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
Molecular Weight
304.25g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
1.3713g/cm3
Appearance
can also vary depending on its hydration state, potentially appearing slightly different when it forms hydrates.
Synonyms
h_81_zeranol
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.

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