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Garcinol

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Identification
Molecular formula
C38H50O6
CAS number
78824-30-3
IUPAC name
3-[(3,4-dihydroxyphenyl)-hydroxy-methylene]-1,7-bis(3,7-dimethylocta-2,6-dienyl)-6,6-dimethyl-5-(3-methylbut-2-enyl)bicyclo[3.3.1]nonane-2,4,9-trione
State
State

At room temperature, Garcinol is a solid.

Melting point (Celsius)
110.00
Melting point (Kelvin)
383.15
Boiling point (Celsius)
733.00
Boiling point (Kelvin)
1 006.15
General information
Molecular weight
602.83g/mol
Molar mass
602.8270g/mol
Density
1.2041g/cm3
Appearence

Garcinol appears as a yellow to orange crystalline solid. It has a distinctive, often described as "spicy" odor.

Comment on solubility

Solubility of 3-[(3,4-dihydroxyphenyl)-hydroxy-methylene]-1,7-bis(3,7-dimethylocta-2,6-dienyl)-6,6-dimethyl-5-(3-methylbut-2-enyl)bicyclo[3.3.1]nonane-2,4,9-trione

The solubility of 3-[(3,4-dihydroxyphenyl)-hydroxy-methylene]-1,7-bis(3,7-dimethylocta-2,6-dienyl)-6,6-dimethyl-5-(3-methylbut-2-enyl)bicyclo[3.3.1]nonane-2,4,9-trione (C38H50O6) can be quite complex due to its intricate molecular structure comprising multiple functional groups. The solubility behavior can be summarized as follows:

  • Polar Functional Groups: The presence of hydroxyl groups (-OH) suggests that the compound may interact favorably with polar solvents, particularly water, but the extensive hydrophobic regions may hinder overall solubility.
  • Hydrophobic Regions: The large hydrocarbon portions of the molecule, including multiple dimethyl and dimethyloctadiene groups, likely contribute to significant hydrophobic characteristics, making the compound less soluble in polar solvents.
  • Solvent Compatibility: It is reasonable to expect better solubility in organic solvents such as ethanol, acetone, or dichloromethane than in water, due to the dominant hydrophobic parts of the structure.
  • Temperature Influence: Solubility may be enhanced at elevated temperatures, as increased kinetic energy can aid the dissolution process, especially for complex organic compounds.

In conclusion, the solubility of this compound highlights a balancing act between its polar and nonpolar characteristics. As a result, it is likely to exhibit limited solubility in polar solvents while displaying improved solubility in nonpolar or less polar organic solvents.

Interesting facts

Intriguing Insights into 3-[(3,4-dihydroxyphenyl)-hydroxy-methylene]-1,7-bis(3,7-dimethylocta-2,6-dienyl)-6,6-dimethyl-5-(3-methylbut-2-enyl)bicyclo[3.3.1]nonane-2,4,9-trione

This fascinating compound, often noted for its complex structure, represents a remarkable example of a bicyclic molecule featuring multiple functional groups. Here are some intriguing facts regarding this compound:

  • Unique Structure: The bicyclo[3.3.1] framework showcases an intricate arrangement that can influence the molecule's reactivity and interaction with other substances.
  • Dihydroxyphenyl Group: The presence of the 3,4-dihydroxyphenyl moiety enriches the compound's potential for biological activity, suggesting possible roles in antioxidant processes.
  • Natural Sources: Compounds with similar scaffolds are often found in various plants, hinting at their involvement in ecological interactions or traditional medicinal uses.
  • Potential Applications: Due to its structural complexity, this compound could attract interest in fields such as pharmacology and materials science, opening avenues for the development of novel therapeutic agents.
  • Chemical Behavior: The multitude of substituents and functional groups likely results in diverse chemical behaviors, making it a subject for studies on reactivity and synthesis.

As a chemist or a student delving into the world of organic compounds, understanding the relationships between structure, reactivity, and biological activity is crucial. This compound exemplifies how intricate molecular designs can lead to significant biological implications, preventing diseases or facilitating new synthetic methodologies.

In summary, the exploration of this compound not only enhances our grasp of organic chemistry but also underscores the importance of biodiversity in discovering new chemical entities.