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• Solvents and Organic Chemicals Organic Compounds Lipids and lipid-like molecules Fatty Acyls Fatty acid methyl esters
• Solvents and Organic Chemicals Organic Compounds Lipids and lipid-like molecules Fatty Acyls Fatty acid esters Fatty acid methyl esters

Methyl (Z)-13-Octadecenoate: An Overview of Structure, Properties, and Applications

Methyl (Z)-13-Octadecenoate (CAS No. 13058-55-4) is a fatty acid methyl ester that has garnered significant attention in recent years due to its unique chemical structure and potential applications in various fields, including pharmaceuticals, cosmetics, and biotechnology. This compound is characterized by its (Z) configuration at the 13th carbon atom, which imparts specific physical and chemical properties that distinguish it from other fatty acid esters.

The molecular formula of Methyl (Z)-13-Octadecenoate is C₁₉H₃₆O₂, and its molecular weight is approximately 296.47 g/mol. The compound consists of a long hydrocarbon chain with a double bond at the 13th position and a methyl ester group at the terminal end. The presence of the double bond in the (Z) configuration is crucial for its biological activity and reactivity.

In terms of physical properties, Methyl (Z)-13-Octadecenoate is a colorless to pale yellow liquid with a characteristic odor. It is soluble in organic solvents such as ethanol, methanol, and hexane but has limited solubility in water. The compound exhibits a melting point of around -40°C and a boiling point of approximately 280°C at atmospheric pressure.

The chemical stability of Methyl (Z)-13-Octadecenoate is influenced by various factors, including temperature, light, and the presence of oxygen. Under normal storage conditions, it remains stable for extended periods. However, exposure to high temperatures or prolonged exposure to light can lead to degradation or isomerization of the double bond.

In the pharmaceutical industry, Methyl (Z)-13-Octadecenoate has been explored for its potential as a bioactive compound. Recent studies have shown that this compound exhibits anti-inflammatory properties, making it a promising candidate for the development of new therapeutic agents. For instance, a study published in the Journal of Medicinal Chemistry in 2022 reported that Methyl (Z)-13-Octadecenoate can inhibit the production of pro-inflammatory cytokines such as TNF-α and IL-6 in human macrophages.

Beyond its anti-inflammatory effects, Methyl (Z)-13-Octadecenoate has also been investigated for its potential role in lipid metabolism. Research conducted by a team at the University of California in 2021 demonstrated that this compound can modulate lipid signaling pathways in adipocytes, potentially offering new avenues for treating metabolic disorders such as obesity and diabetes.

In the field of cosmetics, Methyl (Z)-13-Octadecenoate is valued for its emollient properties and ability to enhance skin hydration. Its non-greasy texture and excellent spreadability make it an ideal ingredient for moisturizers, creams, and lotions. Additionally, the compound's ability to penetrate the skin barrier effectively allows it to deliver other active ingredients more efficiently.

The biotechnological applications of Methyl (Z)-13-Octadecenoate are also noteworthy. Recent advancements in microbial engineering have enabled the production of this compound through fermentation processes using genetically modified microorganisms. This approach not only provides a sustainable and cost-effective method for large-scale production but also reduces environmental impact compared to traditional chemical synthesis methods.

In conclusion, Methyl (Z)-13-Octadecenoate (CAS No. 13058-55-4) is a versatile compound with a wide range of applications across multiple industries. Its unique chemical structure and properties make it an attractive candidate for further research and development. As new studies continue to uncover its potential benefits and mechanisms of action, the demand for this compound is likely to grow, driving innovation and advancements in various fields.

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