Eleostearic acid

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α-Eleostearic acid

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 references

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

α-Eleostearic acid makes up about 60% of the fatty acids from bitter gourd oil.

^ ^a ^b Burr, G.O.; Burr, M.M.; Miller, E. (1932). "On the nature and role of the fatty acids essential in nutrition" (PDF). J. Biol. Chem. 97 (1): 1–9, http://www.jbc.org/cgi/reprint/97/1/1.pdf. Retrieved on 17 January 2007.
^ Tsuzuki T, Kawakami Y, Abe R, et al (August 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, http://jn.nutrition.org/cgi/content/abstract/136/8/2153. Retrieved on 17 January 2007.

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