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Epoxyquinone A monomer

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Identification
Molecular formula
C19H24O6
CAS number
126345-58-0
IUPAC name
(1R,3R,5S,8S,13R,14S)-1-hydroxy-14-(1-hydroxy-1-methyl-ethyl)-13-methyl-4,7,10-trioxapentacyclo[6.4.1.19,12.03,5.05,13]tetradecane-6,11-dione;(1R,5S,8S,13R,14R)-1-hydroxy-14-isopropenyl-13-methyl-4,7,10-trioxapentacyclo[6.4.1.19,12.03,5.05,13]tetradecane-6,11-dione
State
State

At room temperature, it exists in a solid state, with a stable crystalline form, contributing to its ease of handling and storage in laboratory settings.

Melting point (Celsius)
265.00
Melting point (Kelvin)
538.15
Boiling point (Celsius)
472.00
Boiling point (Kelvin)
745.15
General information
Molecular weight
316.34g/mol
Molar mass
316.3370g/mol
Density
1.4780g/cm3
Appearence

This compound has a crystalline appearance, typically colorless to pale yellow in color. Under certain conditions, it may exhibit a resinous or waxy texture due to its complex molecular structure.

Comment on solubility

Solubility Characteristics

Analyzing the solubility of complex compounds like (1R,3R,5S,8S,13R,14S)-1-hydroxy-14-(1-hydroxy-1-methyl-ethyl)-13-methyl-4,7,10-trioxapentacyclo[6.4.1.19,12.03,5.05,13]tetradecane-6,11-dione and (1R,5S,8S,13R,14R)-1-hydroxy-14-isopropenyl-13-methyl-4,7,10-trioxapentacyclo[6.4.1.19,12.03,5.05,13]tetradecane-6,11-dione involves understanding several influential factors. Here are some key points to consider:

  • Polarity: The presence of hydroxyl groups may enhance solubility in polar solvents, such as water, due to hydrogen bonding. In contrast, the hydrocarbon structure may limit solubility in nonpolar solvents.
  • Hydrophilic vs. Hydrophobic Balance: The balance between hydrophilic (water-attracting) and hydrophobic (water-repelling) portions of the molecules can significantly affect solubility. Compounds with a higher hydrophilic character are often more soluble in aqueous solutions.
  • Temperature Effects: Solubility can also depend on temperature changes. Generally, increasing temperatures increases solubility, but this can vary based on specific compound structures.
  • Concentration of Solvent: The type and concentration of the solvent used for dissolving these compounds can greatly influence their solubility characteristics.

As stated, “The solubility of a compound is a fine balance of molecular interactions.” For complex molecules like these, it may require experimental data to fully ascertain their solubility profiles in various solvents. Further studies are essential to map their behavior in biological or industrial applications.

Interesting facts

Interesting Facts about Complex Organic Compounds

Organic compounds with intricate structures such as (1R,3R,5S,8S,13R,14S)-1-hydroxy-14-(1-hydroxy-1-methyl-ethyl)-13-methyl-4,7,10-trioxapentacyclo[6.4.1.19,12.03,5.05,13]tetradecane-6,11-dione and (1R,5S,8S,13R,14R)-1-hydroxy-14-isopropenyl-13-methyl-4,7,10-trioxapentacyclo[6.4.1.19,12.03,5.05,13]tetradecane-6,11-dione are a testament to the complexity and beauty of organic chemistry. Here are some engaging facts and insights about them:

  • Structural Diversity: These compounds belong to a category known for their multi-ring structures, specifically pentacyclic systems. This structural diversity often leads to unique chemical properties and biological activities.
  • Functional Groups: Notably, both compounds contain hydroxyl (–OH) groups. Hydroxyl groups contribute significantly to the solubility and reactivity of organic molecules, making them essential in various chemical reactions.
  • Applications: Such compounds are often studied for their potential biological activities. Compounds with similar structures may exhibit pharmacological properties, including anti-inflammatory or antimicrobial effects.
  • Stereochemistry: The stereochemical configurations (R and S designations) illustrate the importance of three-dimensional arrangement in influencing biological activity. Small changes in stereochemistry can lead to vastly different outcomes in biological systems.
  • Complex Synthesis: The synthesis of such intricate molecules typically requires advanced reaction techniques like multi-step synthesis, protecting group strategies, and stereo-selective reactions, indicating the skill level needed in modern organic synthesis.

In conclusion, studying compounds like these illuminates the interconnectedness of structure and function in chemistry, emphasizing the intricate designs nature can produce. Analyzing their behavior not only enriches our understanding of organic chemistry but also paves the way for innovation in fields such as pharmaceuticals and materials science. Keep exploring the fascinating world of organic compounds!

Synonyms
PICROTOXIN
Cocculin
Cocculus
Picrotoxinum
Oriental berry
Indian berry
Picrotoxine
Picrotox
Coques du levant
124-87-8
Picrotin, compound with picrotoxinin (1:1)
EPA Pesticide Chemical Code 002301
AI3-17689
ZLT174DL7U
DTXSID7045605
NSC-403139
(1R,3R,5S,8S,13R,14S)-1-hydroxy-14-(2-hydroxypropan-2-yl)-13-methyl-4,7,10-trioxapentacyclo(6.4.1.19,12.03,5.05,13)tetradecane-6,11-dione;(1R,5S,8S,13R,14R)-1-hydroxy-13-methyl-14-prop-1-en-2-yl-4,7,10-trioxapentacyclo(6.4.1.19,12.03,5.05,13)tetradecane-6,11-dione
(1R,3R,5S,8S,13R,14S)-1-hydroxy-14-(2-hydroxypropan-2-yl)-13-methyl-4,7,10-trioxapentacyclo[6.4.1.19,12.03,5.05,13]tetradecane-6,11-dione;(1R,5S,8S,13R,14R)-1-hydroxy-13-methyl-14-prop-1-en-2-yl-4,7,10-trioxapentacyclo[6.4.1.19,12.03,5.05,13]tetradecane-6,11-dione
RefChem:174201
CHEBI:134126
DTXCID501508563
3,6-Methano-8H-1,5,7-trioxacyclopenta(ij)cycloprop(a)azulene-4,8(3H)-dione, hexahydro-2a-hydroxy-9-(1-hydroxy-1-methylethyl)-8b-methyl-, (1aR-(1aalpha,2abeta,3beta,6beta,6abeta,8aS*,8bbeta,9S*))-, compd. with (1aR-(1aalpha,2abeta,3beta,6beta,6abeta,8
204-716-6
Coques du levant [French]
Caswell No. 663A
Picrotoxinin - picrotin
Picrotoxin [NF]
HSDB 6385
EINECS 204-716-6
UNII-ZLT174DL7U
NSC 403139
C30H34O13
GTPL4051
Picrotoxin - Bio-X trade mark
SCHEMBL16319990
VJKUPQSHOVKBCO-ZTYBEOBUSA-N
DB00466
FP52506
BP166191
DA-56858
Q416602
(1R,3R,5S,8S,13R,14S)-1-hydroxy-14-(1-hydroxy-1-methyl-ethyl)-13-methyl-4,7,10-trioxapentacyclo[6.4.1.19,12.03,5.05,13]tetradecane-6,11-dione;(1R,5S,8S,13R,14R)-1-hydroxy-14-isopropenyl-13-methyl-4,7,10-trioxapentacyclo[6.4.1.19,12.03,5.05,13]tetradecane-6,11-dione