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Omega-6 fatty acid

From Wikipedia, the free encyclopedia
(Redirected fromOmega-6 fatty acids)
Fatty acids where the sixth bond is double
For the 1920s French automobile, seeOméga-Six.
Not to be confused withOmega-3 fatty acid orTrans fatty acid.
Types offats infood
Components
Manufactured fats
The evening primrose flower (O. biennis) produces an oil containing a high content ofγ-linolenic acid, a type of omega−6 fatty acid.

Omega−6 fatty acids (also referred to asω−6 fatty acids orn−6 fatty acids) are a family ofpolyunsaturated fatty acids (PUFA) that share a final carbon-carbondouble bond in then−6 position, that is, the sixth bond, counting from themethyl end.[1]

Health effects

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TheAmerican Heart Association "supports an omega-6 PUFA intake of at least 5% to 10% of energy in the context of other AHA lifestyle and dietary recommendations. To reduce omega-6 PUFA intakes from their current levels would be more likely to increase than to decrease risk for coronary heart disease."[2]

A 2018 review found that an increased intake of omega−6 fatty acids reduces total serum cholesterol and may reducemyocardial infarction (heart attack), but found no significant change inLDL cholesterol andtriglycerides.[3] A 2021 review found that omega−6 supplements do not affect the risk ofCVD morbidity and mortality.[4]

A 2023 review found that omega−6 polyunsaturated fatty acids are associated with lower risk of highblood pressure.[5] Omega−6 fatty acids are not associated withatrial fibrillation.[6]

A review and meta-analysis of observational studies by theWorld Health Organization (WHO) found that higher intakes of omega-6 are associated with a 9% reduced risk ofall-cause mortality and a 31% increased risk of postmenopausal breast cancer.[7] The increased risk of breast cancer has not been confirmed in randomized controlled trials.[8]

A scoping review for Nordic Nutrition Recommendations 2023 found that partial replacement ofsaturated fatty acid with omega-6 fatty acid decreases risk of cardiovascular disease and improves the blood lipid profile.[9]

Dietary sources

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Dietary sources of omega−6 fatty acids include:[10]

Vegetable oils

[edit]

Vegetable oils are a major source of omega−6linoleic acid. Worldwide, more than 100 millionmetric tons of vegetable oils are extracted annually frompalm fruits,soybean seeds,grape seeds, andsunflower seeds, providing more than 32 million metric tons of omega−6 linoleic acid and 4 million metric tons of omega−3alpha-linolenic acid.[11][12]

Properties ofvegetable oils[13]
The nutritional values are expressed as percent (%) by mass of total fat.
TypeProcessing
treatment[14]
Saturated
fatty acids
Monounsaturated
fatty acids
Polyunsaturated
fatty acids
Smoke point
Total[13]Oleic
acid
(ω−9)
Total[13]α-Linolenic
acid
(ω−3)
Linoleic
acid
(ω−6)
ω−6:3
ratio
Avocado[15]11.670.667.913.5112.512.5:1250 °C (482 °F)[16]
Brazil nut[17]24.832.731.342.00.141.9419:1208 °C (406 °F)[18]
Canola[19]7.463.361.828.19.118.62:1204 °C (400 °F)[20]
Coconut[21]82.56.361.70.0191.6888:1175 °C (347 °F)[18]
Corn[22]12.927.627.354.715858:1232 °C (450 °F)[20]
Cottonseed[23]25.917.81951.915454:1216 °C (420 °F)[20]
Cottonseed[24]hydrogenated93.61.50.60.20.31.5:1
Flaxseed/linseed[25]9.018.41867.853130.2:1107 °C (225 °F)
Grape seed[26] 9.616.115.8  69.90.1069.6very high216 °C (421 °F)
Hemp seed[27]7.09.09.082.022.054.02.5:1166 °C (330 °F)[28]
High-oleic safflower oil[29]7.575.275.212.8012.8very high212 °C (414 °F)[18]
Olive (extra virgin)[30]13.873.071.310.50.79.814:1193 °C (380 °F)[18]
Palm[31]49.337.0409.30.29.145.5:1235 °C (455 °F)
Palm[32]hydrogenated88.25.70
Peanut[33]16.257.155.419.90.31819.661.6:1232 °C (450 °F)[20]
Rice bran oil2538.438.436.62.234.4[34]15.6:1232 °C (450 °F)[35]
Sesame[36]14.239.739.341.70.341.3138:1
Soybean[37]15.622.822.657.77517.3:1238 °C (460 °F)[20]
Soybean[38]partially hydrogenated14.943.042.537.62.634.913.4:1
Sunflower[39]8.9963.462.920.70.1620.5128:1227 °C (440 °F)[20]
Walnut oil[40]unrefined9.122.822.263.310.452.95:1160 °C (320 °F)[41]
Comparison of dietary fat composition from a 1995 study.

List of omega−6 fatty acids

[edit]
Thechemical structure oflinoleic acid, a common omega−6 fatty acid found in manynuts,seeds, andvegetable oils.
Common nameLipid nameChemical 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 acid18:3 (n−6)8E,10E,12Z-octadecatrienoic acid
Eicosadienoic acid20:2 (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 acid22:2 (n−6)all-cis-13,16-docosadienoic acid
Adrenic acid22:4 (n−6)all-cis-7,10,13,16-docosatetraenoic acid
Osbond acid22:5 (n−6)all-cis-4,7,10,13,16-docosapentaenoic acid
Tetracosatetraenoic acid24:4 (n−6)all-cis-9,12,15,18-tetracosatetraenoic acid
Tetracosapentaenoic acid24:5 (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.[42]

See also

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References

[edit]
  1. ^Chow, Ching Kuang (2001).Fatty Acids in Foods and Their Health Implications. New York: Routledge Publishing.OCLC 25508943.[page needed]
  2. ^Harris, WS; Mozaffarian, D; Rimm, E; Kris-Etherton, P; Rudel, LL; Appel, LJ; Engler, MM; Engler, MB; Sacks, F (2009)."Omega-6 fatty acids and risk for cardiovascular disease: a science advisory from the American Heart Association Nutrition Subcommittee of the Council on Nutrition, Physical Activity, and Metabolism; Council on Cardiovascular Nursing; and Council on Epidemiology and Prevention".Circulation.119 (6):902–7.doi:10.1161/CIRCULATIONAHA.108.191627.PMID 19171857.
  3. ^Hooper L, Al-Khudairy L, Abdelhamid AS, Rees K, Brainard JS, Brown TJ, Ajabnoor SM, O'Brien AT, Winstanley LE, Donaldson DH, Song F, Deane KH (2018)."Omega-6 fats for the primary and secondary prevention of cardiovascular disease".Cochrane Database of Systematic Reviews.2018 (11). CD011094.doi:10.1002/14651858.CD011094.pub4.PMC 6516799.PMID 30488422.
  4. ^Mazidi M, Shekoohi N, Katsiki N, Banach M (2021)."Omega-6 fatty acids and the risk of cardiovascular disease: insights from a systematic review and meta-analysis of randomized controlled trials and a Mendelian randomization study".Archives of Medical Science.18 (2):466–479.doi:10.5114/aoms/136070.PMC 8924827.PMID 35316920.
  5. ^Hajihashemi P, Feizi A, Heidari Z, Haghighatdoost F. (2023)."Association of omega-6 polyunsaturated fatty acids with blood pressure: A systematic review and meta-analysis of observational studies".Critical Reviews in Food Science and Nutrition.63 (14):2247–2259.doi:10.1080/10408398.2021.1973364.PMID 36939291.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  6. ^Garg PK, Guan W, Nomura S, Weir NL, Tintle N, Virtanen JK, Hirakawa Y, Qian F, Sun Q, Rimm E, Lemaitre RN, Jensen PN, Heckbert SR, Imamura F, Steur M, Leander K, Laguzzi F, Voortman T, Ninomiya T, Mozaffarian D, Harris WS, Siscovick DS, Tsai MY (2023). "Fatty Acids and Outcomes Research Consortium (FORCE). n-6 fatty acid biomarkers and incident atrial fibrillation: an individual participant-level pooled analysis of 11 international prospective studies".The American Journal of Clinical Nutrition.118 (5):921–929.doi:10.1016/j.ajcnut.2023.09.008.PMID 37769813.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  7. ^DE SOUZA, Russell (2022).Polyunsaturated Fatty Acids Intake and Risk of All-Cause Mortality, Cardiovascular Disease, Breast Cancer, Mental Health, and Type 2 Diabetes: A Systematic Review and Meta-Analysis of Prospective Cohort Studies(PDF). Michael A. ZULYNIAK, Mina KAZEMI, Rahim ALI, Rachel BIERBRIER, Natalie WILLIAMS, Rosain STENNETT, Laura BANFIELD (1st ed.). Geneva: World Health Organization.ISBN 978-92-4-006164-4.
  8. ^Hanson S, Thorpe G, Winstanley L, Abdelhamid AS, Hooper L (2020)."Omega-3, omega-6 and total dietary polyunsaturated fat on cancer incidence: systematic review and meta-analysis of randomised trials".Br J Cancer.122 (8):1260–1270.doi:10.1038/s41416-020-0761-6.PMC 7156752.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  9. ^Retterstøl K, Rosqvist F. (2024)."Fat and fatty acids – a scoping review for Nordic Nutrition Recommendations 2023".Food Nutr Res.68.doi:10.29219/fnr.v68.9980.hdl:10852/114875.PMID 38327998.
  10. ^"Food sources of total omega 6 fatty acids". Archived fromthe original on 2011-10-07. Retrieved2011-09-04.
  11. ^Gunstone, Frank (December 2007)."Market update: Palm oil".International News on Fats, Oils and Related Materials.18 (12):835–36. Archived fromthe original on 2013-04-03.
  12. ^"Soybean Oil Prices Suddenly Diverge from Energy Market"(PDF).Oilseeds: World Market and Trade (January 2009).USDA. 2009-01-12. FOP 1-09. Archived fromthe original(PDF) on 2013-03-09. Retrieved2019-08-09., Table 03: Major Vegetable Oils: World Supply and Distribution atOilseeds: World Markets and Trade Monthly CircularArchived 2010-10-18 at theWayback Machine
  13. ^abc"FoodData Central". United States Department of Agriculture. 1 April 2019. All values in this table are from this database unless otherwise cited or when italicized as the simple arithmetic sum of other component columns.
  14. ^"USDA Specifications for Vegetable Oil Margarine Effective August 28, 1996"(PDF).
  15. ^"Avocado oil, fat composition, 100 g". FoodData Central, United States Department of Agriculture. 1 April 2019. Retrieved23 February 2025.
  16. ^Wong M, Requejo-Jackman C, Woolf A (April 2010)."What is unrefined, extra virgin cold-pressed avocado oil?".Aocs.org. The American Oil Chemists' Society. Retrieved26 December 2019.
  17. ^"Brazil nut oil, fat composition, 100 g". US National Nutrient Database, Release 28, United States Department of Agriculture. May 2016. Retrieved6 September 2017.
  18. ^abcdKatragadda, Harinageswara Rao; Fullana, Andrés; Sidhu, Sukh; Carbonell-Barrachina, Ángel A. (May 2010). "Emissions of volatile aldehydes from heated cooking oils".Food Chemistry.120 (1):59–65.doi:10.1016/j.foodchem.2009.09.070.
  19. ^"Canola oil, fat composition, 100 g". US National Nutrient Database, Release 28, United States Department of Agriculture. May 2016. Retrieved6 September 2017.
  20. ^abcdefWolke RL (May 16, 2007)."Where There's Smoke, There's a Fryer".The Washington Post. RetrievedMarch 5, 2011.
  21. ^"Coconut oil, fat composition, 100 g". US National Nutrient Database, Release 28, United States Department of Agriculture. May 2016. Retrieved6 September 2017.
  22. ^"Corn oil, industrial and retail, all purpose salad or cooking, fat composition, 100 g". US National Nutrient Database, Release 28, United States Department of Agriculture. May 2016. Retrieved6 September 2017.
  23. ^"Cottonseed oil, salad or cooking, fat composition, 100 g". US National Nutrient Database, Release 28, United States Department of Agriculture. May 2016. Retrieved6 September 2017.
  24. ^"Cottonseed oil, industrial, fully hydrogenated, fat composition, 100 g". US National Nutrient Database, Release 28, United States Department of Agriculture. May 2016. Retrieved6 September 2017.
  25. ^"Linseed/Flaxseed oil, cold pressed, fat composition, 100 g". US National Nutrient Database, Release 28, United States Department of Agriculture. May 2016. Retrieved6 September 2017.
  26. ^"Grape seed oil, fat composition, 100 g". FoodData Central, United States Department of Agriculture. 1 April 2019. Retrieved23 February 2025.
  27. ^Callaway, James; Schwab, Ursula; Harvima, Ilkka; Halonen, Pirjo; Mykkänen, Otto; Hyvönen, Pekka; Järvinen, Tomi (April 2005). "Efficacy of dietary hempseed oil in patients with atopic dermatitis".Journal of Dermatological Treatment.16 (2):87–94.doi:10.1080/09546630510035832.PMID 16019622.
  28. ^Melina V."Smoke points of oils"(PDF).veghealth.com. The Vegetarian Health Institute.
  29. ^"Safflower oil, salad or cooking, high oleic, primary commerce, fat composition, 100 g". US National Nutrient Database, Release 28, United States Department of Agriculture. May 2016. Retrieved6 September 2017.
  30. ^"Olive oil, salad or cooking, fat composition, 100 g". US National Nutrient Database, Release 28, United States Department of Agriculture. May 2016. Retrieved6 September 2017.
  31. ^"Palm oil, fat composition, 100 g". US National Nutrient Database, Release 28, United States Department of Agriculture. May 2016. Retrieved6 September 2017.
  32. ^"Palm oil, industrial, fully hydrogenated, filling fat, fat composition, 100 g". US National Nutrient Database, Release 28, United States Department of Agriculture. May 2016. Retrieved6 September 2017.
  33. ^"Oil, peanut".FoodData Central. usda.gov.
  34. ^Orthoefer, Frank T. (2020). "Rice Bran Oil".Bailey's Industrial Oil and Fat Products. pp. 1–25.doi:10.1002/047167849X.bio015.pub2.ISBN 978-0-471-38460-1.
  35. ^"Rice bran oil". RITO Partnership. Retrieved22 January 2021.
  36. ^"Oil, sesame, salad or cooking". FoodData Central.fdc.nal.usda.gov. 1 April 2019.
  37. ^"Soybean oil, salad or cooking, fat composition, 100 g". US National Nutrient Database, Release 28, United States Department of Agriculture. May 2016. Retrieved6 September 2017.
  38. ^"Soybean oil, salad or cooking, (partially hydrogenated), fat composition, 100 g". US National Nutrient Database, Release 28, United States Department of Agriculture. May 2016. Retrieved6 September 2017.
  39. ^"FoodData Central".fdc.nal.usda.gov.
  40. ^"Walnut oil, fat composition, 100 g". US National Nutrient Database, United States Department of Agriculture.
  41. ^"Smoke Point of Oils".Baseline of Health. Jonbarron.org.
  42. ^"Biochemical Properties of Lipids".The Medical Biochemistry Page. 2020-04-30. Retrieved2022-05-11.

Further reading

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  • Erasmus, Udo (1993).Fats That Heal, Fats That Kill (3rd ed.). Burnaby (BC): Alive Books.ISBN 978-0-920470-38-1.
Types oflipids
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