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Tanshinone IIA

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Identification
Molecular formula
C19H18O3
CAS number
568-72-9
IUPAC name
[1,3-diacetoxy-10-hydroxy-7,8-dimethyl-7-(3-methylpenta-2,4-dienyl)-1,3,5,6,6a,8,9,10-octahydrobenzo[d]isobenzofuran-5-yl] 4-hydroxybenzoate
State
State

State: Solid at room temperature.

Melting point (Celsius)
198.00
Melting point (Kelvin)
471.15
Boiling point (Celsius)
678.15
Boiling point (Kelvin)
951.15
General information
Molecular weight
294.33g/mol
Molar mass
294.3310g/mol
Density
1.2050g/cm3
Appearence

Tanshinone IIA is a reddish-orange crystalline powder. It is sparingly soluble in water but more soluble in organic solvents like ethanol.

Comment on solubility

Solubility of [1,3-diacetoxy-10-hydroxy-7,8-dimethyl-7-(3-methylpenta-2,4-dienyl)-1,3,5,6,6a,8,9,10-octahydrobenzo[d]isobenzofuran-5-yl] 4-hydroxybenzoate

The solubility of the compound with the formula C19H18O3 can be interpreted based on its structural features and functional groups.

Factors Influencing Solubility

A few key factors that typically influence the solubility of organic compounds like this one include:

  • Polarity: The presence of multiple hydroxy groups can enhance water solubility due to hydrogen bonding.
  • Hydrophobic Portions: Large hydrophobic hydrocarbon sections may decrease overall solubility in polar solvents.
  • Functional Groups: The presence of acetoxy groups may impart moderate solubility in common organic solvents.

Anticipated Solubility Characteristics

Due to the balance of hydrophilic and hydrophobic characteristics, we might observe:

  • Moderate solubility in organic solvents, such as ethanol or DMSO.
  • Lower solubility in water, considering the significant hydrophobic portions present in the molecule.

Experimentally, solubility can vary notably depending on temperature and pH. Understanding these characteristics is essential for applications in further chemical synthesis and pharmaceutical development.

Interesting facts

Interesting Facts about 1,3-Diacetoxy-10-Hydroxy-7,8-Dimethyl-7-(3-Methylpenta-2,4-Dienyl)-1,3,5,6,6a,8,9,10-Octahydrobenzo[d]isobenzofuran-5-yl 4-Hydroxybenzoate

This complex compound, with its intricate structure, showcases the beauty and diversity of organic chemistry. Here are some captivating facts about it:

  • Terpene Influence: The compound features a moiety derived from terpenes, known for their aromatic qualities and biological activities. This adds to its potential applications in the fragrance and flavoring industries.
  • Functional Groups: The presence of both acetoxy and hydroxy groups hints at its potential reactivity. These groups can participate in various chemical reactions, making this compound a valuable building block for organic synthesis.
  • Natural Products: Compounds similar in structure are often found in nature, particularly in various plants and flowers. Investigating this compound may reveal insights into its biochemical roles in medicinal plants.
  • Biological Activity: While specific studies on this exact compound may be limited, similar compounds have shown promising biological activities, such as anti-inflammatory and antioxidant effects, which make them interesting for pharmaceutical research.
  • Structural Complexity: The intricate 3D structure of the compound illustrates the sophistication of organic molecules. A detailed understanding of its stereochemistry could unlock further insights into its reactivity and interactions with biological systems.

As a chemistry student or researcher, delving into the details of this compound can open up numerous avenues for exploration, ranging from synthetic methodologies to potential applications in drug design and development. The study of such complex structures reinforces the idea that organic chemistry is not just about formulas, but rather about understanding the intricate dance of atoms and their interactions.