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What Fatty Acid Has a 10 Carbon Chain? It's Capric Acid (Decanoic Acid)

4 min read

According to the National Institutes of Health, medium-chain fatty acids are metabolized differently than longer-chain versions. The fatty acid that has a 10 carbon chain is known as capric acid, or decanoic acid, and it is a key component of medium-chain triglycerides (MCTs).

Quick Summary

Capric acid, or decanoic acid, is a 10-carbon saturated medium-chain fatty acid. It is found in coconut and palm kernel oil and is known for its quick metabolism for energy, often converted into ketones.

Key Points

  • Capric Acid: The primary fatty acid with a 10 carbon chain, often found in coconut and palm kernel oils.

  • Decanoic Acid: Capric acid's formal IUPAC name, derived from the number of carbon atoms.

  • Medium-Chain Fatty Acid (MCFA): Its 10-carbon length classifies it as an MCFA, resulting in a distinct metabolic pathway.

  • Ketone Energy: Due to rapid absorption, capric acid is efficiently converted into ketone bodies, providing quick energy, especially during ketogenic diets.

  • Antimicrobial Properties: Research indicates that capric acid has antimicrobial and antifungal effects against various pathogens.

  • Industrial and Health Uses: Beyond food, it is used in perfumes, lubricants, and for treating malabsorption conditions due to its easy digestibility.

In This Article

What is Capric Acid?

Capric acid, also systematically known as decanoic acid, is a type of saturated fatty acid characterized by a carbon chain ten atoms long. Its chemical formula is $C{10}H{20}O_2$. It is classified as a medium-chain fatty acid (MCFA) because its carbon chain length falls within the range of 6 to 12 carbons. The name "capric" comes from the Latin word caper, meaning goat, reflecting its presence in goat's milk and other dairy fats. This medium-chain structure is what gives capric acid its distinctive metabolic properties and sets it apart from both short-chain and long-chain fatty acids.

Key Properties and Characteristics

Capric acid, at room temperature, is a slightly yellowish oily liquid with a distinctive, slightly unpleasant odor reminiscent of rancid butter. Unlike long-chain saturated fats like stearic acid, which are solid at room temperature, capric acid is more fluid. It is only sparingly soluble in water but is soluble in organic solvents. Its saturated nature means that all carbon atoms in its chain are connected by single bonds, with no double bonds present.

Natural Food Sources

Capric acid occurs naturally in several food sources, most notably within medium-chain triglycerides. Prominent sources include:

  • Coconut Oil: Contains about 5-8% capric acid.
  • Palm Kernel Oil: Contains about 3-4% capric acid.
  • Dairy Products: Found in the milk fat of various mammals, particularly goat's milk.
  • MCT Oil Supplements: These supplements are often a purified mixture of medium-chain fatty acids, including capric acid (C10) and caprylic acid (C8).

How the Body Metabolizes Capric Acid

The metabolism of capric acid is unique compared to that of long-chain fatty acids (LCTs). Because of its shorter chain length, capric acid is absorbed more rapidly and transported directly to the liver via the hepatic portal vein. It does not require bile salts for absorption, making it easier to digest for individuals with malabsorption disorders. In the liver, capric acid undergoes beta-oxidation, a process that breaks it down for immediate energy use or converts it into ketone bodies, such as beta-hydroxybutyrate, acetoacetate, and acetone. This rapid ketone production is why capric acid is a favored component in ketogenic diets.

A Comparison of Medium-Chain Fatty Acids

To better understand capric acid, it's helpful to compare it with other medium-chain fatty acids commonly found in foods like coconut oil.

Feature Caprylic Acid (C8) Capric Acid (C10) Lauric Acid (C12)
Carbon Chain Length 8 carbons 10 carbons 12 carbons
Metabolism Speed Very rapid Rapid Slower than C8 and C10
Main Sources Coconut oil, palm kernel oil, milk fat Coconut oil, palm kernel oil, milk fat Coconut oil, palm kernel oil
Antimicrobial Properties Yes, effective against some bacteria and fungi Yes, effective against some bacteria and fungi Strong antimicrobial activity
Industrial Use Alkyd resins, surfactants, food additives Perfumes, lubricants, artificial flavors Soaps, cosmetics, personal care

Health and Industrial Applications

Due to its unique properties, capric acid is used in a wide range of applications, from health supplements to industrial manufacturing.

Health Benefits and Dietary Uses

  • Ketogenic Diets: Capric acid's ability to be quickly converted into ketones makes it a valuable component of ketogenic diets, helping to maintain a state of ketosis. Studies have shown it may offer anticonvulsant effects and could be more palatable than other MCTs.
  • Antimicrobial Agent: The fatty acid possesses strong antimicrobial and antifungal properties. Research indicates it can help inhibit the growth of harmful microorganisms and support a healthy gut microbiome.
  • Malabsorption Treatment: Because it does not require pancreatic enzymes or bile salts for absorption, capric acid is used in therapeutic diets for individuals with malabsorption issues, liver disease, or other digestive disorders.

Industrial and Chemical Applications

Capric acid is a versatile oleochemical used extensively across multiple industries.

  • Perfumery and Flavoring: It is used in the creation of esters, which are then used to produce artificial fruit flavors and perfumes.
  • Manufacturing: It serves as a raw material and intermediate in the manufacturing of lubricants, greases, rubber, dyes, and plastics.
  • Cosmetics: It is utilized as an emulsifier and emollient in various cosmetic and personal care products.

Conclusion

Capric acid, scientifically known as decanoic acid, is the fatty acid with a 10 carbon chain. This saturated, medium-chain fatty acid is sourced naturally from coconut oil, palm kernel oil, and dairy fat. Its distinct metabolic pathway, which involves rapid absorption and conversion to ketones, makes it a potent energy source and a key ingredient in ketogenic diets. Beyond its dietary role, capric acid's antimicrobial properties and versatility have secured its place in various health, food, and industrial applications. Understanding its unique structure and function provides valuable insight into the diverse world of fatty acids.

Visit the Human Metabolome Database to learn more about Capric Acid's properties and synonyms.

Frequently Asked Questions

The systematic name for the 10 carbon fatty acid, capric acid, is decanoic acid.

Yes, with its 10-carbon chain length, capric acid is classified as a medium-chain fatty acid (MCFA), which typically have between 6 and 12 carbon atoms.

Capric acid is naturally found in significant amounts in coconut oil, palm kernel oil, and the milk fat of various mammals, especially goats.

The primary difference lies in their carbon chain length; capric acid has a 10-carbon chain, while caprylic acid is an 8-carbon fatty acid. They are both MCFAs and are often found together.

Unlike longer-chain fatty acids, capric acid is absorbed directly into the hepatic portal system and transported to the liver, where it is quickly metabolized into ketone bodies for energy.

Industrially, capric acid is used in the manufacture of esters for artificial fruit flavors and perfumes, as well as in the production of lubricants, greases, rubber, dyes, and plastics.

Capric acid, the 10-carbon fatty acid, is a saturated fatty acid, meaning its carbon chain contains no double bonds.

References

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Medical Disclaimer

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