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What is the name of the fatty acid C22 0? A Comprehensive Guide to Behenic Acid

3 min read

Comprising up to 9% of ben oil from the moringa tree, the chemical name for the fatty acid C22 0 is docosanoic acid, but it is more commonly known as behenic acid. This very long-chain saturated fatty acid possesses unique characteristics that make it valuable in various commercial applications, particularly in the cosmetics industry.

Quick Summary

The fatty acid C22:0 is formally known as docosanoic acid and commonly called behenic acid. It is a very long-chain saturated fatty acid, found in certain plant oils, and is primarily used as a cosmetic ingredient for its thickening and moisturizing properties.

Key Points

  • Name and Formula: The fatty acid C22:0 is commonly known as behenic acid, with its systematic name being docosanoic acid, and its chemical formula is $CH_3(CH2){20}COOH$.

  • Type: It is a very long-chain saturated fatty acid, meaning its 22-carbon chain has no double bonds.

  • Sources: Behenic acid is naturally present in several plant-based oils, most notably moringa oil, but also in rapeseed (canola) and peanut oil.

  • Cosmetic Use: Due to its waxy, solid nature and high melting point, it is widely used as a thickening, texturizing, and opacifying agent in cosmetics like moisturizers and hair conditioners.

  • Health Considerations: The fatty acid is poorly absorbed when consumed and its health effects, particularly on cholesterol, are complex and subject to ongoing research regarding very long-chain saturated fats.

  • Industrial Role: Beyond cosmetics, it is used in industrial applications such as lubricants, paint removers, and as an anti-foaming agent.

In This Article

What is the fatty acid C22:0?

The C22:0 designation indicates a fatty acid with a chain of 22 carbon atoms ($C_{22}$) and zero double bonds (:0). While its IUPAC name is docosanoic acid, it is most commonly known as behenic acid. This structure classifies it as a very long-chain saturated fatty acid (VLCFA). Its saturation means each carbon is bonded to the maximum number of hydrogen atoms, resulting in a stable, wax-like molecule at room temperature with the chemical formula $CH_3(CH2){20}COOH$.

Chemical Properties and Physical State

Behenic acid's properties are due to its long, saturated chain. It has a high melting point, around 80°C (176°F), causing it to be solid at room temperature and making it useful as a thickener and texturizer. It is poorly soluble in water but dissolves in oil and hot methanol. Its poor absorption by the human body is also linked to its long chain length.

Natural Sources of Behenic Acid

Behenic acid is found in various plant oils, including:

  • Moringa Oil (Ben Oil): A major source, giving the oil its name.
  • Peanut Oil: Contains a notable amount.
  • Rapeseed (Canola) Oil: Also a source.
  • Pracaxi Oil: High in behenic acid.
  • Sunflower Oil: Some varieties contain a significant amount.

Uses in Cosmetics and Industry

Behenic acid is valued in cosmetic and industrial applications for its texturizing and stabilizing properties.

Cosmetic Applications

It serves multiple functions in personal care products:

  • Thickener and Opacifying Agent: Increases viscosity and reduces transparency in lotions and creams.
  • Emollient and Moisturizer: Forms a protective layer to retain moisture, beneficial in hair conditioners and dry skin products.
  • Co-surfactant: Helps create effective oil-gel textures in cleansers.
  • Texture Enhancer: Improves spreadability and stability in products like lipsticks.

Industrial Applications

Behenic acid has several industrial uses:

  • Lubricating Oils: An ingredient in various lubricants.
  • Paint Removers: Acts as a solvent evaporation retarder.
  • Anti-foaming Agent: The amide form is used in detergents and floor polishes.

Behenic Acid and Human Health

Dietary behenic acid is poorly absorbed. Its physiological effects are complex and under investigation. While early studies suggested it might raise LDL cholesterol, more recent research on very long-chain saturated fatty acids (VLSFAs) has shown mixed results, with some meta-analyses indicating potential benefits related to cardiovascular health and reduced risks of type 2 diabetes and heart failure, although the mechanisms are not fully understood. The metabolic role of saturated fatty acids is now recognized as more complex than previously thought, influenced by factors like chain length.

Comparison of Behenic Acid with Other Common Fatty Acids

Property Behenic Acid (C22:0) Stearic Acid (C18:0) Oleic Acid (C18:1)
Chain Length Very long (22 carbons) Long (18 carbons) Long (18 carbons)
Saturation Saturated (no double bonds) Saturated (no double bonds) Monounsaturated (one double bond)
Physical State (Room Temp) Solid/Waxy Solid/Waxy Liquid (oil)
Melting Point ~80°C ~70°C ~13-16°C
Primary Sources Moringa, Rapeseed, Peanut oil Animal fat, Cocoa butter Olive oil, Canola oil
Common Use Case Cosmetic thickener, emollient Soaps, cosmetics, industrial Food oil, biofuel

Conclusion

In conclusion, the fatty acid C22:0 is systematically named docosanoic acid but is widely known as behenic acid. As a very long-chain saturated fatty acid, it is a solid at room temperature, making it valuable as a thickener and texturizer in cosmetics and personal care products. Found in plant oils like moringa, its dietary absorption is limited. Research on the health effects of behenic acid and similar very long-chain saturated fatty acids is ongoing, with modern studies suggesting a more nuanced view than older perspectives on saturated fats. Its properties ensure its continued use in various commercial and industrial applications.

PubChem on Docosanoic Acid

Frequently Asked Questions

The systematic or IUPAC name for the fatty acid C22:0 is docosanoic acid.

Behenic acid is a saturated fat. The '0' in its C22:0 designation indicates that its 22-carbon chain contains zero double bonds.

Behenic acid is found naturally in several plant oils, including moringa oil (ben oil), peanut oil, rapeseed oil, and pracaxi oil.

In cosmetics, behenic acid is used as a thickener, opacifying agent, and emollient to improve the texture, stability, and moisturizing properties of creams, lotions, and conditioners.

Older studies suggested a cholesterol-raising effect, but newer research into very long-chain saturated fatty acids (VLSFAs) shows a more complex picture. Some findings suggest potential benefits related to VLSFAs when incorporated into other lipids, but more research is needed.

The notation C22:0 means the fatty acid has 22 carbon atoms in its chain ('C22') and 0 double bonds ('0'), indicating it is saturated.

Because it is a saturated fatty acid with a long, straight carbon chain, the molecules can pack tightly together, increasing the intermolecular forces. This gives it a relatively high melting point (around 80°C), making it a solid wax-like substance at room temperature.

References

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Medical Disclaimer

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