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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
State
State

At room temperature, discodermolide is typically a solid.

Melting point (Celsius)
196.00
Melting point (Kelvin)
469.15
Boiling point (Celsius)
302.00
Boiling point (Kelvin)
575.15
General information
Molecular weight
529.73g/mol
Molar mass
529.7250g/mol
Density
1.3400g/cm3
Appearence

Discodermolide is typically found as a white solid.

Comment on solubility

Solubility Characteristics 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 (C33H55NO8)

The solubility of the compound C33H55NO8 is quite complex due to its intricate structure and functionality. Understanding its solubility involves various factors, including its molecular weight, the presence of hydroxyl groups, and its overall hydrophobic character. Here are some key points to consider:

  • Polar vs. Non-Polar: This compound contains multiple hydroxyl (-OH) groups, suggesting a degree of polarity that may increase its solubility in polar solvents like water.
  • Molecular Weight: With a relatively high molecular weight, solubility may be limited in certain solvents, affecting its bioavailability and interaction with biological systems.
  • Hydrophobic Interactions: The large non-polar hydrocarbon portions may also increase the compound's hydrophobic character, leading to lower solubility in aqueous environments.
  • Solvent Compatibility: It might exhibit better solubility in organic solvents such as ethanol or dimethyl sulfoxide (DMSO) rather than in water, making solvent choice crucial.

Overall, the solubility of this compound is likely to be moderate; its ability to dissolve will heavily rely on the specific solvent environment and temperature. As with many complex organic compounds, solubility testing is essential to determine practical applications in both laboratory and industrial settings.

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.

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
22-Ethyl-7,11,14,15-tetrahydroxy-6'-(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
DTXSID90859640
DB-015934
NS00123521
22-ethyl-7,11,14,15-tetrahydroxy-6'-(2-hydroxypropyl)-5',6,8,10,12,14,16,28,29-nonamethyl-2,26-dioxaspiro[bicyclo[23.3.1]nonacosane-27,2'-oxane]-4,18,20-triene-3,9,13-trione