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Sesamin

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CAS:607-80-7
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Sesamin manufacturers

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  • 2025-11-18
  • CAS:607-80-7
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  • Purity: 98%
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  • Sesamin
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  • 2025-11-04
  • CAS:607-80-7
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Sesamin Basic information
Product Name:Sesamin
Synonyms:[1S-(1BETA,3ALPHA-BETA,4BETA,6ALPHA-BETA)]-5,5'-(TETRAHYDRO-1H,3H-FURO[3,4-C]FURAN-1,4-DIYL)BIS-1,3-BENZODIOXOLE;Sesamine70%;SESAMIN(P);SESAMIN(RG);1,3-Benzodioxole,5,5'-(tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl)bis-,[1S-(1α,3aα,4α, 6aα)]-;1,3-Benzodioxole, 5,5'-(tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl)bis-, [1S-(1a,3aa,4a,6aa)]-;Tetrahydro-1,4-bis[3,4-(methylenedioxy)phenyl]-1H,3H-furo[3,4-c]furan;(+)-5,5'-[(1S,3aβ,4S,6aβ)-Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl]-bis-1,3-benzodioxole
CAS:607-80-7
MF:C20H18O6
MW:354.35
EINECS:208-561-5
Product Categories:Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;D5-DesaturaseArachidonic Acid Cascade;D to;Enzyme Inhibitors;Enzyme Inhibitors by Enzyme;Other;Natural Plant Extract;natural product;Inhibitors;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Aromatics
Mol File:607-80-7.mol
Sesamin Structure
Sesamin Chemical Properties
Melting point 121.0 to 125.0 °C
Boiling point 504.4±50.0 °C(Predicted)
density 1.385±0.06 g/cm3(Predicted)
storage temp. -20°C
solubility Soluble in DMSO (>25 mg/ml)
form crystalline
color White
biological sourceSesamum indicum (sesame)
Merck 14,8470
Stability:Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.
InChIInChI=1S/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
InChIKeyPEYUIKBAABKQKQ-AFHBHXEDSA-N
SMILESO1CC2C(C3=CC=C4OCOC4=C3)OCC2C1C1=CC=C2OCOC2=C1
LogP4.064 (est)
Safety Information
Safety Statements 22-24/25
WGK Germany 3
HS Code 29329990
MSDS Information
ProviderLanguage
Sesamin English
SigmaAldrich English
Sesamin Usage And Synthesis
DescriptionSesamin (607-80-7) is a natural product derived from sesame seeds with anticancer1, antioxidant2, anti-inflammatory/immunomodulatory3, and antidiabetic4,5 effects. It also displayed effects on cholesterol and fatty acid metabolism.6? Sesamin was recently found to inhibit bacterial L-tryptophan indole lyase (Ki = 7 μM).7 This enzyme reacts with dietary tryptophan to produce the uremic toxin indoxyl sulfate which exacerbates chronic kidney disease.
Chemical PropertiesWhite powder
UsesSesamin has been used:
  • as a lignan to study its effects on the osteoblastic differentiation of rat bone marrow stromal cells (BMSCs)
  • as a standard for the isolation of sesamin from sesame oil
  • as an enterolignan to study its effects on the proliferation of estrogen-receptor (ER)-positive human breast cancer MCF-7 cells

UsesA lignan isolated from the bark of Fagara plants and from sesame oil. Studies show that it has has multiple functions such as cholesterol-lowering and anti-hypertensive activities. It induces the expr ession of the gene for aldehyde dehydrogenase, an alcohol-metabolizing enzyme suggesting it regulates the metabolism of lipids, xenobiotics, and alcohol at the mRNA level.
DefinitionChEBI: A lignan that consists of tetrahydro-1H,3H-furo[3,4-c]furan substituted by 1,3-benzodioxole groups at positions 1 and 4 (the 1S,3aR,4S,6aR
General DescriptionSesamin is a fat-soluble furfuran lignan present in Sesamum indicum?L seeds.
Biochem/physiol ActionsNon-competitive Δ5-desaturase inhibitor.
References[1] AMIN F. MAJDALAWIEH  Gheyath K N  Mariam Massri. A comprehensive review on the anti-cancer properties and mechanisms of action of sesamin, a lignan in sesame seeds (Sesamum indicum)[J]. European journal of pharmacology, 2017, 815: Pages 512-521. DOI:10.1016/j.ejphar.2017.10.020
[2] KISO Y. Antioxidative roles of sesamin, a functional lignan in sesame seed, and it’s effect on lipid- and alcohol-metabolism in the liver: A DNA microarray study[J]. BioFactors, 2008, 21 1-4: 191-196. DOI:10.1002/biof.552210139
[3] AMIN F MAJDALAWIEH. Immunomodulatory and anti-inflammatory effects of sesamin: mechanisms of action and future directions.[J]. Critical reviews in food science and nutrition, 2022, 62 18: 5081-5112. DOI:10.1080/10408398.2021.1881438
[4] MAJID MOHAMMAD SHAHI. Effect of Sesamin Supplementation on Glycemic Status, Inflammatory Markers, and Adiponectin Levels in Patients with Type 2 Diabetes Mellitus.[J]. Journal of Dietary Supplements, 2017, 14 1: 65-75. DOI:10.1080/19390211.2016.1204404
[5] YAGHOOB FARBOOD . Sesamin: A promising protective agent against diabetes-associated cognitive decline in rats[J]. Life sciences, 2019, 230: Pages 169-177. DOI:10.1016/j.lfs.2019.05.071
[6] AMIN F. MAJDALAWIEH  Sarah M Y  Sarah Dalibalta. Effects of sesamin on fatty acid and cholesterol metabolism, macrophage cholesterol homeostasis and serum lipid profile: A comprehensive review[J]. European journal of pharmacology, 2020, 885: Article 173417. DOI:10.1016/j.ejphar.2020.173417
[7] DAIKI OIKAWA . (+)-Sesamin, a sesame lignan, is a potent inhibitor of gut bacterial tryptophan indole-lyase that is a key enzyme in chronic kidney disease pathogenesis[J]. Biochemical and biophysical research communications, 2022, 590: Pages 158-162. DOI:10.1016/j.bbrc.2021.12.088
Sesamin Preparation Products And Raw materials
Tag:Sesamin(607-80-7) Related Product Information
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