
(1R,5S,8S,10S)-9,10,15,18-tetrahydroxy-12,12-dimethyl-6-methylene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-7-one
State
State

Forskolin is typically a solid at room temperature. Its stable white powder form is commonly utilized in laboratory and research settings.

Melting point (Celsius)
213.00
Melting point (Kelvin)
486.15
Boiling point (Celsius)
477.00
Boiling point (Kelvin)
750.15
General information
Molecular weight
410.51g/mol
Molar mass
410.4900g/mol
Density
1.3000g/cm3
Appearence

Forskolin is a fine powder that appears white to off-white. It can also exist in a crystalline form, showcasing slight crystallinity. It is often used in pharmaceutical and biochemical applications, hence its purified form is essential for most uses.

Comment on solubility

Solubility of (1R,5S,8S,10S)-9,10,15,18-tetrahydroxy-12,12-dimethyl-6-methylene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-7-one

The solubility of complex organic compounds like (1R,5S,8S,10S)-9,10,15,18-tetrahydroxy-12,12-dimethyl-6-methylene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-7-one can be influenced by several factors:

  • Molecular Structure: The presence of multiple hydroxyl groups (–OH) tends to enhance solubility in polar solvents due to hydrogen bonding.
  • Hydrophobic Regions: However, the hydrophobic segments of the compound's structure may reduce solubility in water.
  • Solvent Interaction: The solubility is also dependent on the nature of the solvent used. For example, this compound may be more soluble in organic solvents such as ethanol or methanol than in water.
  • Temperature Effects: Increasing the temperature can sometimes improve solubility, allowing for better dissolution in various solvents.

In summary, while compounds like this one may possess some degree of solubility in certain conditions, predicting solubility requires intricate knowledge of both chemical structure and environmental factors. The statement “solubility is a dance between polar and non-polar characteristics” aptly summarizes the challenge of evaluating such complex molecules.

Interesting facts

Interesting Facts about (1R,5S,8S,10S)-9,10,15,18-tetrahydroxy-12,12-dimethyl-6-methylene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-7-one

This complex and fascinating compound, known for its unique multi-cyclic structure, presents a plethora of intriguing characteristics. Below are some key points that highlight why it captures the attention of chemists and researchers alike:

  • Stereochemistry: The compound’s stereochemical configuration, specifically its chiral centers, plays a critical role in determining its reactivity and interactions with biological systems. The (1R,5S,8S,10S) notation indicates multiple stereocenters, making this molecule particularly interesting for studies in asymmetric synthesis.
  • Biological Relevance: Compounds with similar complex structures have been found to exhibit significant bioactivity, including potential medicinal properties. Researchers often investigate such compounds for their ability to act as natural products or drug candidates.
  • Cyclic Structure: The pentacyclic framework lends the molecule a robust and rigid architecture, which can influence its properties and behavior in various chemical reactions. This structural complexity is essential in understanding the dynamics of carbon-based molecules.
  • Hydroxyl Groups: The presence of multiple hydroxyl (–OH) groups contributes to the compound's potential for forming strong hydrogen bonds. This feature plays an essential role in solubility, reactivity, and interaction with other biological molecules.
  • Molecular Diversity: The detailed arrangement of atoms in the compound showcases the vast diversity found within organic chemistry. The ability to synthesize and manipulate such complex molecules is a testament to the advancements in synthetic methods and techniques.

As stated by renowned chemist Linus Pauling, "The best way to have a good idea is to have lots of ideas." This compound epitomizes this philosophy by inspiring ongoing research and exploration in various fields such as organic chemistry, medicinal chemistry, and materials science.

In conclusion, the intricacies of (1R,5S,8S,10S)-9,10,15,18-tetrahydroxy-12,12-dimethyl-6-methylene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-7-one not only present exciting possibilities for scientific inquiry but also challenge our understanding of molecular behavior, opening avenues for potential applications within pharmacology and beyond.

Synonyms
Oridonin (Isodonol)
SCHEMBL10249050
DTXSID50939654
18288-82-9
1,6,7,14-Tetrahydroxy-7,20-epoxykaur-16-en-15-one
(1R,5S,8S,10S)-9,10,15,18-Tetrahydroxy-12,12-dimethyl-6-methylidene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-7-one