Punicic acid
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Preferred IUPAC name (9Z,11E,13Z)-Octadeca-9,11,13-trienoic acid | |
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Chemical formula | 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). N verify (what is YN ?) 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 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]
See also
References
- ^ Cyberlipid. "POLYENOIC FATTY ACIDS". Archived from the original on 2018-09-30. Retrieved 2007-01-11.
- ^ 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.
- ^ 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.
- ^ 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.
- v
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- e
- Propionic (C3)
- Butyric (C4)
- Valeric (C5)
- Caproic (C6)
- Enanthic (C7)
- Caprylic (C8)
- Pelargonic (C9)
- Capric (C10)
- Undecylic (C11)
- Lauric (C12)
- Tridecylic (C13)
- Myristic (C14)
- Pentadecylic (C15)
- Palmitic (C16)
- Margaric (C17)
- Stearic (C18)
- Nonadecylic (C19)
- Arachidic (C20)
- Heneicosylic (C21)
- Behenic (C22)
- Tricosylic (C23)
- Lignoceric (C24)
- Pentacosylic (C25)
- Cerotic (C26)
- Carboceric (C27)
- Montanic (C28)
- Nonacosylic (C29)
- Melissic (C30)
- Hentriacontylic (C31)
- Lacceroic (C32)
- Psyllic (C33)
- Geddic (C34)
- Ceroplastic (C35)
- Hexatriacontylic (C36)
- Heptatriacontanoic (C37)
- Octatriacontanoic (C38)
- Nonatriacontanoic (C39)
- Tetracontanoic (C40)
- Octenoic (8:1)
- Decenoic (10:1)
- Decadienoic (10:2)
- Lauroleic (12:1)
- Laurolinoleic (12:2)
- Myristovaccenic (14:1)
- Myristolinoleic (14:2)
- Myristolinolenic (14:3)
- Palmitolinolenic (16:3)
- Palmitidonic (16:4)
- α-Linolenic (18:3)
- Stearidonic (18:4)
- α-Parinaric (18:4)
- Dihomo-α-linolenic (20:3)
- Eicosatetraenoic (20:4)
- Eicosapentaenoic (20:5)
- Clupanodonic (22:5)
- Docosahexaenoic (22:6)
- 9,12,15,18,21-Tetracosapentaenoic (24:5)
- 6,9,12,15,18,21-Tetracosahexaenoic (24:6)
- Myristoleic (14:1)
- Palmitovaccenic (16:1)
- α-Eleostearic (18:3)
- β-Eleostearic (trans-18:3)
- Punicic (18:3)
- 7,10,13-Octadecatrienoic (18:3)
- 9,12,15-Eicosatrienoic (20:3)
- β-Eicosatetraenoic (20:4)
- 8-Tetradecenoic (14:1)
- 12-Octadecenoic (18:1)
- Linoleic (18:2)
- Linolelaidic (trans-18:2)
- γ-Linolenic (18:3)
- Calendic (18:3)
- Pinolenic (18:3)
- Dihomo-linoleic (20:2)
- Dihomo-γ-linolenic (20:3)
- Sciadonic (20:3)
- Arachidonic (20:4)
- Adrenic (22:4)
- Osbond (22:5)
- Palmitoleic (16:1)
- Vaccenic (18:1)
- Rumenic (18:2)
- Paullinic (20:1)
- 7,10,13-Eicosatrienoic (20:3)
- Sapienic (16:1)
- Gadoleic (20:1)
- 4-Hexadecenoic (16:1)
- Petroselinic (18:1)
- 8-Eicosenoic (20:1)