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Names | |
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Preferred IUPAC name (11E)-Octadec-11-enoic acid | |
Identifiers | |
3D model (JSmol) | |
ChEBI | |
ChemSpider | |
ECHA InfoCard | 100.010.691 |
PubChem CID | |
UNII | |
CompTox Dashboard (EPA) | |
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Properties | |
C18H34O2 | |
Molar mass | 282.461 g/mol |
Melting point | 44 °C (111 °F) |
Boiling point | 172 °C (342 °F) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Vaccenic acid is a naturally occurring trans fatty acid and an omega-7 fatty acid. It is the predominant kind of trans-fatty acid found in human milk, in the fat of ruminants, and in dairy products such as milk, butter, and yogurt. [1] [2] Trans fat in human milk may depend on trans fat content in food. [3] [4] Vaccenic acid was discovered in 1928 in animal fats and butter. Mammals convert it into rumenic acid, a conjugated linoleic acid, [5]
Cow milk had highest trans-vaccenic acid content in the first few days of milking. [6]
Its IUPAC name is (11E)-11-octadecenoic acid, and its lipid shorthand name is 18:1 trans-11. The name was derived from the Latin vacca (cow). [4] Its stereoisomer, cis-vaccenic acid, is found in sea buckthorn (Hippophae rhamnoides) oil. [7] Its IUPAC name is (11Z)-11-octadecenoic acid, and its lipid shorthand name is 18:1 cis-11.