Discodermolide

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Identification

Molecular formula
C33H55NO8
CAS Number
110501-64-5
IUPAC Name
22-ethyl-7,11,14,15-tetrahydroxy-6'-(2-hydroxypropyl)-5',6,8,10,12,14,16,28,29-nonamethyl-spiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-tetrahydropyran]-3,9,13-trione
Molecular Weight
529.73g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
1.3400g/cm3
Synonyms
(1S, 4E, 5'R, 6R, 6'R, 7S, 8R, 10S, 11S, 12R, 14S, 15R, 16S, 18E, 20E, 22S, 25R, 27S, 28R, 29S)-22-ethyl-7, 11, 14, 15-tetrahydroxy-6'-[(2S)-2-hydroxypropyl]-5', 6, 8, 10, 12, 14, 16, 28, 29-nonamethylspiro[2, 26-dioxabicyclo[23.3.1]nonacosa-4, 18, 20-triene-27, 2'-oxane]-3, 9, 13-trione
Interesting facts

Interesting Facts about 22-Ethyl-7,11,14,15-tetrahydroxy-6'-(2-hydroxypropyl)-5',6,8,10,12,14,16,28,29-nonamethyl-spiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-tetrahydropyran]-3,9,13-trione

This remarkable compound is a complex polyphenolic structure that showcases the beauty of organic chemistry through its intricate design. With multiple hydroxy groups and a unique spiro structure, it presents a fascinating area of study for chemists interested in natural product synthesis and bioactivity. Here are a few interesting aspects:

  • Structural Diversity: The compound exemplifies a high level of molecular complexity with its spirocyclic framework and multiple functional groups, making it a candidate for exploring structure-activity relationships.
  • Potential Bioactivity: Compounds with similar structures have been associated with various biological activities, such as antioxidant properties, and the potential to modulate enzymatic pathways.
  • Synthetic Interest: The synthesis of compounds like this often challenges chemists' creativity and skill, pushing boundaries in synthesis techniques and catalysis.
  • Natural Sources: Compounds of this class are frequently derived from plants, indicating a biochemical strategy used by nature to produce complex molecules for defense or signaling.
  • Applications: Understanding such compounds may lead to advancements in pharmaceuticals, nutraceuticals, and materials science.

As a chemistry student, studying this compound could provide insights into:

  1. The role of functional groups in chemical reactivity.
  2. The concepts of stereochemistry and its implications on physical properties.
  3. The challenges in isolating and characterizing novel compounds from natural sources.

In the words of renowned chemist Linus Pauling, “Chemistry is the science of matter, but I prefer to see it as the science of change.” The study of 22-ethyl-7,11,14,15-tetrahydroxy-6'-(2-hydroxypropyl)-5',6,8,10,12,14,16,28,29-nonamethyl-spiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-tetrahydropyran]-3,9,13-trione reminds us of the dynamic and ever-evolving field of chemistry.

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