Ricinolein
Names
Systematic IUPAC name
Propane-1,2,3-triyl tris[(9Z,12R)-12-hydroxyoctadec-9-enoate]
Other names
Glycerin triricinoleate; Glycerol triricinoleate; Glyceryl triricinoleate; Ricinoleic acid triglyceride; Ricinoleic triglyceride; Triricinolein
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.018.016
EC Number
  • 219-817-0
UNII
  • InChI=1S/C57H104O9/c1-4-7-10-31-40-51(58)43-34-25-19-13-16-22-28-37-46-55(61)64-49-54(66-57(63)48-39-30-24-18-15-21-27-36-45-53(60)42-33-12-9-6-3)50-65-56(62)47-38-29-23-17-14-20-26-35-44-52(59)41-32-11-8-5-2/h25-27,34-36,51-54,58-60H,4-24,28-33,37-50H2,1-3H3/b34-25-,35-26-,36-27-/t51-,52-,53-/m1/s1
  • O=C(CCCCCCC/C=C\C[C@H](O)CCCCCC)OCC(OC(CCCCCCC/C=C\C[C@H](O)CCCCCC)=O)COC(CCCCCCC/C=C\C[C@H](O)CCCCCC)=O
Properties
C57H104O9
Molar mass 933.450 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Ricinolein is the chief constituent of castor oil and is the triglyceride of ricinoleic acid.[1] Castor oil, the expressed natural fatty oil of the seeds of Ricinus communis also contains mixtures of the glycerides of isoricinoleic acids and much smaller traces of tristearin and the glyceride of dihydroxysteric acid. Ricinolein is the active principle in the use of castor oil as a purgative and solvent for several medically useful alkaloids.

References

  1. ↑ Achaya, K. T.; Saletore, S. A. (1952). "Triricinolein and ricinoleic acid from castor oil". Journal of Scientific & Industrial Research. 11B (11): 471–474.


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