Sesamin
Names | |
---|---|
IUPAC name (7α,7′α,8α,8′α)-3,4:3′,4′-Bis[methylenebis(oxy)]-7,9′:7′,9-diepoxylignane | |
Systematic IUPAC name 5,5′-[(1S,3aR,4S,6aR)-Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl]bis(2H-1,3-benzodioxole) | |
Other names Fagarol Sezamin Pseudocubebin Episesamin Asarinin Eleutheroside B4 D-(+)-Sesamin d-Sesamin (+)-Sesamin l-Sesamin | |
Identifiers | |
CAS Number |
|
3D model (JSmol) |
|
ChEBI |
|
ChEMBL |
|
ChemSpider |
|
ECHA InfoCard | 100.124.366 |
KEGG |
|
PubChem CID |
|
UNII |
|
CompTox Dashboard (EPA) |
|
InChI
| |
| |
Properties | |
Chemical formula | C20H18O6 |
Molar mass | 354.35 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references |
Chemical compound
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.[1] Sesamin and sesamolin are minor components of sesame oil,[2] on average comprising only 0.14% of the oil by mass.[3]
See also
- Sesamol, another phenolic component of sesame oil
References
- ^ Peñalvo JL; Heinonen SM; Aura AM; Adlercreutz H (May 2005). "Dietary sesamin is converted to enterolactone in humans". J. Nutr. 135 (5): 1056–1062. doi:10.1093/jn/135.5.1056. PMID 15867281.
- ^ Lim JS, Adachi Y, Takahashi Y, Ide T (Jan 2007). "Comparative analysis of sesame lignans (sesamin and sesamolin) in affecting hepatic fatty acid metabolism in rats". Br J Nutr. 97 (1): 85–95. doi:10.1017/S0007114507252699. PMID 17217563.
- ^ Ikan, Raphael (1991). Natural Products: A Laboratory Guide 2nd Ed. San Diego: Academic Press, Inc. p. 50. ISBN 978-0123705518.
- v
- t
- e
Types of lignans
- Arboreol
- Arctigenin
- Chamaecypanone A and B
- Eudesmin
- Globoidnan A
- Gmelanone
- Gmelinol
- Gummadiol
- Isootobanone
- Lyoniresinol
- Macelignan
- Matairesinol
- Obtulignolide
- Pinoresinol
- Pluviatilol
- Podophyllotoxin
- Secoisolariciresinol
- Sesamin
- Sesamolin
- Steganacin
- Arctiin
- Aviculin (isolariciresinol-9'-rhamnopyranoside)
- Secoisolariciresinol diglucoside (SDG)
- Balanophonin
- Eusiderin
- Honokiol
- Interiotherin
- Linderin A
- Magnolol
- Megaphone
- 4-O-Methylhonokiol
- Rhaphidecursinol A
- Rhaphidecursinol B
- Cinchonain-Ib
- Dehydrosilybin
- Deoxysilycistin
- Deoxysilydianin
- Hydnocarpin
- Hydnowightin
- Neosilyhermin
- Palstatin
- Rhodiolin
- Salcolin A
- Salcolin B
- Scutellaprostin A, B, C, D, E and F
- Silandrin
- Silyamandin
- Silibinin
- Silybinome
- Silicristin
- Silydianin
- Silyhermin
- Tricin 4'-O-(erythro-beta-guaiacylglyceryl) ether
- Tricin 4'-O-(threo-beta-guaiacylglyceryl) ether