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Sanguinarine

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Identification
Molecular formula
C15H11NO4
CAS number
2447-54-3
IUPAC name
2-[(13-acetoxy-2,15,17,29-tetrahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-6,23-dioxo-8,30-dioxa-24-azatetracyclo[23.3.1.14,7.05,28]triaconta-1(29),2,4,9,19,21,25,27-octaen-27-yl)oxy]acetic acid
State
State

At room temperature, Sanguinarine exists as a solid.

Melting point (Celsius)
168.50
Melting point (Kelvin)
441.60
Boiling point (Celsius)
459.50
Boiling point (Kelvin)
732.70
General information
Molecular weight
332.34g/mol
Molar mass
332.3360g/mol
Density
1.3000g/cm3
Appearence

The compound typically appears as a white to pale yellow crystalline powder. It is odorless and has a bitter taste.

Comment on solubility

Solubility of 2-[(13-acetoxy-2,15,17,29-tetrahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-6,23-dioxo-8,30-dioxa-24-azatetracyclo[23.3.1.14,7.05,28]triaconta-1(29),2,4,9,19,21,25,27-octaen-27-yl)oxy]acetic acid

The solubility of this complex compound is influenced by several factors, including its intricate structure and the presence of various functional groups. Here are some key points about its solubility:

  • Hydrophilicity: The presence of multiple hydroxyl groups (-OH) often increases solubility in water due to hydrogen bonding.
  • Acetic Acid Moiety: The carboxylic acid functional group contributes to potential solubility in polar solvents such as water.
  • Molecular Complexity: With its intricate tetracyclic structure and numerous substituents, the overall hydrophobic character might limit solubility despite the hydrophilic sections.
  • Solvent Choice: This compound may exhibit varying degrees of solubility in organic solvents (e.g., ethanol, methanol) compared to water, depending on solvent polarity.

In summary, while the functional groups suggest potential solubility in polar solvents, the overall structure could present challenges due to hydrophobic regions. Thus, it would be best to assess solubility under specific conditions and in various solvents for a more comprehensive understanding.

Interesting facts

Interesting Facts about 2-[(13-acetoxy-2,15,17,29-tetrahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-6,23-dioxo-8,30-dioxa-24-azatetracyclo[23.3.1.14,7.05,28]triaconta-1(29),2,4,9,19,21,25,27-octaen-27-yl)oxy]acetic acid

This remarkable compound stands out due to its complex structure and potential biological activities. Here are some captivating aspects of this compound:

  • Natural Origins: This compound is derived from natural sources, often linked to various plants known for their therapeutic properties.
  • Structural Complexity: It is characterized by a highly intricate structure that includes multiple hydroxyl groups and complex ring systems, which contribute to its reactivity and interaction with biological systems.
  • Biological Significance: Research suggests that compounds with similar structures often exhibit antioxidant and anti-inflammatory properties, making them of interest in pharmacology.
  • Synthetic Challenges: The synthesis of such complex molecules can be challenging, typically requiring advanced techniques in organic chemistry, which emphasizes the importance of understanding reaction mechanisms.
  • Potential Applications: Its possible uses span pharmaceuticals, nutraceuticals, and as a tool for understanding biological pathways, offering exciting avenues for future research.

The intricate architecture and diverse functionalities of this compound exemplify the fascinating intersections of chemistry and biology. As a witness to *nature's design*, compounds like these remind us of the endless possibilities within the realm of organic chemistry.

Synonyms
Rifaximin Impurity B