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Podophyllotoxin

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Identification
Molecular formula
C22H22O8
CAS number
518-28-5
IUPAC name
9-(3,4-dimethoxyphenyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-5a,6,8a,9-tetrahydro-5H-isobenzofuro[6,5-f][1,3]benzodioxol-8-one
State
State

Podophyllotoxin is solid at room temperature. It typically exists in a crystalline form and is stable under normal conditions.

Melting point (Celsius)
177.00
Melting point (Kelvin)
450.15
Boiling point (Celsius)
856.20
Boiling point (Kelvin)
1 129.35
General information
Molecular weight
414.41g/mol
Molar mass
414.3980g/mol
Density
1.3400g/cm3
Appearence

Podophyllotoxin is a white to off-white crystalline powder. It appears as needle-like crystals under microscopic examination.

Comment on solubility

Solubility of 9-(3,4-dimethoxyphenyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-5a,6,8a,9-tetrahydro-5H-isobenzofuro[6,5-f][1,3]benzodioxol-8-one (C22H22O8)

The solubility of the compound, 9-(3,4-dimethoxyphenyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-5a,6,8a,9-tetrahydro-5H-isobenzofuro[6,5-f][1,3]benzodioxol-8-one, can be influenced by several factors. When assessing its solubility, one should consider:

  • Polarity: The presence of multiple hydroxyl groups (-OH) suggests that the compound may exhibit polar characteristics, promoting solubility in polar solvents such as water and alcohol.
  • Molecular Size: With a significant molecular weight of 22 carbons, 22 hydrogens, and 8 oxygens, the size of the molecule may hinder solubility to some extent in non-polar solvents.
  • Functional Groups: The variety of functional groups, including methoxy (-OCH3) and hydroxymethyl (-CH2-OH), may enhance its compatibility with diverse solvents.

Therefore, one can generally expect:

  1. The compound to have enhanced solubility in polar organic solvents.
  2. Limited solubility in non-polar solvents due to its larger molecular structure and polar functional groups.

In conclusion, understanding the solubility properties of this complex compound requires careful consideration of its molecular structure and the interactions between its functional groups and potential solvents.

Interesting facts

Interesting Facts about 9-(3,4-Dimethoxyphenyl)-4-[3,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-5a,6,8a,9-Tetrahydro-5H-Isobenzofuro[6,5-f][1,3]Benzodioxol-8-One

This complex organic compound belongs to a class of molecules known for their intriguing structural features and potential biological activities. Here are some captivating insights:

  • Structural Complexity: The compound exhibits a unique arrangement that combines elements from multiple organic functionalities, including aromatic rings, dioxolanes, and hydroxyl groups. This complexity can lead to varied interactions with biological systems.
  • Potential Biological Activity: Compounds with similar structures are often investigated for their medicinal properties, particularly in the field of oncology and neuroprotection. Some studies suggest the possibility of these compounds having antioxidant and anticancer effects.
  • Synthetic Challenges: The multi-step synthesis of such compounds can be quite challenging due to the need for precise control over stereochemistry and functional group transformations. Chemists often employ advanced synthetic techniques to achieve the desired compounds reliably.
  • Research Implications: Ongoing research into derivatives of this compound may lead to the discovery of new therapeutic agents. The exploration of structure-activity relationships (SAR) is crucial to understanding how modifications to the molecule can enhance efficacy and reduce toxicity.

As articulated by renowned chemist Linus Pauling: “The best way to have a good idea is to have a lot of ideas.” This principle rings true in the world of organic chemistry, where understanding and manipulating structures like this compound can lead to groundbreaking advancements in science and medicine. Through further investigation and experimentation, the full potential of this compound may yet be uncovered.