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Low-energy conformers of various fatty acid ethanolamides with hydrophobic carbon chains differing in their degree of unsaturation. The numbers indicate calculated interatomic distances in Å. (A) Anandamide (1); (B) cis-eicosatrienoylethanolamide (2, 20:3Δ8,11,14); (C) cis-eicosadienoylethanolamide (3, 20:2Δ8,11); (D) cis-eicosaenoylethanolamide (4, 20:1Δ11); (E) oleylethanolamide (6, 18:1Δ9); and (F) trans-octadecenoylethanolamide (7, 18:1Δ9).
