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Aflatoxin B1

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Identification
Molecular formula
C17H12O6
CAS number
1162-65-8
IUPAC name
[6-[[6-[4-[4-(5-acetoxy-4-hydroxy-4,6-dimethyl-tetrahydropyran-2-yl)oxy-6-methyl-tetrahydropyran-2-yl]oxy-5-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-7-(3,4-dihydroxy-1-methoxy-2-oxo-pentyl)-4,10-dihydroxy-3-methyl-5-oxo-7,8-dihydro-6H-anthracen-2-yl]oxy]-3-(4-hydroxy-5-methoxy-6-methyl-tetrahydropyran-2-yl)oxy-2-methyl-tetrahydropyran-4-yl] acetate
State
State

At room temperature, aflatoxin B1 is typically a solid. It is stable in a dry state but will degrade under high temperatures and UV light.

Melting point (Celsius)
268.00
Melting point (Kelvin)
541.15
Boiling point (Celsius)
425.15
Boiling point (Kelvin)
698.30
General information
Molecular weight
312.27g/mol
Molar mass
312.2700g/mol
Density
1.5000g/cm3
Appearence

Aflatoxin B1 appears as a pale white to yellow crystalline solid when pure, though it may appear yellow-green under UV light due to its natural fluorescence properties.

Comment on solubility

Solubility of 6-[[6-[4-[4-(5-acetoxy-4-hydroxy-4,6-dimethyl-tetrahydropyran-2-yl)oxy-6-methyl-tetrahydropyran-2-yl]oxy-5-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-7-(3,4-dihydroxy-1-methoxy-2-oxo-pentyl)-4,10-dihydroxy-3-methyl-5-oxo-7,8-dihydro-6H-anthracen-2-yl]oxy]-3-(4-hydroxy-5-methoxy-6-methyl-tetrahydropyran-2-yl)oxy-2-methyl-tetrahydropyran-4-yl acetate

The solubility of this complex organic compound is influenced by several significant factors, given its intricate structure. Key elements affecting its solubility include:

  • Polarity: The presence of numerous hydroxy groups (-OH) typically enhances solubility in polar solvents such as water.
  • Esters: The acetoxy group introduces some hydrophobic characteristics, which may limit solubility in aqueous environments.
  • Molecular Weight: The large molecular weight of this compound can further complicate solubility as higher molecular mass generally leads to decreased solubility.
  • Solvent Dependency: Solubility may vary significantly depending on the solvent system used. For instance, it may dissolve better in organic solvents compared to water.

Overall, while the presence of multiple hydroxyl functional groups suggests potential solubility in water, the larger hydrophobic domains and high molecular weight contribute to limited and variable solubility. As a quotation aptly describes, "The behavior of a solute in a solvent can sometimes be as intricate as a dance between the two parties involved."

In conclusion, understanding the solubility properties of this compound requires a detailed examination of the solvent interactions and the compound's structural characteristics.

Interesting facts

Interesting Facts about 6-[[6-[4-[4-(5-acetoxy-4-hydroxy-4,6-dimethyl-tetrahydropyran-2-yl)oxy-6-methyl-tetrahydropyran-2-yl]oxy-5-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-7-(3,4-dihydroxy-1-methoxy-2-oxo-pentyl)-4,10-dihydroxy-3-methyl-5-oxo-7,8-dihydro-6H-anthracen-2-yl]oxy]-3-(4-hydroxy-5-methoxy-6-methyl-tetrahydropyran-2-yl)oxy-2-methyl-tetrahydropyran-4-yl] acetate

This compound is an intricate organic molecule belonging to a class of compounds known as phenolic compounds, characterized by a complex structure that showcases the beauty of organic chemistry. Here are some key points to consider:

  • Structural Complexity: Its extensive multi-layered structure highlights how even a small change in one part can significantly influence the properties of the entire molecule.
  • Biological Importance: Many phenolic compounds are known for their antioxidant properties, making this compound potentially beneficial in pharmaceutical applications.
  • Natural Sources: Similar structures are often found in natural products derived from plants, emphasizing the connection between nature and synthetic organic chemistry.
  • Potential Applications: The structure suggests that it could have applications in drug design, particularly for compounds targeting specific biological pathways.
  • Research Interest: Due to its complexity, this compound is of interest for further research to explore its synthesis and its potential uses in various industries such as cosmetics, medicine, and food science.

In conclusion, the study of such complex compounds reinforces the notion that chemistry is not just about individual elements, but about the elaborate dances they perform when they come together to form new substances. As chemists, we marvel at the possibilities!