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5-Hydroxyeicosatetraenoic acid

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Identification
Molecular formula
C20H32O3
CAS number
70131-23-8
IUPAC name
5-hydroxyicosa-6,8,11,14-tetraenoic acid
State
State

At room temperature, 5-Hydroxyeicosatetraenoic acid is typically in a liquid state. Due to its unsaturated hydrocarbon chain, it remains in a liquid form unlike saturated fatty acids which are solid at room temperature.

Melting point (Celsius)
44.00
Melting point (Kelvin)
317.15
Boiling point (Celsius)
282.00
Boiling point (Kelvin)
555.15
General information
Molecular weight
320.48g/mol
Molar mass
320.4820g/mol
Density
1.0476g/cm3
Appearence

5-Hydroxyeicosatetraenoic acid appears as a pale yellow liquid. Its appearance is largely consistent with other unsaturated fatty acids, featuring a viscosity and color typical of lipids.

Comment on solubility

Solubility of 5-hydroxyicosa-6,8,11,14-tetraenoic acid (C20H32O3)

5-hydroxyicosa-6,8,11,14-tetraenoic acid, commonly referred to in scientific literature, exhibits interesting solubility characteristics influenced by its unique structure.

  • Solubility in Water: This compound is slightly soluble in water. The presence of the hydroxyl (-OH) group aids its ability to interact with water molecules, yet the long hydrocarbon chain can limit extensive solvation.
  • Solubility in Organic Solvents: 5-hydroxyicosa-6,8,11,14-tetraenoic acid shows higher solubility in various organic solvents. It is notably soluble in:
    • Ethyl acetate
    • Dichloromethane
    • Hexane
  • pH Dependency: The solubility of this compound may also depend on the pH of the solution. In conditions of higher acidity, protonation of the carboxylic acid group can enhance solubility, while in basic conditions, deprotonation may aid its dispersal in aqueous environments.

Overall, the dual nature of 5-hydroxyicosa-6,8,11,14-tetraenoic acid's solubility reflects its amphipathic characteristics, where it can interact with both polar and non-polar mediums, although it tends to favor organic solvents over water.

Interesting facts

Interesting Facts about 5-Hydroxyicosa-6,8,11,14-tetraenoic Acid

5-Hydroxyicosa-6,8,11,14-tetraenoic acid is a fascinating compound that plays a significant role in the realm of biochemistry and physiology. Also known by its acronym 5-HETE, it belongs to a class of compounds known as eicosanoids, which are derived from polyunsaturated fatty acids.

Key Roles and Uses

  • Inflammatory Response: 5-HETE is involved in many inflammatory processes in the body, acting as a mediator that can influence cytokine production and leukocyte migration.
  • Vasodilation: This compound has been studied for its role in vasodilation, aiding in the widening of blood vessels, which is crucial for regulating blood flow and pressure.
  • Cell Signaling: 5-HETE serves as an important signaling molecule, where it can affect various physiological functions, including pain and immune responses.

Biochemical Significance

This compound is synthesized from arachidonic acid through the action of lipoxygenases. Here are some notable aspects:

  • Enzymatic Pathways: The biosynthesis of 5-HETE highlights the intricate processes involved in lipid metabolism, showcasing how the body converts dietary fats into functional signaling molecules.
  • Research Focus: Continued investigation into 5-HETE has the potential to uncover new therapeutic targets for inflammatory diseases, cardiovascular health, and even cancer.
  • Biomarker Potential: It has been suggested that levels of 5-HETE in biological samples could serve as biomarkers for certain diseases, thus aiding in early detection and diagnosis.

Final Thoughts

The study of 5-hydroxyicosa-6,8,11,14-tetraenoic acid opens up exciting avenues in both basic and applied sciences. As researchers delve deeper into its mechanisms of action, it holds promise for various therapeutic applications, enriching our understanding of human health and disease.

Synonyms
5-Hete
5-hydroxyicosa-6,8,11,14-tetraenoic acid
70608-72-9
73307-52-5
HETE-5(S)
CBiol_001729
DTXSID20867930
KGIJOOYOSFUGPC-UHFFFAOYSA-N
Bio1_000015
Bio1_000504
Bio1_000993
VCA60872
DB-055435
DB-055746