(9Z,13S)-12,13-epoxyoctadeca-9,11-dienoic acid plays a vital role in everyday life as it is a key component in the production of epoxy resins. Epoxy resins are commonly used in various applications such as adhesives, coatings, and sealants, making them essential materials in construction, manufacturing, and the automotive industry. Additionally, these resins are also utilized in the production of electronic devices, creating a significant impact on modern society’s technological advancements. Thus, (9Z,13S)-12,13-epoxyoctadeca-9,11-dienoic acid indirectly contributes to several aspects of daily life through its role in the manufacturing of epoxy resins.
Table of Contents:
- 💡 Commercial Applications
- ⚗️ Chemical & Physical Properties
- 🏭 Production & Procurement
- ⚠️ Safety Considerations
- 🔬 Potential Research Directions
- 🧪 Related Compounds
💡 Commercial Applications
(9Z,13S)-12,13-epoxyoctadeca-9,11-dienoic acid, commonly known as leukotriene A4, plays a significant role in inflammation and asthma. its commercial and industrial applications include its use in research laboratories for studying the pathophysiology of inflammatory diseases. Additionally, it is used by pharmaceutical companies in the development of new therapies targeting inflammation.
In the realm of drug and medication applications, (9Z,13S)-12,13-epoxyoctadeca-9,11-dienoic acid serves as a key molecule in the synthesis of leukotriene inhibitors, which are commonly used in the treatment of asthma and other inflammatory conditions. Its ability to inhibit the production of leukotrienes makes it a valuable target for drug discovery and development.
Furthermore, (9Z,13S)-12,13-epoxyoctadeca-9,11-dienoic acid has shown promise in the development of novel anti-inflammatory drugs that target specific pathways involved in the immune response. Its potential to modulate inflammatory processes makes it a valuable compound for researchers and pharmaceutical companies seeking new therapeutic options for a range of inflammatory diseases.
⚗️ Chemical & Physical Properties
(9Z,13S)-12,13-epoxyoctadeca-9,11-dienoic acid appears as a colorless to pale yellow viscous liquid with a faint characteristic odor. Due to its unsaturated nature, it may exhibit a slight fishy or rancid smell.
The molar mass of (9Z,13S)-12,13-epoxyoctadeca-9,11-dienoic acid is approximately 310.46 g/mol, and its density is around 0.95 g/cm³. In comparison to common food items, such as sugar (approximately 342.3 g/mol) and water (1 g/cm³), this compound has a lower molar mass and density.
The melting point of (9Z,13S)-12,13-epoxyoctadeca-9,11-dienoic acid is about 35-40°C, while its boiling point is approximately 200-210°C. When compared to common food items like butter (melting point around 32-35°C) and olive oil (boiling point around 200-250°C), this compound falls within a similar range.
(9Z,13S)-12,13-epoxyoctadeca-9,11-dienoic acid is sparingly soluble in water due to its long hydrophobic chain, and it exhibits moderate viscosity in its liquid form. In contrast, common food items like salt and sugar are highly soluble in water, and oils like olive oil have lower viscosity compared to this compound.
🏭 Production & Procurement
(9Z,13S)-12,13-epoxyoctadeca-9,11-dienoic acid is typically produced through the enzymatic epoxidation of linoleic acid by certain enzymes, such as cytochrome P450. This enzymatic process involves the insertion of an oxygen atom into a double bond of the substrate, resulting in the formation of the epoxide group.
The production of (9Z,13S)-12,13-epoxyoctadeca-9,11-dienoic acid can also be achieved through chemical synthesis using various methods, including epoxidation of the corresponding unsaturated fatty acid with a peracid or by using a catalytic system, such as m-CPBA. These chemical methods allow for greater control over the stereochemistry and regiochemistry of the epoxide formation.
Once produced, (9Z,13S)-12,13-epoxyoctadeca-9,11-dienoic acid can be procured and transported in its pure form through standard chemical handling and shipping procedures. It is commonly stored in sealed containers to prevent oxidation or degradation. Specialized transportation methods may be required for large quantities of the compound to ensure safe delivery to the desired destination.
⚠️ Safety Considerations
Safety considerations for (9Z,13S)-12,13-epoxyoctadeca-9,11-dienoic acid include ensuring proper ventilation in areas where the substance is handled to prevent inhalation of vapors. Personal protective equipment such as gloves, goggles, and lab coats should be worn to minimize skin contact and eye exposure. In case of accidental ingestion, seek medical attention immediately and have the Safety Data Sheet (SDS) readily available for medical personnel to reference.
Hazard statements for (9Z,13S)-12,13-epoxyoctadeca-9,11-dienoic acid include causing skin irritation and serious eye damage upon contact. This substance is harmful if swallowed and may cause respiratory irritation if inhaled. It may also cause allergic skin reactions and is toxic to aquatic life with long-lasting effects.
Precautionary statements for (9Z,13S)-12,13-epoxyoctadeca-9,11-dienoic acid include wearing protective gloves and eye protection when handling the substance. Avoid breathing vapors, mist, or gas and wash hands thoroughly after handling. In case of skin irritation or rash, seek medical advice and dispose of the substance according to local regulations.
🔬 Potential Research Directions
Research on (9Z,13S)-12,13-epoxyoctadeca-9,11-dienoic acid, also known as 12,13-EpOME, could investigate its biological activities and potential therapeutic applications.
Further studies may explore the synthesis and purification methods of 12,13-EpOME to facilitate its use in laboratory experiments and clinical trials.
Investigations into the pharmacokinetics and metabolism of 12,13-EpOME could provide valuable information on its bioavailability, distribution, and elimination in the body.
🧪 Related Compounds
One similar compound to (9Z,13S)-12,13-epoxyoctadeca-9,11-dienoic acid is (9Z,13S)-12,13-epoxyoctadeca-9,11-dienoic methyl ester. This compound has the same molecular structure as the original compound but with a methyl ester functional group attached.
Another similar compound is (9Z,13S)-12,13-dihydroxyoctadeca-9,11-dienoic acid. This compound differs from the original compound in that it lacks the epoxy group but instead has two hydroxyl groups attached to the carbon chain.
A third similar compound is (9Z,13S)-12-oxo-octadeca-9,11-dienoic acid. This compound shares the same carbon chain structure as the original compound but has a ketone functional group instead of an epoxy group attached to the chain.
Lastly, (9Z,13S)-12,13-dihydroxyoctadeca-9,11-dienoic acid methyl ester is another similar compound. This compound combines the features of the second and third compounds mentioned above, having both hydroxyl groups and a methyl ester functional group attached to the carbon chain.
