Stearidonic acid
Structural formula | ||||||||||||||||
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Stearidonic acid | ||||||||||||||||
General | ||||||||||||||||
Surname | Stearidonic acid | |||||||||||||||
other names |
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Molecular formula | C 18 H 28 O 2 | |||||||||||||||
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properties | ||||||||||||||||
Molar mass | 276.41 g mol −1 | |||||||||||||||
Physical state |
liquid |
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density |
0.9297 g cm −3 (20 ° C) |
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Melting point |
−57 ° C |
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Refractive index |
1.4911 (20 ° C) |
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safety instructions | ||||||||||||||||
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As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C |
Stearidonic acid (SDA) is an alkenoic acid from the group of polyunsaturated omega-3 fatty acids . It is a four-fold unsaturated fatty acid that is one of the isolenic acids because the four double bonds are each separated by a methylene group . The four double bonds are in positions 6, 9, 12, 15 and are all cis -configured. It is isomer to ixoric acid (from Ixora chinensis ) 18: 4-delta-8c, 10c, 12c, 14t and α - and β - parinaric acid 18: 4-delta-9,11,13,15, as well as with coniferonic acid 18: 4-delta-5c, 9c, 12c, 15c.
It occurs esterified as triacylglyceride in fish oils , algae and mushrooms and also in various vegetable oils, such as in hemp oil and in the oil of evening primrose ( Oenothera ), or in black currant ( Ribes nigrum ). It is contained in large quantities of approx. 10 to 25 percent in various types of predatory leaf family (Boraginaceae) Lappula , Echium , Lithospermum and in primrose species ( Primula spp.). There is also a genetically modified soybean (MON87769), which is approved for agricultural cultivation and has an increased content of stearidonic acid.
Individual evidence
- ↑ a b c H. M. Rauen: Biochemisches Taschenbuch. First part, 2nd edition, Springer, 1964, ISBN 978-3642-85768-3 (reprint), p. 230.
- ^ Giovanni M. Turchini: Fish Oil Replacement and Alternative Lipid Sources in Aquaculture Feeds. CRC Press, 2010, ISBN 978-1-4398-0863-4 , p. 214.
- ↑ Shmuel Yannai: Dictionary of Food Compounds with CD-ROM, Second Edition . CRC Press, 2012, ISBN 978-1-4200-8352-1 , pp. 1429 ( limited preview in Google Book Search).
- ↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
- ↑ 6,9,12,15-Octadecatetraenoic acid, (6Z, 9Z, 12Z, 15Z) - (Stearidonic acid) ( Page no longer available , search in web archives ) Info: The link was automatically marked as defective. Please check the link according to the instructions and then remove this notice. on PantFa Database, accessed October 25, 2017.
- ↑ Frank D. Gunstone: Vegetable Oils in Food Technology. Second Edition, Wiley-Blackwell, 2011, ISBN 978-1-4443-3268-1 , ISBN p. 87.
- ^ Geoff Talbot: Specialty Oils and Fats in Food and Nutrition. Woodhead, 2015, ISBN 978-1-78242-376-8 , p. 160.