Paclitaxel | Solubility of Things

Identification

Molecular formula

C₄₇H₅₁NO₁₄

CAS number

33069-62-4

IUPAC name

methyl (13S)-13-[(1R,9R,10S,11R,12R,19R)-11-acetoxy-12-ethyl-10-hydroxy-5-methoxy-10-methoxycarbonyl-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraen-4-yl]-18-ethyl-17-oxa-1,11-diazapentacyclo[13.4.1.04,12.05,10.016,18]icosa-4(12),5,7,9-tetraene-13-carboxylate

State

Solid at room temperature

Melting point (Celsius)

213.00

Melting point (Kelvin)

486.15

Boiling point (Celsius)

189.00

Boiling point (Kelvin)

462.15

General information

Molecular weight

853.91g/mol

Molar mass

853.9060g/mol

Density

1.3900g/cm³

Appearence

Paclitaxel is a white to off-white crystalline powder.

Comment on solubility

Solubility of Methyl (13S)-13-[(1R,9R,10S,11R,12R,19R)-11-acetoxy-12-ethyl-10-hydroxy-5-methoxy-10-methoxycarbonyl-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraen-4-yl]-18-ethyl-17-oxa-1,11-diazapentacyclo[13.4.1.04,12.05,10.016,18]icosa-4(12),5,7,9-tetraene-13-carboxylate

The solubility of this complex compound is influenced by various factors due to its intricate structure. Generally speaking, the solubility can be categorized into the following aspects:

Polarity: The presence of multiple functional groups, such as acetoxy, hydroxy, and carboxylate, may enhance the solubility in polar solvents like water.
Hydrophobic Regions: However, the large hydrophobic segments of its molecular framework tend to resist solubilization in aqueous environments, which could limit overall solubility.
Temperature Dependency: As with many organic compounds, an increase in temperature typically leads to higher solubility; thus, solubility may vary significantly with thermal changes.
Influence of pH: The solubility of carboxylate groups can be affected by pH, where ionization may enhance solubility in alkaline conditions.

In summary, the solubility of this compound is likely a balance between its hydrophilic and hydrophobic characteristics, which can lead to varying degrees of solubility depending on the solvent and conditions. Understanding these properties is crucial for optimizing its use in various applications.

Interesting facts

Interesting Facts about Methyl (13S)-13-[(1R,9R,10S,11R,12R,19R)-11-acetoxy-12-ethyl-10-hydroxy-5-methoxy-10-methoxycarbonyl-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraen-4-yl]-18-ethyl-17-oxa-1,11-diazapentacyclo[13.4.1.04,12.05,10.016,18]icosa-4(12),5,7,9-tetraene-13-carboxylate

This compound is a fascinating example of the complexity and beauty found in organic chemistry, particularly within the realm of alkaloids and natural products. Here are some noteworthy aspects:

Structural Complexity: The compound boasts a highly intricate structure, exhibiting a unique arrangement of multiple rings and functional groups, which is characteristic of many biologically active natural products. Its pentacyclic nature is a delight for chemists interested in structural organic chemistry.
Biological Significance: Alkaloids are notorious for their diverse biological activities. This compound, with its multiple stereocenters, is expected to have distinct pharmacological properties. Compounds like this are often scrutinized for their potential use in pharmaceuticals, particularly in pain relief or anti-cancer research.
Chirality: The presence of various stereocenters indicates the compound is chiral, which means it can exist in multiple forms (enantiomers). The chirality can significantly influence its biological activity and interaction with biological receptors.
Natural Sources: Compounds of this type are often derived from natural sources, such as plants. A closer study of their native habitats can offer insights into their environmental roles and how they interact with other organisms.
Potential Applications: Given its structural features, this compound could be investigated for potential therapeutic applications in treating various diseases. The unique combination of its functional groups might lead to innovative drug design.

As with many complex molecules, exploration into their synthesis and mechanisms can unveil new pathways for synthetic chemistry, showcasing the connection between structure, properties, and function. In the words of renowned chemist "Nature is the ultimate chemist." This compound exemplifies that philosophy perfectly.