506-17-2 Usage
Description
CIS-11-OCTADECENOIC ACID, also known as Vaccenic acid, is an omega-7 fatty acid that 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 and is readily incorporated into triglycerides in perfused liver.
Uses
Used in Pharmaceutical Industry:
CIS-11-OCTADECENOIC ACID is used as a pharmaceutical agent for its anticarcinogenic properties. Mammals convert it into rumenic acid, a conjugated linoleic acid, which shows anticarcinogenic properties and is beneficial in the treatment and prevention of various types of cancer.
Used in Nutritional Supplements:
CIS-11-OCTADECENOIC ACID is used as a nutritional supplement for its health benefits, as it is a naturally occurring fatty acid found in dairy products and human milk, contributing to overall health and well-being.
Used in Food Industry:
CIS-11-OCTADECENOIC ACID is used as an ingredient in the food industry, particularly in the production of dairy products, to enhance the nutritional value and provide health benefits associated with omega-7 fatty acids.
Used in Cosmetics Industry:
CIS-11-OCTADECENOIC ACID can be used as an ingredient in the cosmetics industry for its potential benefits to skin health, as omega-7 fatty acids are known to support skin barrier function and have anti-inflammatory properties.
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.]
Check Digit Verification of cas no
The CAS Registry Mumber 506-17-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,0 and 6 respectively; the second part has 2 digits, 1 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 506-17:
(5*5)+(4*0)+(3*6)+(2*1)+(1*7)=52
52 % 10 = 2
So 506-17-2 is a valid CAS Registry Number.
InChI: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-
506-17-2Relevant articles and documents
Synthesis of trans-vaccenic acid and cis-9-trans-11-conjugated linoleic acid
Duffy, Patricia E.,Quinn, Sonia M.,Roche, Helen M.,Evans, Paul
, p. 4838 - 4843 (2007/10/03)
The preparation of the monounsaturated fatty acid, trans-vaccenic acid 4 (TVA), using both Wittig and one-pot Julia-Kocieński olefination protocol, was achieved in good yield. Similarly a Wittig approach was employed for the stereoselective synthesis of cis-9-trans-11-conjugated linoleic acid 2 from trans-2-nonenal and (8-carboxyoctyl)triphenylphosphonium bromide 12.
Catalytic hydrogenation of linoleic acid on nickel, copper, and palladium
Kitayama, Yoshie,Muraoka, Masahiro,Takahashi, Megumi,Kodama, Tatsuya,Itoh, Hirofumi,Takahashi, Eriko,Okamura, Mutsuo
, p. 1311 - 1316 (2007/10/03)
The catalytic activity and selectivity for hydrogenation of linoleic acid were studied on Ni, Cu, and Pd catalysts. A detailed analysis of the reaction product was performed by a gas-liquid chromatograph, equipped with a capillary column, and Fourier transform-infrared spectroscopy. Geometrical and positional isomerization of linoleic acid occurred during hydrogenation, and many kinds of linoleic acid isomers (trans-9,trans-12; trans-8,cis-12 or cis-9,trans-13; cis-9,trans-12; trans-9,cis-12 and cis-9,cis-12 18:2) were contained in the reaction products. The monoenoic acids in the partial hydrogenation products contained eight kinds of isomers and showed different isomer distributions on Ni, Cu, and Pd catalysts, respectively. The positional isomers of monoenoic acid were produced by double- bond migration during hydrogenation. On Ni and Pd catalysts, the yield of cis-12 and trans-12 monoenoic acids was larger than that of cis-9 and trans-9 monoenoic acids. On the contrary, the yield of cis-9 and trans-9 monoenoic acids was larger than that of cis-12 and trans-12 monoenoic acids on Cu catalyst. From these results, it is concluded that the double bond closer to the methyl group (Δ12) and that to the carboxyl group (Δ9) show different reactivity for hydrogenation on Ni, Cu, and Pd catalysts. Monoenoic acid formation was more selective on Cu catalyst than on Ni and Pd catalysts.