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Linolelaidic acid

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Linolelaidic acid
Names
IUPAC name (9E,12E)-Octadeca-9,12-dienoic acid
Other names trans,trans-9,12-Octadecadienoic acid, Linoelaidic acid
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10H,2-5,8,11-17H2,1H3,(H,19,20)/b7-6+,10-9+Key: OYHQOLUKZRVURQ-AVQMFFATSA-N
  • InChI=1/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10H,2-5,8,11-17H2,1H3,(H,19,20)/b7-6+,10-9+Key: OYHQOLUKZRVURQ-AVQMFFATBA
SMILES
  • O=C(O)CCCCCCC/C=C/C/C=C/CCCCC
Properties
Chemical formula C18H32O2
Molar mass 280.45 g/mol
Melting point 28–29 °C (82–84 °F; 301–302 K)
Boiling point 229 to 230 °C (444 to 446 °F; 502 to 503 K) at 16 mmHg
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Linolelaidic acid is an omega-6 trans fatty acid (TFA) and is a cis–trans isomer of linoleic acid. It is found in partially hydrogenated vegetable oils. It is a white (or colourless) viscous liquid.

TFAs are classified as conjugated and nonconjugated, corresponding usually to the structural elements −CH=CH−CH=CH− and −CH=CH−CH2−CH=CH−, respectively. Nonconjugated TFAs are represented by elaidic acid and linolelaidic acid. Their presence is linked heart diseases. The TFA vaccenic acid, which is of animal origin, poses less of a health risk.

References

  1. Linolelaidic acid at chemexper.com
  2. Linoelaidic acid at pubchem.ncbi.nlm.nih.gov
  3. Kass, J.P.; Burr, G.O. (1939). "The Elaidinization of Linoleic Acid". Journal of the American Chemical Society. 61 (5): 1062. Bibcode:1939JAChS..61.2492E. doi:10.1021/ja01874a022.
  4. Park, Yeonhwa "Conjugated linoleic acid (CLA): Good or bad trans fat?" Journal of Food Composition and Analysis 2009, vol. 22, S4-S12. doi:10.1016/j.jfca.2008.12.002
Lipids: fatty acids
Saturated
ω−3 Unsaturated
ω−5 Unsaturated
ω−6 Unsaturated
ω−7 Unsaturated
ω−9 Unsaturated
ω−10 Unsaturated
ω−11 Unsaturated
ω−12 Unsaturated
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