α-Eleostearic acid

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α-Eleostearic acid
α-Eleostearic acid
Names
Preferred IUPAC name
(9Z,11E,13E)-Octadeca-9,11,13-trienoic acid
Identifiers
3D model (
JSmol
)
1726551
ChEBI
ChemSpider
ECHA InfoCard
 100.007.300 Edit this at Wikidata
EC Number
  • 208-029-2
KEGG
UNII
  • InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h5-10H,2-4,11-17H2,1H3,(H,19,20)/b6-5+,8-7+,10-9- checkY
    Key: CUXYLFPMQMFGPL-WPOADVJFSA-N checkY
  • InChI=1/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h5-10H,2-4,11-17H2,1H3,(H,19,20)/b6-5+,8-7+,10-9-
  • O=C(O)CCCCCCC/C=C\C=C\C=C\CCCC
Properties
C18H30O2
Molar mass 278.43 g/mol
Melting point 48 °C (118 °F; 321 K)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

α-Eleostearic acid or (9Z,11E,13E)-octadeca-9,11,13-trienoic acid, is an

degree of unsaturation gives tung oil its properties as a drying oil
.

Biochemical properties

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

In their pioneering work on

alpha-linolenic acid (ALA). ALA relieved essential fatty acid deficiency; ELA did not.[1]

In rats, α-eleostearic acid is converted to a

μM.[4] Diets containing 0.01% bitter gourd seed oil (0.006% as α-eleostearic acid) were found to prevent azoxymethane-induced colon carcinogenesis in rats.[5]

Sources

α-Eleostearic acid is found in the oils extracted from seeds. Tung oil has 82% α-eleostearic acid.

Bitter gourd
seed oil has 60% α-eleostearic acid.

Etymology

Eleo- is a prefix derived from the Greek word for olive, ἔλαιον.[6]

See also

  • 15,16-Dihydroxy-alpha-eleostearic acid

References

  1. ^
    doi:10.1016/S0021-9258(18)76213-3. Archived from the original
    (PDF) on 2007-02-21. Retrieved 2007-01-17.
  2. PMID 16857834
    .
  3. S2CID 25037285
    .
  4. PMID 18959405
    .
  5. S2CID 1817375
    .
  6. ISBN 978-0-08-048881-3
    .
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