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Oxygenated Trans ‐3‐olefinic acids in a Stenachaenium seed oil
Author(s) -
Kleiman R.,
Spencer G. F.,
Tjarks L. W.,
Earle F. R.
Publication year - 1971
Publication title -
lipids
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.601
H-Index - 120
eISSN - 1558-9307
pISSN - 0024-4201
DOI - 10.1007/bf02531145
Subject(s) - degree of unsaturation , chemistry , conjugated system , cis–trans isomerism , stereochemistry , organic chemistry , polymer
Interesting differences were found in oils from two samples of Stenachaenium macrocephalum (Compositae) seed with dissimilar storage histories. One contained significant amounts of epoxy acids (6.5%) and hydroxy conjugated dienoic acids (5.6%), but the other contained no more than 1% of these oxygenated acids. Characterization of components in the former oil established that the principal epoxy acid (4.0%) is the previously unknown cis ‐9, 10‐epoxy‐ trans ‐3, cis ‐12‐octadecadienoic acid. The conjugated dienols include two additional new acids with Δ3 unsaturation (2.5%): 9‐hydroxy‐ trans ‐3,‐ trans ‐10, cis ‐12‐octadecatrienoic and 13‐hydroxy‐ trans ‐3, cis ‐9, trans ‐11‐octadecatrienoic acoids. The nonoxygenated acids, except for the large amount (40%) of trans ‐3, cis ‐9, cis ‐12‐octadecatrienoic, are those that commonly occur in seed oils.