List of unsaturated fatty acids

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Main article: Unsaturated fat
ω−n Common Name Lipid Numbers Δn Structural Formula Trans or Cis Naturally Occurring in
ω−3 α-Linolenic acid C18:3 Δ9,12,15 CH3CH2CH=CHCH2CH=CHCH2CH=CH(CH2)7COOH cis Flaxseeds, chiaseeds, walnuts[citation needed]
ω−3 Stearidonic acid C18:4 Δ6,9,12,15 CH3CH2CH=CHCH2CH=CHCH2CH=CHCH2CH=CH(CH2)4COOH cis Seed oils of hemp, blackcurrant, corn gromwell[citation needed]
ω−3 Eicosapentaenoic acid C20:5 Δ5,8,11,14,17 CH3CH2CH=CHCH2CH=CHCH2CH=CHCH2CH=CHCH2CH=CH(CH2)3COOH cis cod liver, herring, mackerel, salmon, menhaden and sardine[citation needed]
ω−3 Docosahexaenoic acid C22:6 Δ4,7,10,13,16,19 CH3CH2CH=CHCH2CH=CHCH2CH=CHCH2CH=CHCH2CH=CHCH2CH=CH(CH2)2COOH cis maternal milk, fish oil.[1]
ω−6 Linoleic acid C18:2 Δ9,12 CH3(CH2)4CH=CHCH2CH=CH(CH2)7COOH cis Peanut oil,[2] chicken fat,[3] olive oil [4][5]
ω−6 γ-Linolenic acid C18:3 Δ6,9,12 CH3(CH2)4CH=CHCH2CH=CHCH2CH=CH(CH2)4COOH cis borage oil, black currant oil, evening primrose oil [6] and safflower oil [7]
ω−6 Dihomo-γ-linolenic acid C20:3 Δ8,11,14 CH3(CH2)4CH=CHCH2CH=CHCH2CH=CH(CH2)6COOH cis only in trace amounts in animal products[8][9]
ω−6 Arachidonic acid C20:4 Δ5,8,11,14 CH3(CH2)4CH=CHCH2CH=CHCH2CH=CHCH2CH=CH(CH2)3COOH cis meat, eggs, dairy[citation needed]
ω−6 Docosatetraenoic acid C22:4 Δ7,10,13,16 CH3(CH2)4CH=CHCH2CH=CHCH2CH=CHCH2CH=CH(CH2)5COOH cis -
ω−7 Palmitoleic acid C16:1 Δ9 CH3(CH2)5CH=CH(CH2)7COOH cis Macadamia nuts[10]
ω−7 Vaccenic acid C18:1 Δ11 CH3(CH2)5CH=CH(CH2)9COOH trans dairy products such as milk, butter, and yogurt.[11]
ω−7 Paullinic acid C20:1 Δ13 CH3(CH2)5CH=CH(CH2)11COOH cis guarana[12]
ω−9 Oleic acid C18:1 Δ9 CH3(CH2)7CH=CH(CH2)7COOH cis olive oil, pecan oil,[13] canola oil,[14]
ω−9 Elaidic acid C18:1 Δ9 CH3(CH2)7CH=CH(CH2)7COOH trans hydrogenated vegetable oil[15]
ω−9 Gondoic acid C20:1 Δ11 CH3(CH2)7CH=CH(CH2)9COOH cis jojoba oil[16] (edible but non-caloric and non-digestible)
ω−9 Erucic acid C22:1 Δ13 CH3(CH2)7CH=CH(CH2)11COOH cis -
ω−9 Nervonic acid C24:1 Δ13 CH3(CH2)7CH=CH(CH2)13COOH cis King Salmon, flaxseed, Sockeye salmon, sesame seed, macademia nuts[17]
ω−9 Mead acid C20:3 Δ5,8,11 CH3(CH2)7CH=CHCH2CH=CHCH2CH=CH(CH2)3COOH cis -

See also[edit]

References[edit]

  1. ^ Guesnet P, Alessandri JM (2011). "Docosahexaenoic acid (DHA) and the developing central nervous system (CNS) - Implications for dietary recommendations". Biochimie 93 (1): 7–12. doi:10.1016/j.biochi.2010.05.005. PMID 20478353. 
  2. ^ Oil, peanut, salad or cooking: search for peanut oil on http://www.nal.usda.gov/fnic/foodcomp/search/
  3. ^ M. K. Nutter, E. E. Lockhart and R. S. Harris (1943). "The chemical composition of depot fats in chickens and turkeys". Journal of the American Oil Chemists' Society 20 (11): 231–234. doi:10.1007/BF02630880. 
  4. ^ "Olive Oil : Chemical Characteristics". 
  5. ^ Beltran et al.; Del Rio, C; Sánchez, S; Martínez, L (2004). "Influence of Harvest Date and Crop Yield on the Fatty Acid Composition of Virgin Olive Oils from Cv. Picual". J. Agric. Food Chem. 52 (11): 3434–3440. doi:10.1021/jf049894n. PMID 15161211. 
  6. ^ http://www.med.nyu.edu/content?ChunkIID=21587
  7. ^ http://onlinelibrary.wiley.com/doi/10.1002/lite.201300302/abstract
  8. ^ Horrobin, D. F., 1990a. Gamma linolenic acid. Rev. Contemp. Pharmacother. 1, 1-45
  9. ^ Huang, Y.-S. and Mills, D. E. (Eds.), 1996. Gamma-linolenic acid metabolism and its roles in nutrition and medicine. AOCS Press, Champagne, Illinois, 319 pp.
  10. ^ "Nuts, macadamia nuts, raw". NutritionData.com. 
  11. ^ Natural trans fats may be good for you. May 19, 2008
  12. ^ Avato, P; Pesante, MA; Fanizzi, FP; Santos, CA (2003). "Seed oil composition of Paullinia cupana var. Sorbilis (Mart.) Ducke". Lipids 38 (7): 773–80. doi:10.1007/s11745-003-1126-5. PMID 14506841. 
  13. ^ Villarreal-Lozoya, Jose E.; Lombardini, Leonardo; Cisneros-Zevallos, Luis (2007). "Phytochemical constituents and antioxidant capacity of different pecan Carya illinoinensis (Wangenh.) K. Koch] cultivars". Food Chemistry 102 (4): 1241. doi:10.1016/j.foodchem.2006.07.024. 
  14. ^ "Comparison of Dietary Fats Chart". Canola Council of Canada. Retrieved 2008-09-03. 
  15. ^ Abbey M, Nestel PJ (1994). "Plasma cholesteryl ester transfer protein activity is increased when trans-elaidic acid is substituted for cis-oleic acid in the diet". Atherosclerosis 106 (1): 99–107. doi:10.1016/0021-9150(94)90086-8. PMID 8018112. 
  16. ^ Miwa, Thomas (1971). "Jojoba Oil Wax Esters and Derived Fatty Acids and Alcohols: Gas Chromatographic Analyses". Journal of the American Oil Chemists Society 48 (6): 259–264. doi:10.1007/bf02638458. Retrieved May 6, 2013. 
  17. ^ http://nutritiondata.self.com/foods-000046000000000000000-w.html