Palmitoleic Acid

• CAT Number: R042729
• CAS Number: 373-49-9
• Molecular Formula: C16H30O2
• Molecular Weight: 254.414
• Purity: ≥95%
• Synonyms: (9Z)-9-Hexadecenoic Acid; (Z)-9-Hexadecenoic Acid; (Z)-Hexadec-9-enoic Acid; 9-Hexadecenoic Acid; 9-cis-Hexadecenoic Acid; 9Z-Hexadecenoic Acid; C16:1; Oleopalmitic Acid; Zoomeric Acid; cis-9-Hexadecenoic Acid; cis-Palmitoleic Acid; cis-Δ9-Hexadeceno
• Target: Endogenous Metabolite
• Storage: -20°C
• IUPAC Name: (Z)-hexadec-9-enoic acid
• InChI: InChI=1S/C16H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h7-8H,2-6,9-15H2,1H3,(H,17,18)/b8-7-
• InChIKey: SECPZKHBENQXJG-FPLPWBNLSA-N
• SMILES: CCCCCCC=CCCCCCCCC(=O)O

Palmitoleic acid (CAS 373-49-9) is an ω-<wbr />7 monounsaturated fatty acid that is a common constituent of the triglycerides of human adipose tissue. It is found mainly in animal fats, particularly in fish and marine mammals, and is also present in the seeds of plants of the Proteaceae family. In contrast to a diet enriched with oleic acid (Item No. 90260), palmitoleic acid-<wbr />based diets raise low density lipoprotein (LDL) cholesterol and lower high density lipoprotein (HDL) cholesterol much like that of a saturated fatty acid, even when dietary intake of cholesterol is maintained at a low level.

Reference

1. C. Forsythe “Comparison of Low Fat and Low Carbohydrate Dietson Circulating Fatty Acid Composition and Markers of Inflammation” Lipids, Vol. 43pp. 65-77, 2008
2. F. Paillard et al. “Plasma palmitoleic acid, a product of stearoyl-coA desaturase activity, is an independent marker of triglyceridemia and abdominaladiposity” Nutrition, Metabolism, and Cardiovascular Diseases, Vol. 18(6) pp. 436-440, 2008
3. M. Yamasaki et al. “Alleviation of the cytotoxic activity induced by trans10, cis-12-conjugated linoleic acid in rat hepatoma dRLh-84 cells by oleic orpalmitoleic acid” Cancer Letters, Vol. 196(2) pp. 187-196, 2003
4. Z. Yang, H. Miyahara, A. Hatanaka “Chronic administration of palmitoleic acid reduces insulin resistance and hepatic lipid accumulation in KK-Ay Micewith genetic type 2 diabetes” Lipids in Health and Disease, vol. 10 pp. 120, 2011