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How many carbons does palmitoleic acid contain? A chemical breakdown

5 min read

Palmitoleic acid is a monounsaturated fatty acid that is a common constituent of human adipose tissue. It is crucial to understand its chemical structure to appreciate its role in the body and in nutrition. How many carbons does palmitoleic acid contain?

Quick Summary

Palmitoleic acid is a monounsaturated omega-7 fatty acid composed of 16 carbon atoms. Its chemical formula is C16H30O2, and it is distinguished by a single cis double bond.

Key Points

  • Carbon Count: Palmitoleic acid contains exactly 16 carbon atoms in its structure.

  • Classification: It is a monounsaturated fatty acid (MUFA), meaning it has one double bond.

  • Shorthand Notation: The fatty acid is represented as C16:1, indicating 16 carbons and one double bond.

  • Omega-7 Identity: Palmitoleic acid is also an omega-7 fatty acid, with the double bond located at the seventh carbon from the omega end.

  • Source: Rich dietary sources of palmitoleic acid include macadamia and sea buckthorn oils.

  • Biological Role: Studies suggest palmitoleic acid acts as a lipokine and may help improve insulin sensitivity.

In This Article

The Core Chemical Structure of Palmitoleic Acid

Palmitoleic acid is a fatty acid that is fundamental to biological processes in both plants and animals. To be precise, palmitoleic acid contains 16 carbons. This fact can be seen in its shorthand notation, C16:1, where the '16' indicates the number of carbon atoms in its backbone. Its molecular formula is C16H30O2. The molecule is classified as a monounsaturated fatty acid (MUFA) because it possesses a single carbon-carbon double bond, which occurs at the ninth carbon atom from the carboxylic acid end. This double bond is in the cis configuration, which creates a distinct kink in the fatty acid chain. This structural feature is vital in determining its physical properties, such as its liquid state at room temperature, and its biological function. Furthermore, it is identified as an omega-7 fatty acid, meaning the double bond is located seven carbon atoms away from the methyl (omega) end of the chain.

Comparing Palmitoleic Acid to Other Common Fatty Acids

Understanding palmitoleic acid is often easiest when comparing it to other well-known fatty acids. This comparison highlights the importance of carbon chain length and the presence of double bonds in determining a fatty acid's properties. Two of the most relevant comparisons are with palmitic acid and oleic acid.

Palmitoleic Acid vs. Palmitic Acid

Palmitoleic acid and palmitic acid share the same number of carbon atoms, both having a 16-carbon backbone. However, the key difference lies in their saturation. Palmitic acid is a saturated fatty acid, meaning its carbon chain has no double bonds, making it more linear and solid at room temperature. Palmitoleic acid, being monounsaturated, has one double bond and is therefore liquid at room temperature. In a nutritional context, this structural difference leads to varying health implications; for instance, some studies suggest palmitoleic acid has anti-inflammatory properties, while excessive consumption of saturated fats like palmitic acid is linked to negative health outcomes.

Palmitoleic Acid vs. Oleic Acid

Oleic acid is another common monounsaturated fatty acid found in many diets, most famously in olive oil. While it shares the monounsaturated characteristic with palmitoleic acid, it has a longer carbon chain, containing 18 carbon atoms compared to palmitoleic acid's 16. Both possess a double bond in the cis configuration, also at the ninth carbon position from the carboxylic end. This longer chain length impacts oleic acid's physical and metabolic properties. From a nutritional perspective, both are generally considered healthy fats, but their specific metabolic pathways and effects on the body can differ.

Comparison Table: Palmitoleic vs. Palmitic vs. Oleic Acid

Feature Palmitoleic Acid Palmitic Acid Oleic Acid
Carbon Atoms 16 16 18
Type Monounsaturated Saturated Monounsaturated
Double Bonds One (cis) Zero One (cis)
Shorthand Notation C16:1 C16:0 C18:1
Omega Classification Omega-7 Not applicable Omega-9
State at Room Temp. Liquid Solid Liquid

Dietary Sources of Palmitoleic Acid

Palmitoleic acid, also known as 16:1n-7, is naturally synthesized in the body but also available through certain dietary sources. Incorporating these foods can provide a natural source of this omega-7 fatty acid. Some prominent sources include:

  • Macadamia nuts and oil: A particularly rich botanical source.
  • Sea buckthorn oil: Another plant-based source with high concentrations.
  • Marine oils: Found in oils derived from certain fish like sardines, anchovies, and herring.
  • Animal fats: Present in trace amounts in many animal fats.
  • Breast milk: A natural source of palmitoleic acid for infants.

Biological Role and Health Implications

Palmitoleic acid is not simply a component of fats; it plays an active biological role. Research has shown that it acts as a lipokine, a type of lipid hormone that facilitates communication between adipose (fat) tissue and other organs. Some of its studied health implications include:

  • Improved Insulin Sensitivity: Studies suggest that palmitoleic acid can help improve insulin sensitivity in the liver and skeletal muscles, which is beneficial for metabolic health.
  • Anti-inflammatory Effects: Evidence indicates that palmitoleic acid possesses anti-inflammatory properties, with some research highlighting its potential to reduce inflammation.
  • Metabolic Regulation: By acting as a lipokine, it influences systemic metabolism and energy balance.
  • Potential for Therapeutic Use: The potential health benefits have led to research into its use in managing metabolic diseases, though more studies are needed, especially in humans, to confirm these effects.

Conclusion

To definitively answer the question "how many carbons does palmitoleic acid contain?", the number is 16. This 16-carbon monounsaturated omega-7 fatty acid, with its single cis double bond, is a fascinating molecule with distinct chemical and biological characteristics. Its comparison with saturated palmitic acid and the longer-chain oleic acid illustrates the nuanced roles fatty acids play in nutrition and health. Found in sources like macadamia nuts and marine oils, palmitoleic acid's functions as a lipokine and its potential anti-inflammatory benefits are areas of ongoing research and interest.

This article contains information based on publicly available scientific and chemical data. For further detailed research, please consult authoritative resources like the National Institutes of Health (NIH) or scientific literature published in reputable journals.

Frequently Asked Questions

What is the shorthand notation for palmitoleic acid? Its shorthand notation is C16:1, where 'C16' denotes 16 carbon atoms and ':1' indicates one double bond.

Is palmitoleic acid a saturated or unsaturated fatty acid? Palmitoleic acid is an unsaturated fatty acid, specifically monounsaturated, because it contains one double bond in its carbon chain.

What is the chemical formula for palmitoleic acid? The chemical formula for palmitoleic acid is C16H30O2.

What is the difference between palmitoleic acid and palmitic acid? Palmitoleic acid has a single double bond (making it unsaturated), while palmitic acid is a saturated fatty acid with no double bonds, despite both having 16 carbons.

Is palmitoleic acid an omega-3 or omega-7 fatty acid? Palmitoleic acid is an omega-7 fatty acid, as its double bond is located seven carbons from the methyl (omega) end of the chain.

Where is palmitoleic acid commonly found? Common dietary sources include macadamia oil, sea buckthorn oil, and various marine oils.

Is palmitoleic acid healthy? Some studies suggest it has health benefits, including improved insulin sensitivity and anti-inflammatory effects, although more human research is needed to establish its actions definitively.

Frequently Asked Questions

Its shorthand notation is C16:1, where 'C16' denotes 16 carbon atoms and ':1' indicates one double bond.

Palmitoleic acid is an unsaturated fatty acid, specifically monounsaturated, because it contains one double bond in its carbon chain.

The chemical formula for palmitoleic acid is C16H30O2.

Palmitoleic acid has a single double bond (making it unsaturated), while palmitic acid is a saturated fatty acid with no double bonds, despite both having 16 carbons.

Palmitoleic acid is an omega-7 fatty acid, as its double bond is located seven carbons from the methyl (omega) end of the chain.

Common dietary sources include macadamia oil, sea buckthorn oil, and various marine oils.

Some studies suggest it has health benefits, including improved insulin sensitivity and anti-inflammatory effects, although more human research is needed to establish its actions definitively.

The cis configuration means that the hydrogen atoms are on the same side of the double bond, which causes a kink in the fatty acid chain.

Medical Disclaimer

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