Sesamin
Compound Structure: |
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Synonyms: | sesamin; 607-80-7; Fagarol ;Sezamin; (+)-Sesamin | ||||||||||||||||||||||||||||||||||||||||||
Compound ID: | NMPC-1478 | ||||||||||||||||||||||||||||||||||||||||||
PubChem ID: | |||||||||||||||||||||||||||||||||||||||||||
Molecular Formula: | C20H18O6 | ||||||||||||||||||||||||||||||||||||||||||
Canonical SMILES: | C1C2C(COC2C3=CC4=C(C=C3)OCO4)C(O1)C5=CC6=C(C=C5)OCO6 | ||||||||||||||||||||||||||||||||||||||||||
InChIKey: | PEYUIKBAABKQKQ-AFHBHXEDSA-N | ||||||||||||||||||||||||||||||||||||||||||
About the compound: | (+)-Sesamin is a lignan, specifically the 1S,3aR,4S,6aR stereoisomer of tetrahydro-1H,3H-furo[3,4-c]furan, which is substituted with 1,3-benzodioxole groups at positions 1 and 4. It has been isolated from Cinnamomumcamphora and is known for its cytotoxic activity, making it of interest as an antineoplastic (anti-cancer) agent. Additionally, (+)-sesamin functions as a neuroprotective agent and is recognized as a plant metabolite. Sesamin is also found in the bark of Fagara plants and is a component of sesame oil, although it is a minor constituent. It has been utilized as a dietary supplement for fat reduction. After ingestion, sesamin is metabolized into enterolactone, which has a relatively short elimination half-life of less than 6 hours. This rapid metabolism and excretion may influence the duration and intensity of its biological effects. In sesame oil, sesamin, along with sesamolin, constitutes a small fraction of the total oil content, averaging only about 0.14% by mass. Despite this low concentration, the presence of sesamin contributes to the nutritional and potential health benefits of sesame oil. Given its roles and pharmacological potential, sesamin continues to be an area of interest in research, particularly in exploring its applications in cancer therapy and neuroprotection. The ongoing study of sesamin and similar plant-derived compounds helps in understanding their potential therapeutic benefits and mechanisms of action. GHS Hazard Statements Not Classified Reported as not meeting GHS hazard criteria by 2 of 2 companies. For more detailed information, please visit ECHA C&L website. |
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Properties: |
Chemical
and Physical Properties
Source: PubChem |
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Source Species: |
Musa sapientum Musa acuminata |