Ouabain

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Identification

Molecular formula
C29H44O12
CAS Number
630-60-4
IUPAC Name
3-[(3S,5S,10R,13R,14S,17R)-5,11,14-trihydroxy-10-(hydroxymethyl)-13-methyl-3-[(2S,5S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
Molecular Weight
584.66g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
0.7900g/cm3
Synonyms
Sarhamnolosid [German]
Interesting facts

Interesting Facts about 3-[(3S,5S,10R,13R,14S,17R)-5,11,14-trihydroxy-10-(hydroxymethyl)-13-methyl-3-[(2S,5S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

This complex compound belongs to the class of natural products known as triterpenes, which are known for their diverse biological activities and implications in medicinal chemistry. The intricate structure showcases a variety of functional groups, making it a potential candidate for biological activity in various avenues of therapeutic research.

Key Features:

  • Stereochemistry: The presence of multiple chiral centers within the molecule lends it unique stereochemical properties that may influence its interaction with biological systems.
  • Hydroxyl Motifs: The compound features several hydroxyl groups, which are known to enhance solubility and can significantly impact the compound’s activity in biological systems.
  • Tetracyclic Framework: The core tetracyclic structure is characteristic of many sterols and steroid derivatives, commonly associated with hormonal functions and cell signaling.

Moreover, it is intriguing to consider the compound's potential applications in pharmacology:

  • **Antioxidant activity**: Natural products like this compound often exhibit diverse mechanisms that can combat oxidative stress.
  • **Anti-inflammatory properties**: Many compounds with similar frameworks show promise in reducing inflammation, which is beneficial for various chronic diseases.
  • **Antimicrobial properties**: Biological assays can reveal whether this compound helps inhibit bacterial and fungal growth, opening up pathways to new antibiotics.

As the field of chemistry advances, the exploration of such complex natural compounds continues to be a source of inspiration for scientists looking to develop new therapeutics. The intricacy of the molecular design not only challenges chemists in terms of synthesis but also sparks intrigue regarding the biological roles these compounds play in nature.

"Nature does not hurry, yet everything is accomplished." – Lao Tzu

This quote encapsulates the essence of exploring natural compounds, where patience in research can lead to groundbreaking discoveries that have the potential to enhance human health and wellbeing.

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