Vaccenic acid

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]

Vaccenic acid

Skeletal formula
Ball-and-stick model
Names
Preferred IUPAC name (11E)-Octadec-11-enoic acid
Identifiers
CAS Number	693-72-1 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:28727 Y
ChemSpider	4444571 Y
ECHA InfoCard	100.010.691
PubChem CID	5281127
UNII	GQ72OGU4EV Y
CompTox Dashboard (EPA)	DTXSID301009341
InChI InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h7-8H,2-6,9-17H2,1H3,(H,19,20)/b8-7+ Y Key: UWHZIFQPPBDJPM-BQYQJAHWSA-N Y InChI=1/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h7-8H,2-6,9-17H2,1H3,(H,19,20)/b8-7+ Key: UWHZIFQPPBDJPM-BQYQJAHWBK
SMILES CCCCCC/C=C/CCCCCCCCCC(O)=O
Properties
Chemical formula	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). Y verify (what is YN ?) Infobox references

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.