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Mitragynine (Mitragyna speciosa)

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Identification
Molecular formula
C23H30N2O4
CAS number
4098-40-2
IUPAC name
(1R,8R,9R)-1-[3-(methylamino)propyl]-16-oxatetracyclo[7.6.1.02,7.010,15]hexadeca-2,4,6,10,12,14-hexaen-8-ol
State
State
This compound is typically a crystalline solid at room temperature.
Melting point (Celsius)
102.00
Melting point (Kelvin)
375.15
Boiling point (Celsius)
234.90
Boiling point (Kelvin)
508.05
General information
Molecular weight
398.49g/mol
Molar mass
398.4930g/mol
Density
1.2270g/cm3
Appearence

Mitragynine appears as a crystalline solid. It is a pale yellow to yellowish powder that reflects its alkaloid nature. This compound is typically isolated from the leaves of the Mitragyna speciosa tree, commonly known as kratom.

Comment on solubility

Solubility Characteristics of (1R,8R,9R)-1-[3-(methylamino)propyl]-16-oxatetracyclo[7.6.1.02,7.010,15]hexadeca-2,4,6,10,12,14-hexaen-8-ol

The solubility of (1R,8R,9R)-1-[3-(methylamino)propyl]-16-oxatetracyclo[7.6.1.02,7.010,15]hexadeca-2,4,6,10,12,14-hexaen-8-ol presents a fascinating topic for discussion due to its unique structure and functional groups. Here are some key points regarding its solubility:

  • The compound contains multiple polar functional groups, which typically enhances its ability to dissolve in polar solvents such as water and methanol.
  • However, the presence of a large hydrophobic tetracyclic system can hinder its overall solubility in aqueous media, making it more soluble in organic solvents like ethanol and chloroform.
  • While the methylamino group may contribute to potential interactions with water, the extensive non-polar regions could limit the extent of solubility.

In summary, this compound is likely to exhibit:

  1. Moderate solubility in polar solvents
  2. Better solubility in organic solvents
  3. Lower solubility in highly polar and protic solvents due to steric and hydrophobic effects

Ultimately, empirical testing is crucial to determine the exact solubility profile, especially given the complexity of its structure. As with many compounds of this nature, solubility can also be influenced by temperature and the presence of co-solvents.

Interesting facts

Interesting Facts about (1R,8R,9R)-1-[3-(methylamino)propyl]-16-oxatetracyclo[7.6.1.02,7.010,15]hexadeca-2,4,6,10,12,14-hexaen-8-ol

This remarkable compound is an intricate member of the tetracyclic family, showcasing the complexities and diversities found in organic chemistry. Its structural uniqueness lies in the presence of a highly functionalized framework that includes:

  • Tetracyclic Structure: The tetracyclic nature allows for multiple stereoisomers, providing a rich landscape for study.
  • Functional Groups: With an oxime group and a methylamino group, this compound exhibits potential for significant biological activity.
  • Heterocycles: The inclusion of an ether oxygen introduces interesting reactivity and interaction points for further chemical modifications.

This compound has drawn attention in various fields, such as:

  • Pharmaceutical Research: Its complex structure suggests potential medicinal applications, possibly in the realm of novel drug design.
  • Natural Product Chemistry: Like many complex natural products, it could serve as a lead compound or inspiration for synthetic analogs.
  • Material Science: The unique interaction of its functional groups may lead to innovative applications in polymer science.

Furthermore, the compound's stereochemistry is particularly notable. As Dr. Jane Goodwin once stated, “In the world of organic chemistry, the configuration of a molecule can be the difference between a cure and a toxic compound.” This sentiment rings true here, highlighting the importance of stereochemistry in determining the biological activity and safety profile of such compounds.

In conclusion, (1R,8R,9R)-1-[3-(methylamino)propyl]-16-oxatetracyclo[7.6.1.02,7.010,15]hexadeca-2,4,6,10,12,14-hexaen-8-ol is a fascinating compound that lies at the intersection of complexity and utility in modern chemistry, promising exciting avenues for further exploration and study.

Synonyms
orb1696052
AKOS040753107