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Taxifolin

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Identification
Molecular formula
C15H12O7
CAS number
480-18-2
IUPAC name
(4S)-8,16,18-trihydroxy-4-methyl-3-oxabicyclo[12.4.0]octadeca-1(14),15,17-trien-2-one
State
State

At room temperature, Taxifolin is generally found as a solid powder, which is stable under normal conditions. It is not volatile, which aligns with its solid-state behavior, making it easy to handle and store at ambient temperatures.

Melting point (Celsius)
316.50
Melting point (Kelvin)
589.65
Boiling point (Celsius)
524.20
Boiling point (Kelvin)
797.35
General information
Molecular weight
304.25g/mol
Molar mass
304.2520g/mol
Density
1.3713g/cm3
Appearence

The compound is a crystalline solid, often appearing as a pale yellow powder or crystals. Its appearance can also vary depending on its hydration state, potentially appearing slightly different when it forms hydrates.

Comment on solubility

Solubility Characteristics of (4S)-8,16,18-trihydroxy-4-methyl-3-oxabicyclo[12.4.0]octadeca-1(14),15,17-trien-2-one

The solubility of the compound (4S)-8,16,18-trihydroxy-4-methyl-3-oxabicyclo[12.4.0]octadeca-1(14),15,17-trien-2-one is influenced by its structural complexity and functional groups. Understanding its solubility can provide valuable insights into its potential applications and reactivity. Here are some key points to consider:

  • Hydroxyl Groups: The presence of multiple hydroxyl (-OH) groups typically enhances the solubility of organic compounds in water due to hydrogen bonding.
  • Hydrophobic Regions: The bicyclic structure may introduce hydrophobic characteristics that can impede solubility in polar solvents.
  • Polar vs. Non-Polar Solvents: It is likely that this compound may demonstrate variable solubility, being more soluble in polar solvents such as methanol or ethanol, while having reduced solubility in non-polar solvents.
  • Concentration Factors: As with many organic compounds, solubility can also depend on concentration, temperature, and pH of the solvent used.

In conclusion, while the solubility of (4S)-8,16,18-trihydroxy-4-methyl-3-oxabicyclo[12.4.0]octadeca-1(14),15,17-trien-2-one is expected to be significant in certain solvents due to its hydroxyl groups, the overall behavior should be experimentally determined, taking into consideration the competing influences of its structural features.

Interesting facts

Interesting Facts about (4S)-8,16,18-trihydroxy-4-methyl-3-oxabicyclo[12.4.0]octadeca-1(14),15,17-trien-2-one

The compound (4S)-8,16,18-trihydroxy-4-methyl-3-oxabicyclo[12.4.0]octadeca-1(14),15,17-trien-2-one is a fascinating example of a complex organic molecule that exhibits unique structural and functional attributes. Here are some engaging insights:

  • Structural Complexity: This compound is notable for its multi-ring structure, which contributes to its intriguing stereochemistry and functional properties. The bicyclic arrangement enhances its chemical reactivity and provides pathways for various chemical reactions.
  • Hydroxyl Groups: With three hydroxyl (-OH) groups, the molecule showcases properties typical of polyols. Hydroxyl groups significantly affect solubility, boiling points, and chemical reactivity, making this compound of particular interest in synthetic and medicinal chemistry.
  • Oxabicyclic Framework: The presence of an oxabicyclic unit indicates the incorporation of oxygen atoms into the bicyclic system. This feature can impart unique properties such as increased stability and reactivity under certain conditions, making it valuable for diverse applications in organic synthesis.
  • Stereochemistry: The configuration indicated by the (4S) notation implies specific spatial arrangements of the atoms, which is critical for understanding how this compound interacts with biological systems. Stereoisomerism can dramatically influence a molecule's behavior and efficacy, especially in pharmaceutical contexts.
  • Biological Relevance: Compounds with similar structural motifs often exhibit interesting biological activities, ranging from antimicrobial to anti-inflammatory effects. Research into this compound's bioactivity may reveal potential therapeutic applications.
  • Applications in Organic Synthesis: The unique structure of this compound may serve as a building block or intermediate in the synthesis of more complex molecules, showcasing its importance in developing new materials or pharmaceuticals.

In summary, (4S)-8,16,18-trihydroxy-4-methyl-3-oxabicyclo[12.4.0]octadeca-1(14),15,17-trien-2-one exemplifies the intricate beauty of organic chemistry. Its complex architecture and functional groups invite ongoing exploration and study within the scientific community.

Synonyms
h_81_zeranol
SCHEMBL343987
CHEBI:181000
BCP21875
(4S)-8,16,18-trihydroxy-4-methyl-3-oxabicyclo[12.4.0]octadeca-1(14),15,17-trien-2-one