| Identification | Back Directory | [Name]
cis-Vaccenic acid | [CAS]
506-17-2 | [Synonyms]
cis-11-Octad
VACCENIC ACID
cis-Vaccenic ac
cis-vaccenicaci
CIS-VACCENIC ACID
VACCENIC ACID (CIS)
cis-11-Vaccenic acid
(Z)-11-Octadecenoicacid
CIS-11-OCTADECENOIC ACID
11-CIS-OCTADECENOIC ACID
(Z)-Octadec-11-enoic acid
11-OCTADECENOIC ACID (CIS)
11-Octadecenoic acid, (Z)-
11-Octadecenoic acid, (11Z)-
cis-Vaccenic Acid, Synthetic
DELTA 11 CIS OCTADECENOIC ACID
11-cis-Vaccenicacid=Vaccenicacid
11-OCTADECENOIC ACID, STANDARD FOR GC
cis-Vaccenic acid >=97% (capillary GC), oil | [Molecular Formula]
C18H34O2 | [MDL Number]
MFCD00063187 | [MOL File]
506-17-2.mol | [Molecular Weight]
282.46 |
| Chemical Properties | Back Directory | [Melting point ]
14-15 °C(lit.) | [Boiling point ]
150 °C0.03 mm Hg(lit.) | [density ]
0.887 g/mL at 25 °C(lit.) | [refractive index ]
n20/D 1.459(lit.) | [Fp ]
230 °C | [storage temp. ]
-20°C | [solubility ]
Chloroform (Slightly), Ethanol (Soluble), Methanol (Slightly) | [form ]
oil | [pka]
4.78±0.10(Predicted) | [color ]
Colorless to light yellow | [biological source]
Macadamia integrifolia oil | [BRN ]
1726565 | [Stability:]
Light Sensitive, Volatile | [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- | [InChIKey]
UWHZIFQPPBDJPM-FPLPWBNLSA-N | [SMILES]
CCCCCC\C=C/CCCCCCCCCC(O)=O |
| Hazard Information | Back Directory | [Description]
Vaccenic acid is an omega-7 fatty acid. It is a naturally occurring trans-fatty acid found in the fat of ruminants and in dairy products such as milk, butter, and yogurt. It is also the predominant fatty acid comprising trans fat in human milk.
Its IUPAC name is (E)-11-octadecenoic acid, and its lipid shorthand name is 18:1 trans-11. The name was derived from the Latin vacca (cow).
Vaccenic acid was discovered in 1928 in animal fats and butter. It is the main trans fatty acid isomer present in milk fat. Mammals convert it into rumenic acid, a conjugated linoleic acid, where it shows anticarcinogenic properties.
Its stereoisomer, cis-vaccenic acid, also an omega-7 fatty acid, is found in Sea Buckthorn (Hippophae rhamnoides) oil. Its IUPAC name is (Z)-11-octadecenoic acid, and its lipid shorthand name is 18:1 cis-11. | [Uses]
(Z)-11-Octadecenoic Acid, is a natural 18:1 ω-7 fatty acid. It is readily incorporated into triglycerides in perfused liver. | [Definition]
ChEBI: Cis-vaccenic acid is the cis isomer of vaccenic acid. It is a conjugate acid of a cis-vaccenate(1-). | [Purification Methods]
Purify the acid by fractional distillation under high vacuum or crystallisation form its melt in an inert atmosphere away from light. [Beilstein 2 I 198, 2 III 1384, 2 IV 1639.] |
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Spectrum Chemical Manufacturing Corp.
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Sigma-Aldrich
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parabiochem
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www.parabiochem.cn |
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