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Ascofuranone

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Identification
Molecular formula
C23H24O4
CAS number
82520-59-2
IUPAC name
7-hydroxy-11a-methyl-3,3a,3b,4,5,9b,10,11-octahydronaphtho[2,1-e]isobenzofuran-1-one
State
State

At room temperature, ascofuranone is in a crystalline solid state. It is relatively stable and maintains its solid structure under normal ambient conditions.

Melting point (Celsius)
175.00
Melting point (Kelvin)
448.15
Boiling point (Celsius)
345.00
Boiling point (Kelvin)
618.15
General information
Molecular weight
354.42g/mol
Molar mass
354.4180g/mol
Density
1.2813g/cm3
Appearence

Ascofuranone appears as a yellow crystalline solid. The compound is known for its distinctive yellow hue which is consistent throughout the crystalline form.

Comment on solubility

Solubility of 7-hydroxy-11a-methyl-3,3a,3b,4,5,9b,10,11-octahydronaphtho[2,1-e]isobenzofuran-1-one

The solubility of 7-hydroxy-11a-methyl-3,3a,3b,4,5,9b,10,11-octahydronaphtho[2,1-e]isobenzofuran-1-one presents intriguing characteristics applicable in various chemical and pharmaceutical contexts. This compound can be considered a slightly soluble entity in certain organic solvents:

  • Polar Solvents: Its solubility tends to be limited in highly polar solvents such as water.
  • Non-Polar Solvents: This compound shows greater solubility in non-polar organic solvents (e.g., hexane, toluene).

Due to its hydroxy group, there may be some interaction with polar solvents, yet the overall structure leads to low solubility. As such, it is often described as:

“Slightly soluble in organic solvents; insoluble in aqueous solutions.”

Factors Influencing Solubility:

  • Temperature: Increasing temperature may enhance solubility.
  • pH Levels: The solubility can be pH-dependent due to the presence of functional groups.
  • Solvent Polarity: The choice of solvent is critical; selectivity in organic solvents yields better dissolution.

In summary, the solubility behavior of this compound emphasizes the importance of solvent selection in practical applications, notably in drug formulation and materials science.

Interesting facts

Interesting Facts about 7-Hydroxy-11a-methyl-3,3a,3b,4,5,9b,10,11-octahydronaphtho[2,1-e]isobenzofuran-1-one

This complex organic compound belongs to the category of octahydronaphthofuran derivatives and exhibits various intriguing properties that make it a subject of interest in both chemistry and pharmacology.

Structural Features

Its detailed structure enables a wide range of interactions with biological systems. Key features include:

  • Multi-ring structure: The compound comprises an intricate system of fused rings that provide stability and influence its reactivity.
  • Hydroxyl groups: The presence of hydroxyl functional groups contributes to its potential for hydrogen bonding, which is vital for its biological activity.
  • Chiral centers: With chiral carbons present, this compound can exhibit different stereoisomers, impacting its pharmacological effects significantly.

Biological Significance

7-Hydroxy-11a-methyl-3,3a,3b,4,5,9b,10,11-octahydronaphtho[2,1-e]isobenzofuran-1-one has garnered attention for its potential therapeutic applications. Here are some areas where it plays a role:

  • Antioxidant Activity: Studies suggest that compounds with similar structures might exhibit significant antioxidant properties, which can be beneficial in preventing oxidative stress.
  • Neuroprotective Effects: Certain derivatives of octahydronaphthofuran have been explored for their ability to protect neurons against various forms of damage.
  • Potential as Drug Candidates: Its unique structure might lead to novel drug design, particularly in treating neurodegenerative diseases.

Research Potential

This compound serves as a model for investigating complex organic synthesis and offers opportunities in:

  • Drug Formulation: Researchers are keen to explore how modifications in the structure influence pharmacodynamics and pharmacokinetics.
  • Natural Product Synthesis: Its naturally occurring relatives might provide insights into biosynthetic pathways and ecological roles.

In conclusion, 7-hydroxy-11a-methyl-3,3a,3b,4,5,9b,10,11-octahydronaphtho[2,1-e]isobenzofuran-1-one stands out due to its structural complexity and potential applications in various fields, indicating that ongoing research could unlock even more of its secrets.

Synonyms
NCIOpen2_005820