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Triptolide

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Identification
Molecular formula
C20H24O6
CAS number
38748-32-2
IUPAC name
(8S)-7,8-dihydroxy-8a-methyl-3,4-dimethylene-3a,4a,5,6,7,8,9,9a-octahydrobenzo[f]benzofuran-2-one
State
State

At room temperature, triptolide is typically encountered as a solid, specifically in a crystalline powder form.

Melting point (Celsius)
223.00
Melting point (Kelvin)
496.15
Boiling point (Celsius)
338.00
Boiling point (Kelvin)
611.15
General information
Molecular weight
360.45g/mol
Molar mass
360.4530g/mol
Density
1.3300g/cm3
Appearence

Triptolide is a white crystalline powder that is sparingly soluble in water but soluble in organic solvents such as ethanol, methanol, and DMSO.

Comment on solubility

Solubility of (8S)-7,8-dihydroxy-8a-methyl-3,4-dimethylene-3a,4a,5,6,7,8,9,9a-octahydrobenzo[f]benzofuran-2-one

The solubility of the compound (8S)-7,8-dihydroxy-8a-methyl-3,4-dimethylene-3a,4a,5,6,7,8,9,9a-octahydrobenzo[f]benzofuran-2-one can be influenced by several factors, including its molecular structure and the presence of functional groups. Understanding its solubility behavior is crucial in applications such as formulation chemistry and pharmacology.

Key aspects related to its solubility include:

  • Hydroxyl Groups: The presence of two hydroxyl (-OH) groups suggests the potential for increased solubility in polar solvents, particularly water.
  • Molecular Weight: The overall size and complexity of the molecule may limit solubility in some organic solvents.
  • Hydrophobic Interactions: The fused ring structure could add hydrophobic characteristics, affecting solubility in aqueous environments.
  • pH Dependence: The solubility of phenolic compounds often varies with pH, where ionization at higher pH may enhance solubility.

In summary, while the compound may exhibit a degree of solubility in polar solvents due to its -OH groups, its hydrophobic regions may hinder solubility in non-polar solvents. Experimentation is necessary to fully characterize its solubility profile.

Interesting facts

Interesting Facts about (8S)-7,8-dihydroxy-8a-methyl-3,4-dimethylene-3a,4a,5,6,7,8,9,9a-octahydrobenzo[f]benzofuran-2-one

This fascinating compound is part of a class of organic compounds known for their complex structures and potential biological activities. One of the most intriguing aspects of this compound is its multi-functional nature, which presents significant research opportunities in various fields.

Biological Significance

Compounds similar to this one have been studied for their medicinal properties. Some key points of interest include:

  • Antioxidant Properties: Due to its hydroxyl groups, this compound may exhibit strong antioxidant activity, which is crucial for combating oxidative stress in biological systems.
  • Potential Medicinal Applications: Research suggests that compounds with similar frameworks could lead to the development of new pharmaceuticals, particularly in the treatment of chronic diseases.
  • Impact on Cell Signaling: It may influence various cellular pathways, indicating a role in cellular communication and function.

Synthetic Pathways

The synthesis of such complex molecules often involves:

  • Multi-Step Reactions: The chemical synthesis of this compound typically requires several steps, showcasing the ingenuity needed in synthetic organic chemistry.
  • Use of Selective Reagents: The careful choice of reagents is crucial to ensure the correct formation of the desired stereochemistry.

Structure and Functionality

This compound has a unique structure characterized by multiple rings and functional groups, which can lead to:

  • Versatile Reactivity: The configuration enhances the compound's ability to participate in various chemical reactions, making it a valuable model compound for theoretical studies.
  • Chirality: Its chiral nature can lead to different biological activities depending on the stereoisomer, highlighting the importance of chirality in medicinal chemistry.

As a scientist or student, exploring the properties and potential applications of (8S)-7,8-dihydroxy-8a-methyl-3,4-dimethylene-3a,4a,5,6,7,8,9,9a-octahydrobenzo[f]benzofuran-2-one offers invaluable insights into the field of synthetic organic chemistry and pharmacology. The ongoing research and discovery of compounds with such complex structures continue to challenge and inspire the scientific community.

Synonyms
Ivasperine
5956-43-4
(8S)-7,8-dihydroxy-8a-methyl-3,4-dimethylidene-3a,4a,5,6,7,8,9,9a-octahydrobenzo[f][1]benzofuran-2-one
Naphtho(2,3-b)furan-2(3H)-one, 3a-alpha,4,4a-alpha,5,6,7,8,8a,9a-alpha-decahydro-7-alpha,8-beta-dihydroxy-8a-beta-methyl-3,5-dimethylene-
(8S)-7,8-dihydroxy-8a-methyl-3,4-dimethylidene-3a,4a,5,6,7,8,9,9a-octahydrobenzo(f)(1)benzofuran-2-one
DTXSID90974968
7,8-Dihydroxy-8a-methyl-3,4-dimethylidenedecahydronaphtho[2,3-b]furan-2(3H)-one