Eleostearic acid

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Structural formula
Structural formula of alpha-eleostearic acid

Structural formula of beta-eleostearic acid
α -leostearic acid (top) and β -leostearic acid (bottom)
General
Surname Eleostearic acid
other names
  • (9 Z , 11 E , 13 E ) Octadeca-9,11,13-trienoic acid
  • (9 E , 11 E , 13 E ) Octadeca-9,11,13-trienoic acid
  • alpha-eleostearic acid
  • beta-eleostearic acid
  • α -ESA
  • β -ESA
  • Margarolic acid (obsolete)
  • Eläomargaric acid (obsolete)
Molecular formula C 18 H 30 O 2
External identifiers / databases
CAS number
  • 506-23-0 ( alpha )
  • 544-73-0 ( beta )
PubChem 5281115
Wikidata Q2823322
properties
Molar mass 278.44 g mol −1
Physical state

firmly

density
  • 0.9028 g cm −3 (at 50 ° C) ( alpha )
  • 0.8839 g cm −3 (at 80 ° C) ( beta )
Melting point
  • 49 ° C ( alpha )
  • 71.5 ° C ( beta )
boiling point
  • 235 ° C; Decomposition ( alpha )
  • 188 ° C ( beta )
Refractive index
  • 1.5112 (at 50 ° C) ( alpha )
  • 1.5000 (at 80 ° C) ( beta )
safety instructions
GHS hazard labeling
no classification available
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

The eleostearic acid or eleostearic acid , and eleostearic acid , is a conjugated and tri-unsaturated fatty acid from the group of omega-5 fatty acids . It is a trienoic acid in the group of trans fatty acids , it is also one of the conjugated linolenic acids (CLN).

There are two isomeric forms: (9 Z , 11 E , 13 E ) α -leostearic acid and all- trans - (9 E , 11 E , 13 E ) β -leostearic acid.

Bitter melons ( Momordica charantia )

The α -Eleostearinsäure is esterified as triacylglycerol in the tung oil from Vernicia TYPES (Syn: Aleurites ), in the seeds of Momordica charantia ( Momordica spp.) And Gold prune plants ( Parinari spp.) As well as euphorbia Garcia nutans and Ricinocarpos bowmanii in high amounts up over 60% before. It is also found in pomegranate seed oil , but in much smaller amounts. Under the action of light, the α -leostearic acid in the seed oils is isomerized to form β -leostearic acid in smaller quantities.

Individual evidence

  1. a b W. Karrer : Constitution and occurrence of organic plant matter. Springer, 1958, ISBN 978-3-0348-6795-5 , p. 312 f.
  2. a b c d e f David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 95th edition. (Internet version: 2015), CRC Press / Taylor and Francis, Boca Raton, FL, Physical Constants of Organic Compounds, pp. 3-424.
  3. a b David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 93rd edition. (Internet version: 2012), CRC Press / Taylor and Francis, Boca Raton, FL, Biochemistry, pp. 7-8.
  4. This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
  5. 9,11,13-Octadecatrienoic acid, (9Z, 11E, 13E) on PlantFa Database, accessed October 24, 2017.
  6. 9,11,13-Octadecatrienoic acid (beta-Eleostearic acid)  ( Page no longer available , search in web archivesInfo: The link was automatically marked as defective. Please check the link according to the instructions and then remove this notice. on PlantFa Database, accessed October 24, 2017.@1@ 2Template: Toter Link / plantfadb.bch.msu.edu  
  7. ^ Joan S. Hoffmann, W. G Bickford: New tung oil derivatives. United States Agricultural Research Service, 1956, pp. 1 f, archive.org .
  8. ^ Central office for scientific and technical research work of the Siemens group: Scientific publications from the Siemens group. Volume IV, Issue 2, Springer, 1925, ISBN 978-3-662-22753-4 , p. 295.