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Omega-6 fatty acid

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The evening primrose flower (O. biennis) produces an oil containing a high content of γ-linolenic acid, a type of omega-6 fatty acid.

Omega-6 fatty acids (also referred to as ω-6 fatty acids or n-6 fatty acids) are a family of polyunsaturated fatty acids that have in common a final carbon-carbon double bond in the n-6 position, that is, the sixth bond, counting from the methyl end.

Health effects

One review found that an increased intake of omega‐6 fatty acids has been shown to reduce total serum cholesterol and may reduce myocardial infarction (heart attack). The same review found no significant change in LDL cholesterol and triglycerides. A 2021 review found that omega-6 supplements do not affect the risk of CVD morbidity and mortality. In contrast, the oxidized linoleic acid hypothesis states that the growing amount of linoleic acid (LA) accumulation in adipose tissue, specifically low density lipoproteins (LDL), induces atherosclerosis and coronary heart disease, and a study done in 2015 found that LA in adipose tissue increased 136% between 1959 and 2008.

Another source outlines the differences of how omega-6 and omega-3 are processed in the body, and states that the ratio should not exceed 10:1, and another source addresses the link between a high ratio and infertility in men. A study involving Drosophila shows an increase in lipid mediators for the pathway of inflammatory responses with omega-6, and unaltered changes with omega-3. Although Drosophila lack prostaglandins, in humans, omega-6 activates an increase in prostaglandin production, and other key mediators of inflammation. A study in 2003 showed that replacing omega-6 with omega-3 within cell membranes can protect the cell against inflammation.

Dietary sources

Dietary sources of omega-6 fatty acids include:

Vegetable oils

Vegetable oils are a major source of omega-6 linoleic acid. Worldwide, more than 100 million metric tons of vegetable oils are extracted annually from palm fruits, soybean seeds, rape seeds, and sunflower seeds, providing more than 32 million metric tons of omega-6 linoleic acid and 4 million metric tons of omega-3 alpha-linolenic acid.

Properties of vegetable oils
The nutritional values are expressed as percent (%) by mass of total fat.
Type Processing
treatment
Saturated
fatty acids
Monounsaturated
fatty acids
Polyunsaturated
fatty acids
Smoke point
Total Oleic
acid
(ω-9)
Total α-Linolenic
acid
(ω-3)
Linoleic
acid
(ω-6)
ω-6:3
ratio
Avocado 11.6 70.6 52–66
13.5 1 12.5 12.5:1 250 °C (482 °F)
Brazil nut 24.8 32.7 31.3 42.0 0.1 41.9 419:1 208 °C (406 °F)
Canola 7.4 63.3 61.8 28.1 9.1 18.6 2:1 204 °C (400 °F)
Coconut 82.5 6.3 6 1.7 175 °C (347 °F)
Corn 12.9 27.6 27.3 54.7 1 58 58:1 232 °C (450 °F)
Cottonseed 25.9 17.8 19 51.9 1 54 54:1 216 °C (420 °F)
Cottonseed hydrogenated 93.6 1.5 0.6 0.2 0.3 1.5:1
Flaxseed/linseed 9.0 18.4 18 67.8 53 13 0.2:1 107 °C (225 °F)
Grape seed   10.5 14.3 14.3   74.7 74.7 very high 216 °C (421 °F)
Hemp seed 7.0 9.0 9.0 82.0 22.0 54.0 2.5:1 166 °C (330 °F)
High-oleic safflower oil 7.5 75.2 75.2 12.8 0 12.8 very high 212 °C (414 °F)
Olive, Extra Virgin 13.8 73.0 71.3 10.5 0.7 9.8 14:1 193 °C (380 °F)
Palm 49.3 37.0 40 9.3 0.2 9.1 45.5:1 235 °C (455 °F)
Palm hydrogenated 88.2 5.7 0
Peanut 16.2 57.1 55.4 19.9 0.318 19.6 61.6:1 232 °C (450 °F)
Rice bran oil 25 38.4 38.4 36.6 2.2 34.4 15.6:1 232 °C (450 °F)
Sesame 14.2 39.7 39.3 41.7 0.3 41.3 138:1
Soybean 15.6 22.8 22.6 57.7 7 51 7.3:1 238 °C (460 °F)
Soybean partially hydrogenated 14.9 43.0 42.5 37.6 2.6 34.9 13.4:1
Sunflower 8.99 63.4 62.9 20.7 0.16 20.5 128:1 227 °C (440 °F)
Walnut oil unrefined 9.1 22.8 22.2 63.3 10.4 52.9 5:1 160 °C (320 °F)

List of omega-6 fatty acids

The chemical structure of linoleic acid, a common omega-6 fatty acid found in many nuts, seeds, and vegetable oils.
Common name Lipid name Chemical name
Linoleic acid (LA) 18:2 (n−6) all-cis-9,12-octadecadienoic acid
Gamma-linolenic acid (GLA) 18:3 (n−6) all-cis-6,9,12-octadecatrienoic acid
Calendic acid 18:3 (n−6) 8E,10E,12Z-octadecatrienoic acid
Eicosadienoic acid 20:2 (n−6) all-cis-11,14-eicosadienoic acid
Dihomo-gamma-linolenic acid (DGLA) 20:3 (n−6) all-cis-8,11,14-eicosatrienoic acid
Arachidonic acid (AA, ARA) 20:4 (n−6) all-cis-5,8,11,14-eicosatetraenoic acid
Docosadienoic acid 22:2 (n−6) all-cis-13,16-docosadienoic acid
Adrenic acid 22:4 (n−6) all-cis-7,10,13,16-docosatetraenoic acid
Osbond acid 22:5 (n−6) all-cis-4,7,10,13,16-docosapentaenoic acid
Tetracosatetraenoic acid 24:4 (n−6) all-cis-9,12,15,18-tetracosatetraenoic acid
Tetracosapentaenoic acid 24:5 (n−6) all-cis-6,9,12,15,18-tetracosapentaenoic acid

The melting point of the fatty acids increases as the number of carbons in the chain increases.

See also

Bibliography


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