Skip to main content

Brassinolide

ADVERTISEMENT
Identification
Molecular formula
C28H48O6
CAS number
72962-43-7
IUPAC name
[(1R,6S,9S,10R,11S,12S,14R,19S,22R,23R,25R)-23-acetoxy-1,10,11,12,14-pentahydroxy-6,10,19-trimethyl-24-oxa-4-azaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosan-22-yl] acetate
State
State

At room temperature, brassinolide is typically found as a solid. It should be handled with care due to its bioactivity, often requiring storage under specific conditions to maintain its stability and efficacy.

Melting point (Celsius)
288.15
Melting point (Kelvin)
561.30
Boiling point (Celsius)
470.15
Boiling point (Kelvin)
743.30
General information
Molecular weight
480.64g/mol
Molar mass
480.6410g/mol
Density
1.2600g/cm3
Appearence

Brassinolide typically appears as a white crystalline solid. Its purity and specific preparation can influence the precise appearance, but it generally exhibits this characteristic crystalline nature.

Comment on solubility

Solubility of [(1R,6S,9S,10R,11S,12S,14R,19S,22R,23R,25R)-23-acetoxy-1,10,11,12,14-pentahydroxy-6,10,19-trimethyl-24-oxa-4-azaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosan-22-yl] acetate

The solubility of this complex compound, with its lengthy structure and numerous functional groups, can be quite nuanced. Factors affecting its solubility may include:

  • Molecular structure: The presence of multiple hydroxyl (–OH) groups generally enhances solubility in polar solvents, while the hydrophobic sections of the molecule may hinder solubility in water.
  • Solvent choice: This compound may display better solubility in organic solvents such as ethanol, methanol, or acetone, rather than in aqueous solutions due to its structural composition.
  • Temperature: Increased temperatures typically improve solubility for many compounds by providing necessary energy to overcome molecular interactions.

Given its intricate arrangement, it is significant to note that compounds with such multifaceted structures often exhibit:

  • Low to moderate solubility in water.
  • Higher solubility in various organic solvents.

In summary, while the presence of polar functional groups like hydroxyls suggests potential for solubility, the hydrophobic characteristics introduced by the larger hydrophobic segments may lead to limited water solubility.

Interesting facts

Compound Overview

This compound, known for its intricate structure, showcases a fascinating mix of functional groups and complex bicyclic frameworks. Its unique stereochemistry denotes the specific arrangement of atoms, emphasizing the diversity and complexity typically found within organic compounds. The presence of multiple hydroxy groups, combined with an acetate moiety, suggests intriguing properties and potential reactivity.

Interesting Aspects

  • Stereo-specific Behavior: The specific stereochemistry of the compound allows for unique interactions in biological systems, making stereochemistry a vital aspect in pharmacology and drug design.
  • Functional Diversity: The presence of acetoxy and hydroxy groups indicates that the compound can easily engage in hydrogen bonding, influencing solubility and reactivity. This functional versatility opens doors to various chemical transformations.
  • Natural Products Connection: Compounds with similar structures can often be derived from natural sources, potentially contributing to their bioactivity and leading to applications in medicine or biotechnology.
  • Complexity and Synthesis: The extensive bicyclic framework represents a significant challenge in synthetic organic chemistry, presenting opportunities for the development of novel synthetic methodologies.
  • Research Potential: Given its complexity and functional capabilities, this compound could warrant further scientific investigation to uncover new properties or applications, particularly in the fields of materials science or medicinal chemistry.

Significance in Science

As researchers continue to study compounds like this one, they reveal insights into the fundamental interactions that define organic molecules. One can ponder, "What new applications could arise from the future study of complex molecules?" This question drives the exploration of chemical science, where the synthesis and understanding of such compounds pave the way for innovation.

Synonyms
3,4-Diacetylcevin
24158-21-2
RefChem:1065712
4,9-Epoxycevane-3-alpha,4-beta,12,14,16-beta,17,20-heptol 3,4-diacetate
CEVANE-3-alpha,4-beta,12,14,16-beta,17,20-HEPTOL, 4,9-EPOXY-, 3,4-DIACETATE
DTXSID70946986
12,14,16,17,20-Pentahydroxy-4,9-epoxycevane-3,4-diyl diacetate