芝麻素

芝麻素是一种存在于花椒属植物和芝麻油中的木脂素。它被用作饮食减肥的补充剂，但目前对其实际助益尚无相关的对照研究^[1]。芝麻素的主要代谢产物是肠内酯，其消除半衰期少于6小时^[2]。芝麻素和芝麻林素都是芝麻油中含有的微量成分^[3]，平均只占芝麻油质量的0.14%^[4]。

芝麻素
IUPAC名 5,5'-(1S,3aR,4S,6aR)-tetrahydro-1H,3H- furo[3,4-c]furan-1,4-diylbis(1,3-benzodioxole)
别名	Fagarol Sezamin Pseudocubebin Episesamin Asarinin Eleutheroside B4 D-(+)-Sesamin d-Sesamin (+)-Sesamin l-Sesamin
识别
CAS号	607-80-7  Y
PubChem	5204
ChemSpider	65258
SMILES	c1cc2c(cc1[C@@H]3[C@H]4CO[C@@H]([C@H]4CO3)c5ccc6c(c5)OCO6)OCO2
InChI	1/C20H18O6/c1-3-15-17(25-9-23-15)5-11(1)19-13-7-22-20(14(13)8-21-19)12-2-4-16-18(6-12)26-10-24-16/h1-6,13-14,19-20H,7-10H2/t13-,14-,19+,20+/m0/s1
InChIKey	PEYUIKBAABKQKQ-AFHBHXEDBX
ChEBI	66470
KEGG	C10882
性质
化学式	C20H18O6
摩尔质量	354.35 g·mol⁻¹
若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

参见

• 芝麻酚

参考资料

1. Kamal-Eldin A; Moazzami A; Washi S. Sesame seed lignans: potent physiological modulators and possible ingredients in functional foods & nutraceuticals. Recent Pat Food Nutr Agric. January 2011, 3 (1): 17–29. PMID 21114470. doi:10.2174/2212798411103010017.
2. Peñalvo JL; Heinonen SM; Aura AM; Adlercreutz H. Dietary sesamin is converted to enterolactone in humans. J. Nutr. May 2005, 135 (5): 1056–1062. PMID 15867281. doi:10.1093/jn/135.5.1056.
3. Lim JS, Adachi Y, Takahashi Y, Ide T. Comparative analysis of sesame lignans (sesamin and sesamolin) in affecting hepatic fatty acid metabolism in rats.. Br J Nutr. Jan 2007, 97 (1): 85–95. PMID 17217563. doi:10.1017/S0007114507252699.
4. Ikan, Raphael. Natural Products: A Laboratory Guide 2nd Ed.. San Diego: Academic Press, Inc. 1991: 50 [2021-04-20]. ISBN 978-0123705518. （原始内容存档于2021-04-20）.

外部链接

• 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.