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11-Eicosenoic acid, also called gondoic acid, is a monounsaturated omega-9 fatty acid found in a variety of plant oils and nuts; in particular jojoba oil. [2] It is one of a number of eicosenoic acids .
Eicosenoic acid has 20 carbons, is found in a wide variety of plant oils, and is a cis-11-mono-unsaturated fatty acid. C 19 H 37 CO 2 H, IUPAC organization name ( Z )-icos-11-enoic acid, numerical representation 20:1 (11), n-9, molecular weight 310.51.
Products include fatty acid hydroperoxides, epoxy-hydroxy polyunsaturated fatty acids, jasmonates, divinylether fatty acids, and leaf aldehydes. Some of these derivatives are signalling molecules, some are used in plant defense ( antifeedants ), some are precursors to other metabolites that are used by the plant.
Some omega−9 fatty acids are common components of animal fat and vegetable oil. Two omega−9 fatty acids important in industry are: Oleic acid (18:1, n−9), which is a main component of olive oil, macadamia oil and other monounsaturated fats; Erucic acid (22:1, n−9), which is found in rapeseed, wallflower seed, and mustard seed.
The fatty acid content of Jojoba oil can vary significantly depending on the soil and climate in which the plant is grown, as well as when it is harvested and how the oil is processed. In general, it contains a high proportion of mono-unsaturated fatty acids, primarily 11-Eicosenoic acid (gondoic acid).
In chemical structure, EPA is a carboxylic acid with a 20-carbon chain and five cis double bonds; the first double bond is located at the third carbon from the omega end. EPA is a polyunsaturated fatty acid (PUFA) that acts as a precursor for prostaglandin-3 (which inhibits platelet aggregation ), thromboxane-3 , and leukotriene-5 eicosanoids .
It is formed by a desaturation of dihomo-gamma-linolenic acid (DGLA, 20:3 ω-6). all-cis-8,11,14,17-eicosatetraenoic acid is an ω-3 fatty acid. It is an intermediate between stearidonic acid (18:4 ω-3) and eicosapentaenoic acid (EPA, 20:5 ω-3) Some chemistry sources define 'arachadonic acid' to designate any of the eicosatetraenoic acids.
Eicosenoic acid may refer to one of three closely related chemical compounds: 9-Eicosenoic acid (gadoleic acid), an omega-11 fatty acid (20:1ω11) 11-Eicosenoic acid (gondoic acid), an omega-9 fatty acid (20:1ω9)