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What is C20 1n 9 fatty acid? An overview of Gondoic Acid

4 min read

C20:1n-9, more commonly known as gondoic acid, is a monounsaturated omega-9 fatty acid with a 20-carbon chain. Unlike essential fatty acids like omega-3s and omega-6s, the human body can synthesize C20 1n 9 fatty acid, although it is also consumed through the diet. It is particularly abundant in certain nuts and plant-based oils, such as jojoba oil.

Quick Summary

This guide explains C20 1n 9 fatty acid, also called gondoic acid. It explores its chemical structure, primary dietary sources, biological functions, and potential benefits, focusing on its role in nutrition and skin care.

Key Points

  • Scientific Name: C20 1n 9 fatty acid is chemically known as gondoic acid or cis-11-eicosenoic acid.

  • Omega-9 Classification: It is a monounsaturated fatty acid belonging to the omega-9 family, meaning it has one double bond at the ninth carbon from the methyl end.

  • Key Sources: The most prominent source of gondoic acid is jojoba oil, but it is also present in nuts and other plant oils.

  • Biological Function: The fatty acid supports healthy cell membranes and contributes to overall metabolic functions, including potential anti-inflammatory effects.

  • Cosmetic Uses: Due to its emollient and moisturizing properties, gondoic acid is a valuable ingredient in skincare products.

  • Health Significance: While non-essential, dietary intake from sources like nuts and oils adds to the body's pool, supporting overall fatty acid balance.

  • Metabolic Marker: Some research suggests C20:1n-9 levels may act as a biomarker in certain metabolic conditions, though more studies are needed.

In This Article

C20 1n 9 Fatty Acid: The Scientific Details

At a molecular level, a C20 1n 9 fatty acid is a long-chain monounsaturated fatty acid (MUFA). The 'C20' indicates a chain of 20 carbon atoms, while the ':1' denotes a single double bond. The 'n-9' or 'omega-9' specifies that this double bond is located at the ninth carbon atom from the methyl ($ ext{CH}_3$) end of the molecule. This specific isomer is known as gondoic acid or cis-11-eicosenoic acid. This structure influences its physical and chemical properties, distinguishing it from other eicosenoic acids with the same carbon chain length but different double bond positions, such as gadoleic acid (9-eicosenoic acid, or omega-11).

Functions and Benefits of C20 1n 9 Fatty Acid

While less studied than the essential fatty acids, gondoic acid plays a significant biological role. Research indicates it contributes to the structure and health of cell membranes, impacting overall cellular function. Though the body can produce it, dietary intake may provide additional support for these metabolic processes.

Some key areas where gondoic acid may have benefits include:

  • Anti-inflammatory effects: Studies have shown that gondoic acid can mitigate inflammatory responses in certain cells by inhibiting the production of inflammatory mediators.
  • Skin health: As a prominent component of jojoba oil, gondoic acid is valued in cosmetics for its moisturizing, skin-conditioning, and emollient properties. Its similarity to human sebum makes it an effective and natural skin hydrator.
  • Cardiovascular support: As an omega-9 fatty acid, gondoic acid contributes to the general health benefits associated with this family of fats, which includes support for cardiovascular health and maintaining a healthy lipid profile.

Dietary and Natural Sources

While not as common as oleic acid (another omega-9), gondoic acid is found in a variety of foods and plant oils, making it accessible through a balanced diet. Some of the most notable sources include:

  • Jojoba oil: This is the most abundant source of gondoic acid, with the compound making up a significant portion of the oil's total fatty acid content.
  • Nuts: Gondoic acid has been detected in various nuts, such as pistachios and groundnuts. Other omega-9-rich nuts, such as almonds and macadamia nuts, also contain gondoic acid.
  • Rapeseed (canola) oil: This common vegetable oil contains some gondoic acid.
  • Fish oils: Some marine oils, including cod liver oil, contain related eicosenoic acids, but gondoic acid is more characteristic of plant sources.

Comparing C20 1n 9 with Other Omega Fatty Acids

Understanding gondoic acid is easier when it is compared to its more famous omega relatives. While all are beneficial unsaturated fats, their chemical structure and biological necessity differ significantly.

Feature C20 1n 9 (Gondoic Acid) Omega-3 Fatty Acids Omega-6 Fatty Acids
Classification Monounsaturated Polyunsaturated Polyunsaturated
Double Bonds One Multiple Multiple
Essentiality Non-essential (synthesized by body) Essential (cannot be produced by body) Essential (cannot be produced by body)
Carbon Chain Length 20 carbons Varies (e.g., 18, 20, 22) Varies (e.g., 18, 20)
Primary Sources Jojoba oil, nuts, canola oil Oily fish, flaxseed, walnuts Vegetable oils, nuts, seeds
Key Functions Anti-inflammatory, skin health, cell membranes Brain health, anti-inflammatory, heart health Cell growth, energy production

Potential Health Implications and Research

Research on gondoic acid is ongoing, with some studies focusing on its presence in metabolic disorders. For example, one study found higher concentrations of C20:1n-9 in diabetic rats compared to control groups, suggesting its potential role as a metabolic marker. While this finding is significant for research purposes, it is not an indication that gondoic acid itself is harmful. Instead, it highlights the complex interactions of fatty acids within the body and the need for further investigation into metabolic pathways.

Additionally, its anti-inflammatory properties have led to interest in biomedical and cosmetic applications. The use of natural sources, like jojoba oil, leverages the benefits of gondoic acid and other compounds for topical skin treatments.

Conclusion

In summary, C20 1n 9 fatty acid, or gondoic acid, is a non-essential monounsaturated fatty acid with a 20-carbon chain and a single double bond at the omega-9 position. It plays a role in cellular function and has shown promise in reducing inflammation in research settings. While the body can produce it, it is also obtained through dietary sources like jojoba oil and various nuts. Understanding its place among other fatty acids reveals its unique contributions to health, especially in skin care and as a component of metabolic processes. While not a household name like omega-3, gondoic acid is another beneficial piece of the lipid puzzle that contributes to overall well-being. For more detailed chemical information, the Human Metabolome Database offers comprehensive resources.

Key Takeaways

  • Gondoic Acid: C20 1n 9 fatty acid is also known as gondoic acid or cis-11-eicosenoic acid, a monounsaturated omega-9 fatty acid.
  • Non-Essential Fat: Unlike omega-3s and omega-6s, gondoic acid is not an essential fatty acid because the human body can produce it, though it is also found in foods.
  • Rich Sources: Primary dietary sources include jojoba oil, which is exceptionally rich in it, along with certain nuts like pistachios and groundnuts.
  • Biological Function: The fatty acid supports healthy cell membranes and contributes to overall metabolic functions, including potential anti-inflammatory effects.
  • Cosmetic Uses: Due to its emollient and moisturizing properties, gondoic acid is a valuable ingredient in skincare products.
  • Health Significance: While non-essential, dietary intake from sources like nuts and oils adds to the body's pool, supporting overall fatty acid balance.

Frequently Asked Questions

The most concentrated and well-known source of C20 1n 9 fatty acid, or gondoic acid, is jojoba oil. It is also found in significant amounts in certain nuts, including pistachios and groundnuts.

No, C20 1n 9 fatty acid is not considered an essential fatty acid. The human body is capable of synthesizing it on its own, primarily from the more common oleic acid.

Gondoic acid is linked to several health benefits, including supporting healthy cell membranes, offering anti-inflammatory properties, and improving skin hydration when applied topically, especially via jojoba oil.

As a moisturizing and emollient ingredient in jojoba oil, gondoic acid helps to hydrate and condition the skin. Its chemical similarity to human sebum makes it highly effective for topical use.

C20 1n 9 (gondoic acid) has its double bond at the 11th carbon atom from the carboxyl end, placing it in the omega-9 family. Other eicosenoic acids, like gadoleic acid (omega-11) and paullinic acid (omega-7), have their double bonds at different positions.

The notations 'n9' and 'n-9' refer to the same thing in fatty acid nomenclature, indicating that the double bond is located at the ninth carbon from the methyl end of the molecule.

Yes, gondoic acid can be extracted from natural plant oils like jojoba or synthesized chemically. It is used as a raw material for various industrial applications, including cosmetics and advanced lubricating oils.

References

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Medical Disclaimer

This content is for informational purposes only and should not replace professional medical advice.