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Maslinic acid

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Identification
Molecular formula
C30H48O4
CAS number
4373-41-5
IUPAC name
2-[(3R,4S,5S,8S,11R,16S)-16-acetoxy-3,11-dihydroxy-4,8,10,14-tetramethyl-2,3,4,5,6,7,9,11,12,13,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-ylidene]-6-methyl-hept-5-enoic acid
State
State

At room temperature, Maslinic acid is a solid compound, typically available in powder form for practical applications and studies.

Melting point (Celsius)
270.00
Melting point (Kelvin)
543.15
Boiling point (Celsius)
555.00
Boiling point (Kelvin)
828.15
General information
Molecular weight
472.70g/mol
Molar mass
472.6990g/mol
Density
1.2300g/cm3
Appearence

Maslinic acid typically appears as a white or off-white crystalline powder. It is a natural pentacyclic triterpenoid compound.

Comment on solubility

Solubility of 2-[(3R,4S,5S,8S,11R,16S)-16-acetoxy-3,11-dihydroxy-4,8,10,14-tetramethyl-2,3,4,5,6,7,9,11,12,13,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-ylidene]-6-methyl-hept-5-enoic acid (C30H48O4)

The solubility of 2-[(3R,4S,5S,8S,11R,16S)-16-acetoxy-3,11-dihydroxy-4,8,10,14-tetramethyl-2,3,4,5,6,7,9,11,12,13,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-ylidene]-6-methyl-hept-5-enoic acid in various solvents is a key factor influencing its chemical behavior and possible applications. Factors affecting solubility include:

  • Polarity: This compound contains multiple hydroxyl (–OH) and acetoxy (–OCOCH3) functional groups, increasing its polarity and potentially enhancing its solubility in polar solvents like water and alcohols.
  • Hydrophobic Character: The presence of a large hydrocarbon portion in the molecular structure may lead to reduced solubility in non-polar solvents, presenting a challenge for formulation in such environments.
  • Temperature: As with many organic compounds, solubility may increase with temperature—this can be useful for preparing solutions during chemical reactions or extractions.
  • pH Levels: The acid’s solubility can also be influenced by the pH of the solution; for example, in more alkaline conditions, the carboxylic acid group may dissociate, which can enhance solubility.

In summary, while the compound exhibits some potential for solubility in polar solvents due to its functional groups, the significant hydrophobic regions in its structure suggest variability and limitations in solubility in non-polar environments. Therefore, careful consideration should be given during practical applications to ensure optimal dissolution conditions.

Interesting facts

Interesting Facts about 2-[(3R,4S,5S,8S,11R,16S)-16-acetoxy-3,11-dihydroxy-4,8,10,14-tetramethyl-2,3,4,5,6,7,9,11,12,13,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-ylidene]-6-methyl-hept-5-enoic acid

This complex compound belongs to a family of natural products known as steroids, which are recognized for their significant roles in biological systems. Here are some fascinating aspects:

  • Steroid Structure: The intricate structure features multiple rings, typical of steroid compounds, which contribute to its unique biological activity.
  • Functional Groups: The presence of hydroxyl (-OH) and acetoxy (–OCOCH3) groups highlights the compound's potential reactivity, making it interesting for synthetic chemists.
  • Biological Significance: Compounds like this are often involved in hormonal functions and other vital physiological processes in living organisms.
  • Chirality: With several chiral centers indicated by the specific stereochemistry, this compound is a prime example of how chirality can influence the biological effects of a molecule.
  • Potential Applications: Due to its complex structure and specific functional groups, research could explore its applications in pharmaceuticals, such as anti-inflammatory agents or hormone therapies.

It’s remarkable how such a complex molecule can play crucial roles in both chemistry and biology, illustrating the profound interconnection between the two fields. As the famous chemist Linus Pauling once said, “The best way to have a good idea is to have lots of ideas.” This compound exemplifies the innovative potential that arises from the rich tapestry of chemical structures found in nature.