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9-Hydroxyeicosatetraenoic acid (9-HETE)

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Identification
Molecular formula
C20H32O3
CAS number
74110-00-8
IUPAC name
9-hydroxyicosa-5,7,11,14-tetraenoic acid
State
State

At room temperature, 9-Hydroxyeicosatetraenoic acid (9-HETE) is a viscous liquid. As it contains four double bonds, it is highly unsaturated which influences its physical state, making it less solid than saturated fatty acids of similar size.

Melting point (Celsius)
-35.00
Melting point (Kelvin)
238.15
Boiling point (Celsius)
150.00
Boiling point (Kelvin)
423.15
General information
Molecular weight
320.48g/mol
Molar mass
320.4820g/mol
Density
0.9320g/cm3
Appearence

9-Hydroxyeicosatetraenoic acid (9-HETE) typically appears as a viscous, colorless to pale yellow liquid. Due to its unsaturated nature, the compound can be sensitive to oxidation, therefore it is often stored with antioxidants under inert gas and at low temperatures to maintain stability.

Comment on solubility

Solubility of 9-Hydroxyicosa-5,7,11,14-tetraenoic Acid (C20H32O3)

The solubility of 9-hydroxyicosa-5,7,11,14-tetraenoic acid is influenced by its unique chemical structure, which contains a hydroxyl group and multiple double bonds. This compound exhibits interesting solubility characteristics:

  • Polar vs. Nonpolar: The presence of the hydroxyl group makes it relatively polar, enhancing its solubility in polar solvents.
  • Solvents: It is likely to be soluble in organic solvents such as ethanol and methanol, while showing limited solubility in nonpolar solvents like hexane.
  • Temperature Dependence: Solubility may increase with temperature, as is common with many organic compounds.
  • Applications: Due to its solubility properties, this compound may be effectively utilized in various biochemical applications.

In conclusion, while 9-hydroxyicosa-5,7,11,14-tetraenoic acid exhibits good solubility in polar solvents, its behavior in varying conditions may differ. Understanding these properties is crucial for its application in chemical and biological systems.

Interesting facts

Exploring 9-Hydroxyicosa-5,7,11,14-tetraenoic Acid

9-Hydroxyicosa-5,7,11,14-tetraenoic acid, often abbreviated as 9-HETE, is an unsaturated fatty acid that is notable for its intriguing biological functions and varying roles in cellular processes. Here are some interesting facts that chemistry students and scientists may find fascinating:

  • Metabolite Role: 9-HETE is a metabolite of arachidonic acid, and it plays a crucial role in the formation of bioactive lipids that are involved in inflammation and pain response.
  • Biological Significance: This compound has been identified as a signaling molecule, influencing various physiological processes such as vascular tone, neuronal signaling, and immune response.
  • Potential Therapeutic Applications: Due to its involvement in inflammatory pathways, research is ongoing to explore 9-HETE as a potential target for therapeutic interventions in conditions like cardiovascular diseases and cancer.
  • Enzymatic Pathways: The formation of 9-HETE is facilitated by the action of lipoxygenase enzymes, which catalyze the oxidation of polyunsaturated fatty acids, highlighting the importance of enzymes in determining the physiological effects of fatty acids.
  • Research Interest: Scientists are especially interested in how modulating the levels of 9-HETE can influence cellular functions and contribute to disease states, making it a topic of ongoing research within biochemistry and pharmacology.

Overall, 9-hydroxyicosa-5,7,11,14-tetraenoic acid exemplifies the complexity of lipid biochemistry and its far-reaching implications in health and disease. Its multifunctional nature makes it a significant subject of study for those looking to understand the intricate interactions of fatty acids in biological systems.

Synonyms
(+/-)9-HETE
HEA65614