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Tanshinone I

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Identification
Molecular formula
C19H18O3
CAS number
568-73-0
IUPAC name
5-[4-hydroxy-3-[1-hydroxy-4-(6-hydroxy-8-methoxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-5-yl)-8-methoxy-6-methyl-2-naphthyl]-5-methoxy-7-methyl-1-naphthyl]-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline-6,8-diol
State
State

Tanshinone I is in a solid state at room temperature.

Melting point (Celsius)
221.00
Melting point (Kelvin)
494.00
Boiling point (Celsius)
685.00
Boiling point (Kelvin)
958.00
General information
Molecular weight
294.34g/mol
Molar mass
294.3370g/mol
Density
1.4500g/cm3
Appearence

Tanshinone I is typically an orangish-red crystalline solid. It has a characteristic appearance due to its complex structure predominantly composed of fused aromatic rings.

Comment on solubility

Solubility Characteristics of 5-[4-hydroxy-3-[1-hydroxy-4-(6-hydroxy-8-methoxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-5-yl)-8-methoxy-6-methyl-2-naphthyl]-5-methoxy-7-methyl-1-naphthyl]-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline-6,8-diol

The solubility of this complex organic compound, with the molecular formula C19H18O3, showcases several intriguing aspects:

  • Hydroxyl Groups Influence: The presence of multiple hydroxyl (-OH) groups in its structure suggests that the compound may exhibit a degree of water solubility due to hydrogen bonding capabilities.
  • Hydrophobic Regions: Alongside its polar functional groups, the large nonpolar regions within its structure could hinder extensive solubility in polar solvents like water, promoting a more significant solubility in organic solvents.
  • Solvent Dependency: It may readily dissolve in solvents such as ethanol or methanol, which can interact favorably with both the polar hydroxyl groups and the nonpolar aromatic rings.
  • Temperature Effects: Solubility might increase with temperature, typical for many organic compounds, leading to greater dissolution in heated solvents.

In conclusion, while the high complexity and varied functional groups within the structure can suggest some degree of solubility, the predominant interaction with specific solvents will ultimately dictate its behavior. Therefore, empirical testing under controlled conditions is essential to determine its precise solubility profile.

Interesting facts

Interesting Facts about 5-[4-hydroxy-3-[1-hydroxy-4-(6-hydroxy-8-methoxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-5-yl)-8-methoxy-6-methyl-2-naphthyl]-5-methoxy-7-methyl-1-naphthyl]-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline-6,8-diol

This compound is a fascinating example of the intricate chemistry involving isoquinolines and naphthyl derivatives, showcasing how nature often combines complex structures for specific biological functions.

Chemical Structure and Functionality

The compound features several key functional groups, making it a prime candidate for investigations into medicinal chemistry:

  • Hydroxy groups - These groups enhance solubility and can significantly influence biological activity.
  • Methoxy groups - These are known to improve the pharmacokinetic properties of compounds.
  • Tetrahydroisoquinoline moiety - This structure is often associated with a wide variety of biological activities, particularly in neuropharmacology.

Potential Biological Activities

The compound's unique arrangement suggests a variety of potential activities:

  • It may exhibit antioxidant properties due to its multiple hydroxyl groups.
  • Some studies indicate that compounds similar in structure can act as antidepressants or anxiolytics.
  • The presence of isoquinoline derivatives has been extensively researched for their impact on receptor activity in the central nervous system.

Applications in Research

Given its complex structure, this compound serves as a useful model in various research fields:

  • Medicinal Chemistry - Understanding the effects of each functional group can aid in the design of new drugs.
  • Natural Product Synthesis - Researchers often seek to synthesize similar compounds to explore their pharmacological potentials.
  • Structure-Activity Relationship (SAR) Studies - This compound can serve as a reference point for modifications aimed at enhancing efficacy or reducing toxicity.

In summary, the exploration of 5-[4-hydroxy-3-[1-hydroxy-4-(6-hydroxy-8-methoxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-5-yl)-8-methoxy-6-methyl-2-naphthyl]-5-methoxy-7-methyl-1-naphthyl]-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline-6,8-diol is not just about understanding its chemical properties; it opens doors to **various applications** in health and medicine. The richness of its structure reflects the complexities of biochemical interactions, poised for further exploration in the field of organic and medicinal chemistry.