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11-Hydroxyicosatetraenoic acid

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Identification
Molecular formula
C20H32O3
CAS number
62959-60-4
IUPAC name
11-hydroxyicosa-5,8,12,14-tetraenoic acid
State
State

At room temperature, 11-Hydroxyicosatetraenoic acid is in a liquid state, often described as an oily liquid.

Melting point (Celsius)
-51.90
Melting point (Kelvin)
221.25
Boiling point (Celsius)
356.20
Boiling point (Kelvin)
629.35
General information
Molecular weight
320.48g/mol
Molar mass
320.4800g/mol
Density
0.9570g/cm3
Appearence

11-Hydroxyicosatetraenoic acid is typically a colorless to pale yellow liquid. It is an organic compound and a hydroxy fatty acid derived from arachidonic acid. It is often transparent and oily in texture.

Comment on solubility

Solubility of 11-hydroxyicosa-5,8,12,14-tetraenoic acid (C20H32O3)

11-hydroxyicosa-5,8,12,14-tetraenoic acid is a polyunsaturated fatty acid that exhibits varying solubility characteristics depending on the solvent used. Here are some key points regarding its solubility:

  • Water Solubility: The compound has limited solubility in water. As a long-chain fatty acid, it is predominantly hydrophobic.
  • Organic Solvents: It demonstrates significantly better solubility in organic solvents such as ethanol, acetone, and chloroform. This is due to its hydrophobic nature and the presence of multiple unsaturated bonds.
  • Temperature Effects: Increasing temperature generally enhances the solubility of organic compounds like 11-hydroxyicosa-5,8,12,14-tetraenoic acid in organic solvents. Thus, warm solutions can aid in dissolving this compound more efficiently.

In summary, while 11-hydroxyicosa-5,8,12,14-tetraenoic acid exhibits low water solubility, it is more soluble in organic solvents, making it easier to work with in biochemical and chemical applications where such solvents are used. Always consider the solvent system to ensure optimal solubility when handling this compound.

Interesting facts

Interesting Facts about 11-Hydroxyicosa-5,8,12,14-tetraenoic Acid

11-Hydroxyicosa-5,8,12,14-tetraenoic acid, often referred to as a form of hydroxyeicosatetraenoic acid (HETE), is a fascinating compound in the field of biochemistry dealing with eicosanoids. This compound plays a critical role in various biological processes and has garnered significant interest due to its functional implications in human health.

Key Characteristics and Functions

  • Metabolic Significance: 11-Hydroxyicosa-5,8,12,14-tetraenoic acid is produced from arachidonic acid, a vital fatty acid constituting cell membrane phospholipids. It serves as a substrate for the synthesis of various signaling molecules.
  • Inflammation Modulation: This acid is involved in the inflammatory response, showcasing its importance in mediating cellular signaling and influencing the function of immune cells.
  • Potential Therapeutic Uses: Research indicates that manipulating levels of 11-Hydroxyicosa-5,8,12,14-tetraenoic acid could present new avenues for treating inflammatory diseases, cardiovascular conditions, and even cancer, owing to its regulatory roles.

Chemical Behavior and Properties

The compound features a complex structure characterized by multiple double bonds, giving it unique reactivity and interactions in biochemical pathways. This characteristic often leads to the formation of additional metabolites that may have distinct biological effects.

Biological Relevance

Interestingly, eicosanoids like 11-Hydroxyicosa-5,8,12,14-tetraenoic acid function as local hormones and can elicit profound physiological responses even in small concentrations. Their roles are essential in:

  • Cell growth and differentiation
  • Blood clotting and vascular function
  • Neurotransmission regulation

As a chemical scientist, the exploration of compounds like 11-Hydroxyicosa-5,8,12,14-tetraenoic acid not only enhances our understanding of cellular mechanisms but also opens up potential therapeutic strategies for various health conditions. Through such research, we gain valuable insights into the molecular interplay that sustains life itself.

Synonyms
11-hydroxyicosa-5,8,12,14-tetraenoic acid
73804-65-6
54886-50-9
( inverted exclamation markA)11-HETE
11(R)-hydroxy-5(Z),8(Z),12(E),14(Z)-eicosatetraenoic acid
DTXSID40868247
YCA34743
13-hydroxy-2-cis-11-trans-octadecadienoic acid