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Prostaglandin E2

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Identification
Molecular formula
C20H32O5
CAS number
363-24-6
IUPAC name
5-[5-hydroxy-4-(3-hydroxyoct-1-enyl)-3,3a,4,5,6,6a-hexahydro-1H-pentalen-2-ylidene]pentanoic acid
State
State

At room temperature, Prostaglandin E2 is typically a viscous liquid. It is crucial to store it under appropriate conditions as it can degrade under improper storage conditions.

Melting point (Celsius)
-6.00
Melting point (Kelvin)
267.15
Boiling point (Celsius)
212.00
Boiling point (Kelvin)
485.15
General information
Molecular weight
352.47g/mol
Molar mass
352.4650g/mol
Density
1.1000g/cm3
Appearence

Prostaglandin E2 appears as a colorless to pale yellow viscous liquid. It is insoluble in water but soluble in ethanol and organic solvents. Its viscosity and coloration can vary slightly due to its purity and concentration.

Comment on solubility

Solubility of 5-[5-hydroxy-4-(3-hydroxyoct-1-enyl)-3,3a,4,5,6,6a-hexahydro-1H-pentalen-2-ylidene]pentanoic acid (C20H32O5)

The solubility of 5-[5-hydroxy-4-(3-hydroxyoct-1-enyl)-3,3a,4,5,6,6a-hexahydro-1H-pentalen-2-ylidene]pentanoic acid can be characterized by several important factors:

  • Polarity: Given the presence of multiple hydroxyl (–OH) groups, this compound is likely to exhibit hydrophilic character, which often aids in solubility in polar solvents such as water.
  • Hydrophobicity: The long hydrocarbon chain (octenyl) contributes to a hydrophobic portion, which may hinder its solubility in polar environments, but promote solubility in organic solvents like ethanol or methanol.
  • pH Sensitivity: The presence of a carboxylic acid group (-COOH) renders this compound pH-sensitive, potentially affecting its solubility depending on the pH of the solution it is placed in.
  • Temperature Influence: Solubility can be significantly affected by temperature, where increased temperatures generally result in increased solubility for most organic compounds.

Overall, while the presence of hydroxyl groups supports solubility in polar solvents, the lengthy hydrophobic chains pose challenges in such scenarios. Therefore, the solubility profile of 5-[5-hydroxy-4-(3-hydroxyoct-1-enyl)-3,3a,4,5,6,6a-hexahydro-1H-pentalen-2-ylidene]pentanoic acid would need to be determined experimentally to understand its behavior in various solvents.

Interesting facts

Interesting Facts about 5-[5-hydroxy-4-(3-hydroxyoct-1-enyl)-3,3a,4,5,6,6a-hexahydro-1H-pentalen-2-ylidene]pentanoic acid

This intriguing compound belongs to a group of molecules that exhibit fascinating structural complexity and potential applications in various fields, particularly in pharmaceuticals and organic chemistry. Here are some highlighted aspects of this chemical:

  • Natural Product Derivation: Many compounds with complex structures, such as this one, are often derived from natural products or biomolecules, providing insight into the potential for use in medicinal chemistry.
  • Structural Characteristics: The unique pentalenylidene moiety incorporated in this compound makes it an interesting subject for study, as similar frameworks have shown interesting chemical reactivity and biological activity.
  • Functional Groups: The presence of multiple functional groups, such as hydroxyl and acid groups, suggests strong interactions with biological systems, making it a candidate for investigation as a pharmaceutical agent.
  • Synthesis Challenges: The synthesis of such complex structures often requires advanced techniques in organic synthesis, including multi-step reactions, which can offer valuable lessons in problem-solving and creativity in synthesis strategies.
  • Bioactivity Potential: Compounds like this one, with their rich functional group diversity, are often scrutinized for their biological properties, which could include anti-inflammatory or anticancer activities, making them essential in drug discovery.

In summary, the study of 5-[5-hydroxy-4-(3-hydroxyoct-1-enyl)-3,3a,4,5,6,6a-hexahydro-1H-pentalen-2-ylidene]pentanoic acid represents a captivating intersection of chemistry and potential therapeutic applications. It embodies the creativity and challenge inherent in the field, providing researchers with opportunities to explore and innovate further.

Synonyms
carbacyclin
Carbaprostacyclin;Carba-PGI2
5-[5-hydroxy-4-(3-hydroxyoct-1-enyl)-3,3a,4,5,6,6a-hexahydro-1H-pentalen-2-ylidene]pentanoic acid
NS00017062