Eleostearic acid
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| α-Eleostearic acid | |
|---|---|
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| IUPAC name | (9E,11E,13Z)-octadeca-9,11,13-trienoic acid |
| Identifiers | |
| CAS number | |
| SMILES | CCCC\C=C/C=C/C=C/CCCCCCCC(=O)O |
| Properties | |
| Molecular formula | C18H30O2 |
| Molar mass | 278.43 g/mol |
| Melting point |
48 °C[1] |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references |
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Eleostearic acid, (ELA) sometimes called α-eleostearic acid, is a conjugated linolenic acid (CLnA). It makes up approximately 80% of the fatty acids in tung oil and 60% of bitter gourd oil. Its high degree of unsaturation gives tung oil its properties as a drying oil. In rats, it is converted to a conjugated linoleic acid (CLA).[2] In their pioneering work on essential fatty acids, Burr, Burr and Miller compared the nutritional properties of ELA to that of its isomer alpha-linolenic acid (ALA). ALA relieved essential fatty acid deficiency; ELA did not.[1]
The closely related isomer β-eleostearic acid is (9E,11E,13E)-octadeca-9,11,13-trienoic acid.
[edit] References
- ^ a b Burr, G.O.; Burr, M.M.; Miller, E. (1932). "On the nature and role of the fatty acids essential in nutrition". J. Biol. Chem. 97 (1): 1–9.
- ^ Tsuzuki T, Kawakami Y, Abe R, et al (Aug 2006). "Conjugated linolenic acid is slowly absorbed in rat intestine, but quickly converted to conjugated linoleic acid". J Nutr 136 (8): 2153–9.. PMID 16857834.
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