Skip to main content

Gambogic acid

ADVERTISEMENT
Identification
Molecular formula
C38H44O8
CAS number
2752-65-0
IUPAC name
3-[(3,4-dihydroxyphenyl)-hydroxy-methylene]-1-(2-isopropenyl-5-methyl-hex-5-enyl)-6-methyl-5,7-bis(3-methylbut-2-enyl)-6-(4-methylpent-3-enyl)bicyclo[3.3.1]nonane-2,4,9-trione
State
State

Solid: At room temperature, gambogic acid is found in a solid state, usually in the form of yellow crystalline powder or chunks.

Melting point (Celsius)
207.00
Melting point (Kelvin)
480.15
Boiling point (Celsius)
445.00
Boiling point (Kelvin)
718.15
General information
Molecular weight
628.83g/mol
Molar mass
628.8320g/mol
Density
1.2800g/cm3
Appearence

Gambogic acid is typically a yellowish, crystalline solid at room temperature. It is known for its bright yellow color, which is characteristic of compounds derived from gamboge resin.

Comment on solubility

Solubility of 3-[(3,4-dihydroxyphenyl)-hydroxy-methylene]-1-(2-isopropenyl-5-methyl-hex-5-enyl)-6-methyl-5,7-bis(3-methylbut-2-enyl)-6-(4-methylpent-3-enyl)bicyclo[3.3.1]nonane-2,4,9-trione (C38H44O8)

The solubility of complex compounds such as C38H44O8 can be influenced by several factors, primarily dictated by their molecular structure and functional groups. In this case, we observe:

  • Polarity: The presence of multiple hydroxyl (-OH) groups suggests that the compound may exhibit some degree of polarity, which can facilitate solubility in polar solvents such as water.
  • Hydrophobic Regions: Conversely, the large hydrocarbon portions indicate that this compound is also hydrophobic, potentially limiting its solubility in polar solvents.
  • Solvent Compatibility: It is plausible to find better solubility in organic solvents like ethanol, methanol, or acetone compared to water due to the non-polar segments of the molecule.

Overall, understanding the solubility of such complex compounds often requires experimental determination, as theoretical predictions based on structure alone can sometimes lead to inaccurate conclusions. In summary, this compound may exhibit:

  1. Variable solubility depending on the solvent used.
  2. A tendency to solvate better in organic solvents.
  3. Potential challenges in achieving full solubility in water due to both its bulky and hydrophobic characteristics.

Thus, when working with C38H44O8, it is critical to consider these solubility aspects in order to ensure successful application and usage in various formulations.

Interesting facts

Introducing 3-[(3,4-Dihydroxyphenyl)-hydroxy-methylene]-1-(2-isopropenyl-5-methyl-hex-5-enyl)-6-methyl-5,7-bis(3-methylbut-2-enyl)-6-(4-methylpent-3-enyl)bicyclo[3.3.1]nonane-2,4,9-trione

This intricate compound presents a fascinating study in structural complexity and biological activity. Known for its multi-faceted molecular structure, it is often explored in the context of natural products and bioactive compounds. Here are some intriguing aspects of this compound:

  • Diverse Functional Groups: The compound features multiple functional groups, including hydroxy, methylene, and multiple alkenyl groups, which can significantly influence its reactivity and interactions with other molecules.
  • Biological Significance: Compounds of this nature are commonly investigated for their potential pharmacological properties. They may exhibit antioxidant, anti-inflammatory, or anticancer activities, providing a promising avenue for drug discovery.
  • Structural Uniqueness: The bicyclic structure of the compound not only contributes to its stability but also allows for specific conformational arrangements that could enhance its activity or selectivity towards biological targets.
  • Synthetic Challenges: The length and complexity of the synthesis of such a compound can be daunting. Chemists must utilize advanced synthetic techniques and strategies to construct the molecule, often requiring multiple steps and careful planning.
  • Ecological Roles: Natural compounds with similar structures often play crucial roles in ecological systems, such as plant defense mechanisms against herbivores or pathogens, showcasing nature's ingenuity in chemical diversity.

In the words of renowned chemist “Chemistry is the science of change.” This compound embodies that sentiment through its diverse applications and the transformations it can undergo, both in the laboratory and in biological systems.

Studying such compounds not only enriches our understanding of molecular interactions but also opens doors to potential therapeutic agents, emphasizing the importance of chemical research in addressing health challenges.

Synonyms
Guttiferone C
147687-36-3
3-[(3,4-dihydroxyphenyl)-hydroxymethylidene]-6-methyl-5,7-bis(3-methylbut-2-enyl)-6-(4-methylpent-3-enyl)-1-(5-methyl-2-prop-1-en-2-ylhex-5-enyl)bicyclo[3.3.1]nonane-2,4,9-trione