Ricinolein

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.

Ricinolein

Names
IUPAC name Propane-1,2,3-triyl (9Z,12R,9′Z,12′R,9′′Z,12′′R)tris(12-hydroxyoctadec-9-enoate)
Other names Glycerin triricinoleate; Glycerol triricinoleate; Glyceryl triricinoleate; Ricinoleic acid triglyceride; Ricinoleic triglyceride; Triricinolein
Identifiers
CAS Number	2540-54-7
3D model (JSmol)	Interactive image
ChEBI	CHEBI:140471
ChemSpider	9939216
ECHA InfoCard	100.018.016
EC Number	219-817-0
PubChem CID	11764524
UNII	NZ59BAU9ZN
CompTox Dashboard (EPA)	DTXSID2051926
InChI 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
SMILES 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
Chemical formula	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

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.