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Camptothecin

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Identification
Molecular formula
C20H16N2O4
CAS number
7689-03-4
IUPAC name
(4S,4aS,7aR,12bS)-3-allyl-4a,9-dihydroxy-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one
State
State

At room temperature, camptothecin is typically found as a solid.

Melting point (Celsius)
264.00
Melting point (Kelvin)
537.00
Boiling point (Celsius)
500.00
Boiling point (Kelvin)
773.00
General information
Molecular weight
348.35g/mol
Molar mass
348.3530g/mol
Density
1.3700g/cm3
Appearence

Camptothecin appears as a yellow crystalline solid.

Comment on solubility

Solubility Characteristics

The compound (4S,4aS,7aR,12bS)-3-allyl-4a,9-dihydroxy-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one exhibits intriguing solubility properties that merit discussion. The solubility of organic compounds, particularly complex structures like this one, can be influenced by several factors:

  • Polarity: The presence of multiple hydroxyl groups (-OH) generally increases polarity, which enhances solubility in polar solvents such as water.
  • Hydrophobic interactions: The hexahydroisoquinoline core may add a hydrophobic character, potentially decreasing solubility in aqueous environments.
  • Viscosity and molecular weight: The complex and relatively high molecular weight of this compound can hinder its solubility due to entropic factors, especially when dissolving in organic solvents.
  • Temperature and pH: Solubility can vary significantly with temperature changes and the pH of the solvent, which could affect the ionization of the hydroxyl groups.

In terms of practical applications, understanding the solubility profile is crucial for its use in pharmaceuticals and material sciences. According to previous studies, compounds with high molecular complexity could exhibit:

  1. Variability in solubility across different solvents.
  2. Concentration-dependent solubility phenomena.
  3. Potential challenges in formulation due to solubility limits.

In conclusion, while the precise solubility data for this complex compound may require experimental determination, its rich structural features suggest it will exhibit selective solubility behaviors that are key to understanding its functional properties in various chemical and biological contexts.

Interesting facts

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

This complex organic compound is a member of the isoquinoline family, which are known for their captivating structures and diverse biological activities. Notably, this compound exhibits a fascinating array of characteristics:

  • Synthetic Versatility: Given its intricate structure, it serves as a versatile scaffold for the synthesis of various derivatives, potentially leading to compounds with intriguing pharmacological properties.
  • Biological Significance: Compounds with isoquinoline frameworks are frequently associated with a range of biological activities, including anti-cancer, anti-inflammatory, and anti-microbial properties. This suggests potential pathways for therapeutic exploration.
  • Allyl Group Influence: The presence of the allyl group in its structure may enhance the compound's reactivity and contribute to its biological activity, making it a subject of interest in medicinal chemistry.
  • Chirality Effects: With multiple chiral centers in its structure, this compound may exhibit enantiomeric diversity, possibly leading to significant differences in biological activity between its stereoisomers.
  • Applications in Natural Product Synthesis: The underlying structural motifs present in this compound are often found in natural products, which could inspire strategies for natural product synthesis and lead to the discovery of new drugs.

As researchers delve deeper into the chemistry and potential applications of this compound, it stands as a compelling example of how complex organic structures can yield remarkable insights into both synthetic chemistry and biological science.