Sesamin

Sesamin is a lignan isolated from the bark of Fagara plants and from sesame oil. It has been used as a dietary fat-reduction supplement, although no controlled studies on this application have been performed.[1] Its major metabolite is enterolactone, which has an elimination half life of less than 6 hours.[2] Sesamin and sesamolin are minor components of sesame oil,[3] on average comprising only 0.14% of the oil by mass.[4]

Sesamin
Names
IUPAC name
5,5'-(1S,3aR,4S,6aR)-tetrahydro-1H,3H- furo[3,4-c]furan-1,4-diylbis(1,3-benzodioxole)
Other names
Fagarol
Sezamin
Pseudocubebin
Episesamin
Asarinin
Eleutheroside B4
D-(+)-Sesamin
d-Sesamin
(+)-Sesamin
l-Sesamin
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.124.366
KEGG
UNII
Properties
C20H18O6
Molar mass 354.35 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

See also
  • Sesamol, another phenolic component of sesame oil

References
  1. Kamal-Eldin A; Moazzami A; Washi S (January 2011). "Sesame seed lignans: potent physiological modulators and possible ingredients in functional foods & nutraceuticals". Recent Pat Food Nutr Agric. 3 (1): 17–29. doi:10.2174/2212798411103010017. PMID 21114470.
  2. Peñalvo JL; Heinonen SM; Aura AM; Adlercreutz H (May 2005). "Dietary sesamin is converted to enterolactone in humans". J. Nutr. 135 (5): 1056–1062. doi:10.1093/jn/135.5.1056. PMID 15867281.
  3. Lim JS, Adachi Y, Takahashi Y, Ide T (Jan 2007). "Comparative analysis of sesame lignans (sesamin and sesamolin) in affecting hepatic fatty acid metabolism in rats". Br J Nutr. 97 (1): 85–95. doi:10.1017/S0007114507252699. PMID 17217563.
  4. Ikan, Raphael (1991). Natural Products: A Laboratory Guide 2nd Ed. San Diego: Academic Press, Inc. p. 50. ISBN 978-0123705518.
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