Structure via PubChem · Public domain (PubChem)
(+)-sesamin
Sign in to saveAlso known as pseudocubebin, Fagarol, Sezamin
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. Its major metabolite is enterolactone, which has an elimination half life of less than 6 hours. Sesamin and sesamolin are minor components of sesame oil, on average comprising 14% of the oil by mass.
Chemical data
- Formula
- C20H18O6
- Molecular weight
- 354.4 g/mol
- IUPAC name
- 5-[(3S,3aR,6S,6aR)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-1,3-benzodioxole
- SMILES
- C1[C@H]2[C@H](CO[C@@H]2C3=CC4=C(C=C3)OCO4)[C@H](O1)C5=CC6=C(C=C5)OCO6
- InChIKey
- PEYUIKBAABKQKQ-AFHBHXEDSA-N
- XLogP
- 2.7
- Polar surface area
- 55.4 Ų
- H-bond donors
- 0
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
853 papers- Sesamin protects against Acetaminophen-induced nephrotoxicity by suppressing HMOX1-mediated apoptosis and ferroptosis.Redox report : communications in free radical research · 2025
- Sesamin ameliorates lipotoxicity and lipid accumulation through the activation of the estrogen receptor alpha signaling pathway.Biochemical pharmacology · 2023
- Effects of Sesamin in Animal Models of Obesity-Associated Diseases: A Systematic Review and Meta-Analysis.Nutrition reviews · 2025
- The Role of Sesamin in Targeting Neurodegenerative Disorders: A Systematic Review.Mini reviews in medicinal chemistry · 2023
- Sesamin alleviates lipid accumulation induced by elaidic acid in L02 cells through TFEB regulated autophagy.Frontiers in nutrition · 2024
via PubMed
Wikidata facts
- Mass
- 354.11
Show 6 more facts
- found in taxon
- Piper lanatum
- canonical SMILES
- C1C2C(COC2C3=CC4=C(C=C3)OCO4)C(O1)C5=CC6=C(C=C5)OCO6
- chemical formula
- C₂₀H₁₈O₆
- subject has role
- antioxidant
- isomeric SMILES
- C1[C@H]2[C@H](CO[C@@H]2C3=CC4=C(C=C3)OCO4)[C@H](O1)C5=CC6=C(C=C5)OCO6
- Commons category
- Sesamin
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- See also
- 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. Its major metabolite is enterolactone, which has an elimination half life of less than 6 hours. Sesamin and sesamolin are minor components of sesame oil, on average comprising 14% of the oil by mass.
== See also == Sesamol, another phenolic component of sesame oil
Excerpted from Wikipedia’s “(+)-sesamin” article, available under the CC BY-SA 4.0 licence.