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12-Hydroperoxyicosatetraenoic acid

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Identification
Molecular formula
C20H32O4
CAS number
74341-63-8
IUPAC name
12-hydroperoxyicosa-5,8,10,14-tetraenoic acid
State
State

At room temperature, 12-Hydroperoxyicosatetraenoic acid is typically a liquid due to its unsaturated hydrocarbon chain that prevents tight packing in the solid state.

Melting point (Celsius)
16.00
Melting point (Kelvin)
289.15
Boiling point (Celsius)
250.00
Boiling point (Kelvin)
523.15
General information
Molecular weight
336.48g/mol
Molar mass
336.4780g/mol
Density
0.9600g/cm3
Appearence

12-Hydroperoxyicosatetraenoic acid, commonly known by its acronym 12-HpETE, typically appears as a colorless to pale yellow liquid. As a hydroperoxy derivative of arachidonic acid, its liquid form is due to the presence of a lengthy carbon chain with multiple unsaturations, giving it fluid characteristics.

Comment on solubility

Solubility of 12-Hydroperoxyicosa-5,8,10,14-tetraenoic Acid (C20H32O4)

12-Hydroperoxyicosa-5,8,10,14-tetraenoic acid is an interesting compound when it comes to its solubility characteristics. The solubility can be influenced by several factors:

  • Polarity: Given that this compound contains multiple hydroxyl (–OH) groups, it exhibits a degree of polarity which can enhance its solubility in polar solvents.
  • Hydrophobic Regions: The long hydrocarbon chain presents hydrophobic characteristics, potentially limiting its solubility in polar environments.
  • Solvent Type: It is likely more soluble in organic solvents like ethanol or methanol compared to water due to its overall structure.
  • Temperature: Solubility can vary with temperature; typically, elevated temperatures can increase solubility in organic solvents.

In summary, while 12-hydroperoxyicosa-5,8,10,14-tetraenoic acid may have some solubility in polar solvents due to its hydroxyl groups, the presence of a long hydrophobic tail suggests a limited solubility in water and a greater affinity for non-polar organic solvents. Thus, it can be said that this compound has variable solubility depending on the solvent used.

Interesting facts

Interesting Facts about 12-Hydroperoxyicosa-5,8,10,14-tetraenoic Acid

12-Hydroperoxyicosa-5,8,10,14-tetraenoic acid, often abbreviated as 12-HPETEA, is a fascinating compound that belongs to the family of oxylipins, which are biologically active fatty acid derivatives. Here are some intriguing aspects of this compound:

  • Biological Significance: 12-HPETEA plays a pivotal role in various physiological processes. It is involved in the signaling pathways that regulate inflammation and immune responses.
  • Metabolic Pathways: This compound is derived from arachidonic acid and is synthesized through enzymatic reactions, particularly by the action of lipoxygenases. This highlights its importance in lipid metabolism.
  • Potential Therapeutic Applications: There is ongoing research into the therapeutic potential of 12-HPETEA in managing inflammatory diseases, cardiovascular diseases, and other health conditions due to its ability to modulate biological activity.
  • Research Interest: Scientists are particularly interested in 12-HPETEA for its potential roles in various pathophysiological conditions, making it a subject of study in the fields of pharmacology and medicinal chemistry.

As stated by many researchers, "Understanding the roles of oxylipins like 12-HPETEA can unveil new avenues for therapeutic interventions." This underscores the compound's relevance in modern biochemical research.

In conclusion, 12-Hydroperoxyicosa-5,8,10,14-tetraenoic acid exemplifies how complex biochemical interactions can lead to significant biological outcomes. Its study not only enhances our understanding of lipid biochemistry but also paves the way for innovative approaches to disease management.

Synonyms
Arachidonic acid omega-9 hydroperoxide
12-Oohete
67675-13-2
omega-9 Hpaa
omega-9-Hydroperoxyarachidonic acid
12-Hpete
12-hydroperoxyicosa-5,8,10,14-tetraenoic acid
12-L-Hydroperoxy-5,8,10,14-eicosatetraenoic acid
12-Hydroperoxy-5,8,10,14-eicosatetraenoic acid,
(S-(E,E,E))-12-Hydroperoxy-5,8,10,14-eicosatetraenoic acid
5,8,10,14-Eicosatetraenoic acid, 12-hydroperoxy-
71774-10-2
DTXSID50349638
12-HPETE, (E,Z,Z,Z)-isomer
12-HPETE, (S-(E,E,E))-isomer
12-HPETE, (S-(E,Z,Z,Z))-isomer
12-hydroperoxy-5,8,10,14-icosatetraenoic acid
Omega-9-hydroperoxyarachidonate
DTXCID90300708
Arachidonate omega-9 hydroperoxide
DTXSID201250044
DB-055570
12-hydroperoxyeicosa-5,8,10,14-tetraenoic acid
(5Z,8Z,10E,14Z)-(12S)-12-Hydroperoxyeicosa-5,8,10,14-tetraenoate
(5Z,8Z,10E,14Z)-(12S)-12-Hydroperoxyeicosa-5,8,10,14-tetraenoic acid
68385-49-9