Sesamin
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| Sesamin | ||
|---|---|---|
 | ||
| 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 | ||
| Identifiers | ||
| CAS number | 607-80-7  | |
| PubChem | 5204 | |
| KEGG | C10882  | |
| ChEBI | CHEBI:66470 | |
| ChEMBL | CHEMBL252915 | |
| Jmol-3D images | Image 1 | |
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| Properties | ||
| Molecular formula | C20H18O6 | |
| Molar mass | 354.35 g/mol | |
| (verify) (what is: /?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa) | ||
| Infobox references | ||
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]
See also
- Sesamol, another phenolic component of sesame oil
References
- ↑ 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.
- ↑ Peñalvo JL, Heinonen SM, Aura AM, Adlercreutz H (May 2005). "Dietary sesamin is converted to enterolactone in humans". J. Nutr. 135 (5): 1056–1062. PMID 15867281.
- ↑ Comparative analysis of sesame lignans (sesamin and sesamolin) in affecting hepatic fatty acid metabolism in rats. Lim JS, Adachi Y, Takahashi Y and Ide T, Br J Nutr., January 2007, 97(1), pages 85-95, PubMed
- ↑ Ikan, Raphael (1991). Natural Products: A Laboratory Guide 2nd Ed.. San Diego: Academic Press, Inc. p. 50. ISBN 0123705517.
External links
- Effect of sesamin on serum cholesterol and triglycerides levels in LDL receptor-deficient mice
- A short and stereoselective total synthesis of (±)-sesamin by radical cyclisation of an epoxide using a transition-metal radical source
- Sesamin and episesamin induce apoptosis in human lymphoid leukemia Molt 4B cells.
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