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Paclitaxel

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Identification
Molecular formula
C47H51NO14
CAS number
33069-62-4
IUPAC name
[(2R,8R,10R,17S)-8-acetoxy-11-ethyl-5,7,14-trihydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] benzoate
State
State

At room temperature, paclitaxel is in a solid state. Its form as a crystalline powder is typical for many pharmaceutical compounds that require precise formulation for use.

Melting point (Celsius)
213.00
Melting point (Kelvin)
486.20
Boiling point (Celsius)
588.40
Boiling point (Kelvin)
861.50
General information
Molecular weight
853.91g/mol
Molar mass
853.9060g/mol
Density
1.3500g/cm3
Appearence

Paclitaxel is a white to off-white crystalline powder that may be present in its natural form or as a semi-synthetic derivative. It is poorly soluble in water, highlighting the need for specific delivery techniques in pharmaceutical applications.

Comment on solubility

Solubility of [(2R,8R,10R,17S)-8-acetoxy-11-ethyl-5,7,14-trihydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] benzoate

This complex compound, with a multitude of functional groups, presents a unique case in terms of solubility. The solubility of such organic compounds typically depends on several key factors:

  • Polarity: The presence of hydroxy (-OH) and methoxy (-OCH3) groups generally enhances solubility in polar solvents like water.
  • Hydrophobic Regions: The larger non-polar regions may impede solubility in polar solvents, which could lead to limited solubility.
  • Benzoate Group: The ester functionality in the benzoate part may increase the solubility in organic solvents.
  • Temperature Effects: Solubility can also vary with temperature; as a rule of thumb, higher temperatures often increase solubility.

In this case, although the compound contains numerous polar functional groups which may suggest amphipathic character, it is likely to exhibit restricted solubility in water but may be more soluble in organic solvents such as ethanol or DMSO. It’s essential to conduct empirical testing for precise solubility data, as practical solubility can differ from theoretical expectations.

In conclusion, predicting solubility for complex compounds like this benzoate derivative requires careful consideration of both polar and non-polar characteristics. Thus, testing different solvents is crucial to ascertain its true solubility behavior.

Interesting facts

Interesting Facts about the Compound

This fascinating compound, known as (2R,8R,10R,17S)-8-acetoxy-11-ethyl-5,7,14-trihydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl benzoate, is a complex molecule that showcases the intricate beauty of organic chemistry. Here are some engaging aspects of this compound:

  • Structural Complexity: This compound features a highly complex structure with multiple rings and functional groups, which is a testament to the diversity possible in organic molecules.
  • Pharmaceutical Potential: Similar compounds in its class have been investigated for their potential medicinal properties, including anti-inflammatory and anti-cancer activities. This suggests a possible therapeutic relevance.
  • Natural Derivation: Its structure bears a resemblance to naturally occurring compounds, often found in plants. This highlights the relationship between synthetic chemistry and natural products, bridging the gap between nature and man-made compounds.
  • Stereochemistry: The multiple chiral centers in this compound provide rich opportunities for studying stereoselectivity, an important concept in drug design and development.
  • Methodologies for Synthesis: The synthesis of such complex molecules often requires intricate methodologies, including various reaction conditions and protective groups, making it a challenge for chemists and an area of rich study.

As quoted by renowned chemist Linus Pauling, "Science is the search for truth." In exploring compounds like this, scientists continue to unravel the mysteries that nature has woven into its own fabric.

In summary, this compound not only serves as a remarkable chemical entity but also as a bridge to understanding the vast potential of organic chemistry and its applications in various fields.