Punicic acid

In today's world, Punicic acid has become a topic of great importance and relevance. Its impact covers different areas and sectors, from economics to politics, through technology and society in general. Interest in Punicic acid has been increasing in recent years, awakening the curiosity and attention of a wide spectrum of people. It is important to understand and analyze in depth everything related to Punicic acid, its origin, evolution, implications and possible future challenges. In this article, we will exhaustively explore this fascinating topic, with the aim of offering a complete and up-to-date overview of Punicic acid, so that readers can expand their knowledge and better understand the importance of this phenomenon today.
Punicic acid
Punicic acid
Punicic acid
Names
Preferred IUPAC name
(9Z,11E,13Z)-Octadeca-9,11,13-trienoic acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
UNII
  • InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h5-10H,2-4,11-17H2,1H3,(H,19,20)/b6-5-,8-7+,10-9- ☒N
    Key: CUXYLFPMQMFGPL-BGDVVUGTSA-N ☒N
  • InChI=1/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h5-10H,2-4,11-17H2,1H3,(H,19,20)/b6-5-,8-7+,10-9-
    Key: CUXYLFPMQMFGPL-BGDVVUGTBE
  • CCCC\C=C/C=C/C=C\CCCCCCCC(=O)O
Properties
C18H30O2
Molar mass 278.43 g/mol
Melting point 44 to 45 °C (111 to 113 °F; 317 to 318 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa).
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Punicic acid (also called trichosanic acid) is a polyunsaturated fatty acid, 18:3 cis-9, trans-11, cis-13. It is named for the pomegranate, (Punica granatum), and is obtained from pomegranate seed oil. It has also been found in the seed oils of snake gourd.[1]

Punicic acid is a conjugated linolenic acid or CLnA; i.e. it has three conjugated double bonds. It is chemically similar to the conjugated linoleic acids, or CLA, which have two. It has also been classified as an "n-5" or "omega-5" polyunsaturated fatty acid. In lab rats, punicic acid was converted to the CLA rumenic acid (9Z11E-CLA).[2] In vitro, it shows anti-invasive activity against prostate cancer cells.[3] OLETF rats—a strain which becomes obese—remained relatively lean when punicic acid was added to their feed.[4]

Punicic acid makes up around 65% of the fatty acids in pomegranate seed oil.

See also

References

  1. ^ Cyberlipid. "POLYENOIC FATTY ACIDS". Archived from the original on 2018-09-30. Retrieved 2007-01-11.
  2. ^ Tsuzuki T, Kawakami Y, Abe R (1 August 2006). "Conjugated linolenic acid is slowly absorbed in rat intestine, but quickly converted to conjugated linoleic acid". J Nutr. 136 (8): 2153–9. doi:10.1093/jn/136.8.2153. PMID 16857834. Retrieved 2007-01-23.
  3. ^ Lansky E, Harrison G, Froom P, Jiang W (2005). "Pomegranate (Punica granatum) pure chemicals show possible synergistic inhibition of human PC-3 prostate cancer cell invasion across Matrigel". Invest New Drugs. 23 (2): 121–2. doi:10.1007/s10637-005-5856-7. PMID 15744587. S2CID 5867887.
  4. ^ Arao K, Wang Y, Inoue N, Hirata J, Cha J, Nagao K, Yanagita T (2004). "Dietary effect of pomegranate seed oil rich in 9cis, 11trans, 13cis conjugated linolenic acid on lipid metabolism in obese, hyperlipidemic OLETF rats". Lipids Health Dis. 3: 24. doi:10.1186/1476-511X-3-24. PMC 534798. PMID 15533261.
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