Palmitoleic acid
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| Names | |
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| IUPAC name
(9Z)-Hexadec-9-enoic acid
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| Other names | |
| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
| ECHA InfoCard | 100.006.151 |
PubChem CID
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CompTox Dashboard (EPA)
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| Properties | |
| C16H30O2 | |
| Molar mass | 254.414 g·mol−1 |
| Density | 0.894 g/cm3 |
| Melting point | −0.1 °C (31.8 °F; 273.0 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Palmitoleic acid, or (9Z)-hexadec-9-enoic acid, is an omega-7 monounsaturated fatty acid with the formula CH3(CH2)5CH=CH(CH2)7COOH that is a common constituent of the glycerides of human adipose tissue. It is present in all tissues but, in general, found in higher concentrations in the liver. It is biosynthesized from palmitic acid by the action of the enzyme delta-9 desaturase. A beneficial fatty acid, it has been shown to increase insulin sensitivity by suppressing inflammation, as well as inhibit the destruction of insulin-secreting pancreatic beta cells.[1]
Dietary sources
Palmitoleic acid can be abbreviated as 16:1∆9. Dietary sources of palmitoleic acid include breast milk,[2] a variety of animal oils, vegetable oils, and marine oils. Macadamia oil (Macadamia integrifolia) and sea buckthorn oil (Hippophae rhamnoides) are botanical sources with high concentrations, containing 17% and 19-29% of palmitoleic acid, respectively.[3][4]
References
- ^ Yang ZH, Miyahara H, Hatanaka A (2011). "Chronic administration of palmitoleic acid reduces insulin resistance and hepatic lipid accumulation in KK-Ay Mice with genetic type 2 diabetes". Lipids in Health and Disease. 10: 120. doi:10.1186/1476-511X-10-120. PMC 3155149. PMID 21774832.
{{cite journal}}: CS1 maint: unflagged free DOI (link) - ^ Ogunleye A, Fakoya AT, Niizeki S, Tojo H, Sasajima I, Kobayashi M, Tateishi S, Yamaguchi K (1991). "Fatty acid composition of breast milk from Nigerian and Japanese women". J Nutr Sci Vitaminol (Tokyo). 37 (4): 435–42. doi:10.3177/jnsv.37.435. PMID 1765848.
- ^ "Nuts, macadamia nuts, raw". NutritionData.com.
- ^ Li, Thomas S. C.; Thomas H. J. Beveridge (2003). Sea Buckthorn (Hippophae rhamnoides L.) : Production and Utilization. Ottawa, Ontario: NRC Research Press. pp. 54–55. ISBN 0-660-19007-9.