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Lycorine hydrochloride

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Identification
Molecular formula
C26H32ClNO5
CAS number
2188-68-3
IUPAC name
[(7S)-7-hydroxy-4-[(7-hydroxy-6,7-dihydro-5H-pyrrolizin-1-yl)methyl]-5,6,7,8-tetrahydro-3H-pyrrolizin-4-ium-1-yl]methyl 2-hydroxy-2-isopropyl-3-methoxy-butanoate;chloride
State
State

At room temperature, lycorine hydrochloride is a solid. This solid-state is typical for many alkaloids, allowing for easier handling in various chemical and pharmacological applications.

Melting point (Celsius)
256.00
Melting point (Kelvin)
529.15
Boiling point (Celsius)
813.00
Boiling point (Kelvin)
1 086.15
General information
Molecular weight
433.95g/mol
Molar mass
433.9400g/mol
Density
1.4000g/cm3
Appearence

Lycorine hydrochloride typically appears as a white crystalline powder. It is known for its crystalline nature and its whiteness, which is typical of many alkaloidal compounds in their pure forms.

Comment on solubility

Solubility of [(7S)-7-hydroxy-4-[(7-hydroxy-6,7-dihydro-5H-pyrrolizin-1-yl)methyl]-5,6,7,8-tetrahydro-3H-pyrrolizin-4-ium-1-yl]methyl 2-hydroxy-2-isopropyl-3-methoxy-butanoate;chloride

The solubility of this complex compound can be influenced by various factors, including its molecular structure and functional groups. Understanding the solubility characteristics is crucial for its potential applications. Here are some key points to consider:

  • Polar versus Non-Polar: The presence of hydroxyl (-OH) and methoxy (-OCH3) groups typically increases polarity, enhancing solubility in polar solvents such as water.
  • Ionization: The chloride ion indicates that the compound may dissolve well in aqueous solutions, as ionic compounds generally have higher solubility in water.
  • Hydrophobic Interactions: The tetrahydro-pyrrolizin moieties may introduce hydrophobic characteristics that could limit solubility in purely aqueous environments.
  • Solvent Choice: Solubility can be significantly affected by the choice of solvent; organic solvents may aid in dissolving the more hydrophobic segments of the molecule.

In summary, while the compound demonstrates the potential for solubility in a variety of solvents, understanding the interplay of its ionic and hydrophobic components is essential. As the saying goes, "like dissolves like," which highlights the necessity of considering both polar and non-polar environments when predicting solubility outcomes.

Interesting facts

Interesting Facts about [(7S)-7-hydroxy-4-[(7-hydroxy-6,7-dihydro-5H-pyrrolizin-1-yl)methyl]-5,6,7,8-tetrahydro-3H-pyrrolizin-4-ium-1-yl]methyl 2-hydroxy-2-isopropyl-3-methoxy-butanoate;chloride

This complex chemical compound, while perhaps not instantly recognizable, presents an intriguing case study in organic chemistry and medicinal applications. Here are some fascinating insights about it:

  • Biosynthetic Pathways: The structural components of this compound suggest that it may partake in various biosynthetic pathways, potentially affecting metabolic processes within biological systems.
  • Pyrrolizidine Alkaloids: This compound is related to pyrrolizidine alkaloids, which are known for their diverse biological activities. These alkaloids can have beneficial effects but may also exhibit toxicity in some contexts, making their study particularly important in pharmacology.
  • Implication in Drug Research: The unique combination of functional groups in this molecule makes it a candidate for drug development, especially in targeting specific receptors in the human body.
  • Structure-Activity Relationship (SAR): The intricate structure allows for an enlightening exploration of SAR, helping researchers understand how molecular modifications can impact the compound's activity.
  • Stereochemistry: The presence of the chiral center within the structure raises intriguing questions regarding optical activity, which could lead to varied pharmacological effects between isomers.

The essence of this compound lies in its complex architecture and potential therapeutic implications. As a focus of ongoing research, it highlights the intricate relationships between chemical structure, biological function, and possible applications in medicine.

Synonyms
N-(7-Hydroxy-6,7-dihydro-5H-pyrrolizin-1-ylmethyl)heliotrinium chloride
HELIOTRINIUM, N-(7-HYDROXY-6,7-DIHYDRO-5H-PYRROLIZIN-1-YLMETHYL)-, CHLORIDE
24999-30-2
RefChem:347093
DTXSID60947861
1-Hydroxy-4-[(1-hydroxy-2,3-dihydro-1H-pyrrolizin-7-yl)methyl]-7-({[2-hydroxy-2-(1-methoxyethyl)-3-methylbutanoyl]oxy}methyl)-2,3,5,7a-tetrahydro-1H-pyrrolizin-4-ium chloride