Naringin

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Identification

Molecular formula
C27H32O14
CAS Number
10236-47-2
IUPAC Name
1-[4-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]oxy-2,6-dihydroxy-phenyl]-3-(3-hydroxy-4-methoxy-phenyl)propan-1-one
Molecular Weight
580.54g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
1.6500g/cm3
Synonyms
neohesperidin dihydrochalcone
Interesting facts

Interesting Facts About 1-[4-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]oxy-2,6-dihydroxy-phenyl]-3-(3-hydroxy-4-methoxy-phenyl)propan-1-one

This compound is an intricate organic molecule characterized by a complex structure featuring multiple hydroxyl groups and tetrahydropyran rings, reflecting its potential significance in various applications, including the fields of pharmacology and natural product chemistry. Here are some engaging facts about this fascinating compound:

  • Natural Origins: Many compounds similar to this belong to a class of natural products known for their biological activity, particularly in medicinal chemistry. They are often derived from plants and are integral to traditional medicine.
  • Therapeutic Potential: Compounds with similar structural features have shown promise in therapeutic applications, including antioxidant, anti-inflammatory, and antimicrobial activities. Their ability to interact with biological systems makes them valuable in drug design.
  • Complex Stereochemistry: The presence of multiple chiral centers within this compound poses interesting challenges and opportunities for chemists regarding synthesis and stereochemical specificity. These features can lead to different biological activities based on their configuration.
  • Versatile Functional Groups: The diverse range of functional groups, such as hydroxyl and methoxy groups, enhances the compound's reactivity and solubility, contributing to its applicability in various chemical reactions and biological interactions.
  • Research Interest: As a subject of interest in organic synthesis and drug discovery, ongoing research aims to fully explore the biological activities associated with this compound and its derivatives, leading to a deeper understanding of their mechanism of action.

With an intricate design, this compound not only exemplifies the sophistication of organic chemistry but also highlights the profound relationship between structure and function in biological systems. Understanding these relationships not only enriches our chemical knowledge but also opens pathways for innovative health solutions.

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