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Sanguinarine

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Identification
Molecular formula
C20H14NO4
CAS number
2447-54-3
IUPAC name
(4S,4aS,7aR,12bS)-4a,9-dihydroxy-3-(3-methylbut-2-enyl)-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one
State
State

At room temperature, Sanguinarine is typically found in a solid state, often in the form of crystalline powder or aggregates. Its solid form may be due to environmental extraction from natural sources where it is used in both solid and dissolved forms for various applications.

Melting point (Celsius)
268.00
Melting point (Kelvin)
541.15
Boiling point (Celsius)
550.00
Boiling point (Kelvin)
823.15
General information
Molecular weight
332.33g/mol
Molar mass
332.3370g/mol
Density
1.3600g/cm3
Appearence

Sanguinarine typically appears as a crystalline solid that has an orange-red color. Its vibrant hue is notable and it may be found in its crystalline form or in extracts from certain plants. When observed in the crystalline form, it may exhibit a lustrous surface, common to many alkaloid crystals.

Comment on solubility

Solubility of (4S,4aS,7aR,12bS)-4a,9-dihydroxy-3-(3-methylbut-2-enyl)-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one

The solubility characteristics of this complex compound are influenced by its intricate structure and functional groups. Understanding its solubility is crucial for various applications, including biological activity and pharmaceutical formulations.

Key Factors Affecting Solubility

  • Polarity: The presence of hydroxyl groups typically enhances solubility in polar solvents like water.
  • Hydrophobic Regions: The hydrocarbon chain may impart hydrophobic properties, affecting solubility in non-polar solvents.
  • Hydrogen Bonding: The compound's ability to form hydrogen bonds can significantly increase its solubility in water.

As a general guideline, one might expect the compound to have:

  • Moderate solubility in polar solvents due to hydroxyl functionality.
  • Limited solubility in non-polar solvents due to the influence of hydrophobic sections.

In conclusion, the solubility of (4S,4aS,7aR,12bS)-4a,9-dihydroxy-3-(3-methylbut-2-enyl)-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one can be anticipated to be nuanced, greatly dependent on the surrounding solvent conditions and interactions. This multifaceted solubility profile allows for diverse applications in various fields.

Interesting facts

Interesting Facts about (4S,4aS,7aR,12bS)-4a,9-dihydroxy-3-(3-methylbut-2-enyl)-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one

This intriguing compound belongs to a class of organic compounds known as isoquinolines, which are recognized for their diverse biological properties. Here are some fascinating aspects of this particular compound:

  • Complex Structure: The structural intricacies involving multiple chiral centers make this molecule a subject of interest for stereochemistry studies, offering insights into the behavior of stereoisomers.
  • Potential Biological Activity: Compounds of this nature may exhibit various pharmacological activities, potentially including anti-inflammatory, analgesic, or neuroprotective effects, making them valuable in medicinal chemistry.
  • Natural Sources: Similar isoquinoline derivatives are often derived from natural sources, hinting at the possibility of discovering new bioactive molecules from plants or fungi.
  • Importance in Organic Synthesis: The multi-functionalized nature of this compound makes it a useful template for further synthetic elaboration, allowing chemists to develop derivatives with novel properties.
  • Research Potential: The compound's unique framework can lead to exciting research avenues, especially in the fields of drug design and development, where understanding structure-activity relationships is paramount.

As a fascinating example of chemical diversity, this compound exemplifies how intricate structures can lead to significant biological implications, sparking interest among researchers in both synthetic and medicinal chemistry.