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Abiraterone acetate

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Identification
Molecular formula
C26H33NO2
CAS number
154229-18-2
IUPAC name
[(3S,5R,10S,13R,14S,16S)-3-[(2R,5S)-3,5-dihydroxy-4-methoxy-6-methyl-tetrahydropyran-2-yl]oxy-14-hydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] acetate
State
State

Abiraterone acetate is typically in a solid state at room temperature, manifesting as a crystalline powder.

Melting point (Celsius)
153.00
Melting point (Kelvin)
426.15
Boiling point (Celsius)
299.00
Boiling point (Kelvin)
572.15
General information
Molecular weight
391.55g/mol
Molar mass
391.5500g/mol
Density
1.2300g/cm3
Appearence

Abiraterone acetate is a white to off-white crystalline powder.

Comment on solubility

Solubility Overview

The compound with the complex name and structure, represented as [(3S,5R,10S,13R,14S,16S)-3-[(2R,5S)-3,5-dihydroxy-4-methoxy-6-methyl-tetrahydropyran-2-yl]oxy-14-hydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] acetate, is notable for its solubility characteristics, which can be influenced by various factors.

Key Factors Influencing Solubility:

  • Molecular Structure: The presence of multiple hydroxyl groups in its structure tends to enhance solubility in polar solvents by promoting hydrogen bonding.
  • Hydrophobic Regions: However, the bulk of the hydrophobic cyclopentane and phenanthrene components may limit solubility in aqueous environments.
  • Functional Groups: The methoxy and furan groups can also interact differently with solvents, potentially altering solubility in various organic solvents.
  • Temperature and pH: Variations in temperature and pH levels can also significantly impact the solubility by affecting solute-solvent interactions.

In summary, as is often the case with complex organic compounds, "the solubility is a balance of hydrophilic and hydrophobic interactions." Understanding these interactions is essential for predicting the behavior of the compound in various chemical and biological environments. Overall, achieving effective solubility may require careful consideration of solvent choice and environmental conditions.

Interesting facts

Exploring the Unique Compound: A Complex Molecule

This intricate chemical structure, [(3S,5R,10S,13R,14S,16S)-3-[(2R,5S)-3,5-dihydroxy-4-methoxy-6-methyl-tetrahydropyran-2-yl]oxy-14-hydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] acetate, showcases the beauty of organic chemistry through its unique stereochemistry and diverse functionalities.

Key Features

  • Stereochemistry: The molecule contains multiple stereocenters, leading to a rich set of isomers. This means that even small changes in the arrangement of atoms can drastically alter the compound's properties and biological activity.
  • Functional Groups: Alongside the complex backbone, this compound features several functional groups, such as hydroxyl (-OH) and methoxy (-OCH3), which contribute to its reactivity and solubility characteristics.
  • Natural Product Derivation: Many compounds similar to this one are found in nature and often exhibit significant biological activities, including anti-inflammatory and anticancer properties, which highlights the potential for medical applications.
  • Influence of Modifications: The incorporation of substituents, like the furan ring and the tetrahydropyran moiety, allows for greater interaction with biological targets, making this compound a candidate for drug design and development.

Applications and Research

Research on similar compounds has shown promising results in the field of medicinal chemistry. The potential therapeutic applications range widely, often focusing on:

  • **Antitumor agents**: Compounds like this can be assessed for their ability to inhibit cancer cell growth.
  • **Metabolic interventions**: Understanding how such compounds affect biological pathways can lead to advances in treating metabolic disorders.
  • **Natural product synthesis**: Chemists continuously strive to synthesize and modify these natural products to improve efficacy and reduce side effects.

As we explore the significance of this complex molecule, we are reminded of the vast possibilities that exist within the realm of organic compounds. The study of such intricacies not only enriches our knowledge but also fuels innovation in drug development and environmental chemistry.

Synonyms
(2S,3aS,5aR,7S,9aS,11aR)-7-{[(2R,5S)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-3a-hydroxy-9a,11a-dimethyl-1-(5-oxo-2H-furan-3-yl)-tetradecahydrocyclopenta[a]phenanthren-2-yl acetate