Punicic Acid
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Punicic Acid
Punicic acid
Punicic acid
Names
IUPAC name
9Z,11E,13Z-octadeca-9,11,13-trienoic acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
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 [77 °F], 100 kPa).
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Infobox references

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 is also 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 been erroneous classified as "n-5" or "omega-5" polyunsaturated fatty acid because the last double bond is located five carbons from the terminal "omega" carbon, but the "n-x" notation can only be applied to all cis, methylene-interrupted polyunsaturated fatty acids. In lab rats, punicic acid was converted to the CLA rumenic acid (9Z11E-CLA).[2]In vitro, it shows anticancer 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". Retrieved .
  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. PMID 16857834. Retrieved .
  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.
  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.

  This article uses material from the Wikipedia page available here. It is released under the Creative Commons Attribution-Share-Alike License 3.0.

Punicic_acid
 



 



 
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