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Halichlorine

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Identification
Molecular formula
C20H28O5
CAS number
144567-76-0
IUPAC name
[(3S,5S,10S,13R,14S,17R)-10-formyl-5,14-dihydroxy-13-methyl-17-(6-oxopyran-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
State
State

At room temperature, halichlorine is a solid. It is typically handled in a laboratory setting where it remains stable under standard environmental conditions, provided that it is stored properly to avoid decomposition.

Melting point (Celsius)
180.00
Melting point (Kelvin)
453.15
Boiling point (Celsius)
150.00
Boiling point (Kelvin)
423.15
General information
Molecular weight
373.48g/mol
Molar mass
373.4820g/mol
Density
1.3200g/cm3
Appearence

Halichlorine typically appears as a white to off-white crystalline solid under ambient conditions. It is often studied and used in its solid form for various research and pharmaceutical applications.

Comment on solubility

Solubility Characteristics

The compound [(3S,5S,10S,13R,14S,17R)-10-formyl-5,14-dihydroxy-13-methyl-17-(6-oxopyran-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate presents a range of factors that influence its solubility in various solvents. Understanding its solubility is essential for predicting its behavior in chemical processes and biological systems. Here are some key points regarding its solubility:

  • Polarity: The presence of hydroxyl groups (–OH) contributes to significant polarity, which often enhances solubility in polar solvents like water.
  • Hydrophobic regions: The complex hydrocarbon structure may lead to limited solubility in water but may dissolve better in nonpolar solvents such as hexane or chlorinated hydrocarbons.
  • Esters and acetates: The acetate functional group can improve solubility in organic solvents, highlighting the importance of considering functional groups in solubility assessments.
  • Temperature effects: Solubility might increase with temperature, warranting experimentation at various temperatures to gain a comprehensive understanding.

In summary, the solubility of this compound in different solvents will likely depend on a balance between its polar and nonpolar characteristics. As always, one must conduct experimental evaluations to determine specific solubility in a given solvent, ensuring accurate usage in applications.

Interesting facts

Interesting Facts about [(3S,5S,10S,13R,14S,17R)-10-formyl-5,14-dihydroxy-13-methyl-17-(6-oxopyran-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate

This compound, often associated with complex natural product chemistry, highlights the fascinating interplay between structure and biological activity. Here are several intriguing aspects:

  • Steroidal Framework: The compound is derived from a steroid framework, which is essential for various biological processes. Steroids play critical roles in human physiology, including regulation of metabolism, immune response, and cell signaling.
  • Natural Product: Similar compounds are often isolated from plant sources, suggesting potential *therapeutic* applications. Natural products like this often inspire the synthesis of new drugs and treatment methods.
  • Chemical Reactivity: The presence of multiple functional groups (such as aldehyde and hydroxyl groups) suggests that this compound could participate in a variety of chemical reactions, making it a candidate for further synthetic modifications.
  • Structural Complexity: With its numerous stereocenters, determining the absolute configuration of this compound requires advanced techniques such as X-ray crystallography or NMR spectroscopy, underscoring the importance of stereochemistry in understanding biological activity.
  • Potential Applications: The compound's unique structure might allow it to interact with specific biological targets, possibly leading to the development of new pharmaceuticals aimed at treating specific diseases.

In summary, this compound is a showcase of *nature's creativity* in designing complex molecules, offering a wealth of opportunities for research and discovery in the realms of organic chemistry and medicinal science.

Synonyms
HELLEBRIGENIN-3-ACETATE
NSC 106676
BRN 0065090
19-Oxo-3-beta,5,14-trihydroxy-5-beta-bufa-20,22-dienolide-3-acetate
5beta-Bufa-20,22-dienolide, 3beta,5,14-trihydroxy-19-oxo-, 3-acetate
5-beta-BUFA-20,22-DIENOLIDE, 3-beta,5,14-TRIHYDROXY-19-OXO-, 3-ACETATE
Bufa-20,22-dienolide, 3-(acetyloxy)-5,14-dihydroxy-19-oxo-, (3-beta,5-beta)-
4-18-00-03180 (Beilstein Handbook Reference)