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Retinoyl β-glucuronide

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Identification
Molecular formula
C24H36O4
CAS number
88357-98-6
IUPAC name
(3-hydroxy-2,4,7,14-tetramethyl-9-oxo-4-vinyl-6-tricyclo[5.4.3.01,8]tetradecanyl) 2-hydroxyacetate
State
State

At room temperature, Retinoyl β-glucuronide is a solid.

Melting point (Celsius)
185.00
Melting point (Kelvin)
458.15
Boiling point (Celsius)
372.00
Boiling point (Kelvin)
645.15
General information
Molecular weight
380.28g/mol
Molar mass
380.2820g/mol
Density
1.2300g/cm3
Appearence

The compound appears as a pale yellow crystalline solid. It is often available in the form of a powder.

Comment on solubility

Solubility Characteristics of 3-hydroxy-2,4,7,14-tetramethyl-9-oxo-4-vinyl-6-tricyclo[5.4.3.01,8]tetradecanyl 2-hydroxyacetate

The solubility of 3-hydroxy-2,4,7,14-tetramethyl-9-oxo-4-vinyl-6-tricyclo[5.4.3.01,8]tetradecanyl 2-hydroxyacetate can be influenced by several factors, primarily due to its complex structure consisting of both hydrophilic and hydrophobic components.

Factors Affecting Solubility

  • Molecular Structure: The presence of hydroxyl groups, such as in 2-hydroxyacetate, typically enhances solubility in polar solvents.
  • Hydrophobic Regions: The bulky hydrophobic tricyclic structure could limit solubility in water, often yielding low solubility under standard conditions.
  • Solvent Polarity: Solubility will be higher in organic solvents like ethanol or acetone compared to water due to the non-polar regions of the molecule.

As a rule of thumb:

  • Polar solvents are often better suited for solubilizing molecules with significant polar functional groups.
  • Non-polar solvents could efficiently dissolve compounds with a high degree of hydrophobic character.

In practical applications, the solubility of this compound must be considered when determining its usability in various formulations, especially in pharmaceuticals and material science. Understanding the balance between its hydrophilic and hydrophobic properties is key to manipulating its solubility for desired applications.

Interesting facts

Interesting Facts about 3-Hydroxy-2,4,7,14-tetramethyl-9-oxo-4-vinyl-6-tricyclo[5.4.3.01,8]tetradecanyl 2-hydroxyacetate

This intriguing compound, often referred to in the scientific community for its complex structure, is a great example of the rich diversity found in organic chemistry. Its name, which reflects its detailed structure, reveals several key functional groups and molecular features that contribute to its unique properties.

Structural Highlights

  • Tricyclic Framework: The presence of a tricyclic structure provides distinct steric and electronic properties, affecting how this compound interacts with other molecules.
  • Functional Groups: The hydroxyl and acetyl functionalities are significant for biological activity, which can lead to various applications in pharmaceuticals or biotechnology.
  • Vinyl Group: The vinyl moiety suggests potential for reactivity in polymerization processes, opening avenues for materials science research.

Potential Applications

The compound's complex structure can lead to various applications, including:

  • Medicinal chemistry, where similar compounds exhibit anti-inflammatory and antimicrobial activities.
  • As a precursor in the synthesis of novel materials due to its reactive double bond.
  • In studies related to the biosynthesis of natural products and their analogs.

Quote from the Field

As a renowned chemist once said, "The power of chemistry lies in its ability to transform the ordinary into extraordinary." This compound exemplifies that power through its intricate design and potential uses.

Understanding such compounds enhances our appreciation for molecular architecture and the fundamental principles of chemical reactivity. As research evolves, the exploration of this compound may yield groundbreaking discoveries that drive innovations in various scientific fields.

Synonyms
C22H34O5
(4-ethenyl-3-hydroxy-2,4,7,14-tetramethyl-9-oxo-6-tricyclo[5.4.3.01,8]tetradecanyl) 2-hydroxyacetate
[(1S,2R,3S,4S,6R,7R,8R)-4-Ethenyl-3-hydroxy-2,4,7,14-tetramethyl-9-oxo-6-tricyclo[5.4.3.01,8]tetradecanyl] 2-hydroxyacetate
NSC121145
SCHEMBL217951
CHEMBL2360152
ZRZNJUXESFHSIO-UHFFFAOYSA-N
HMS5086B10
(3aS,4R,5S,6S,8R,9R,9aR,12R)-5-Hydroxy-4,6,9,12-tetramethyl-1-oxo-6-vinyldecahydro-3a,9-propanocyclopenta[8]annulen-8-yl 2-hydroxyacetate
3-Hydroxy-2,4,7,14-tetramethyl-9-oxo-4-vinyltricyclo[5.4.3.0~1,8~]tetradec-6-yl glycolate
NS00002706
F987727
Q7204785
(3-hydroxy-2,4,7,14-tetramethyl-9-oxo-4-vinyl-6-tricyclo[5.4.3.01,8]tetradecanyl) 2-hydroxyacetate
[(1S,2R,3S,4S,6R,7R,14R)-4-Ethenyl-3-hydroxy-2,4,7,14-tetramethyl-9-oxo-6-tricyclo[5.4.3.01,8]tetradecanyl] 2-hydroxyacetate
Tricyclo[5.4.3.0(1,8)]tetradecan-3-ol-9-one, 4-ethenyl-6-(2-hydroxyacetoxy)-2,4,7,14-tetramethyl-