Compound Summary
Compound Information
sesamin
Compound Name: | sesamin |
Compound CID: | 72307 |
Synonyms: | sesamin 607-80-7 Fagarol Sezamin (+)-Sesamin More... |
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 |
InChI: | InChI=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/t13-,14-,19+,20+/m0/s1 |
InChIKey: | PEYUIKBAABKQKQ-AFHBHXEDSA-N |
Canonical Smiles: | C1C2C(COC2C3=CC4=C(C=C3)OCO4)C(O1)C5=CC6=C(C=C5)OCO6 |
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 |
Molecular Weight: | 354.4 |
Molecular Formula: | C20H18O6 |
Compound Structure
2D Structure:
3D Structure:
Computed Properties
sesamin
Molecular Weight: | 354.4 |
Molecular Formula: | C20H18O6 |
Hydrogen Bond Donor Count: | 0 |
Hydrogen Bond Acceptor Count: | 6 |
Rotatable Bond Count: | 2 |
Heavy Atom Count: | 26 |
Complexity: | 482 |
Synonyms
sesamin
| sesamin | sesamin |
|---|---|
sesamin |
607-80-7 |
Fagarol |
Sezamin |
(+)-Sesamin |
Asarinin |
D-(+)-Sesamin |
Episesamin |
d-Sesamin |
Sesamin, (+/-)- |
pseudocubebin |
(+)-Segamin |
UNII-S7946O4P76 |
CHEBI:66470 |
l-sesamin |
MFCD00216134 |
S7946O4P76 |
81602-22-4 |
PSEUDO CUBEBIN |
5-(3S,3aR,6S,6aR)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro3,4-cfuran-6-yl-1,3-benzodioxole |
AI3-00811 |
5-(3S,3aR,6S,6aR)-6-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro3,4-cfuran-3-yl-1,3-benzodioxole |
SMR000445559 |
(+/-)-Sesamin |
Sesamin dl-form MI |
SR-01000777562 |
NSC 36403 |
Fsesamin |
Sesamin (Fagarol) |
Sesamin - Fagarol |
Sesamin,(S) |
Rel-(7S,7S8R,8R)-Sesamin |
Sesamin, analytical standard |
SCHEMBL94517 |
MLS000728578 |
MLS002473316 |
CHEMBL252915 |
Sesamin, >=95%, crystalline |
Sesamin, >=98% (HPLC) |
ACon0_000323 |
ACon1_002421 |
GTPL11372 |
DTXSID80231219 |
HMS2232F11 |
HY-N0121 |
ZINC1668768 |
BDBM50542904 |
s2392 |
AKOS022168195 |
CCG-268081 |
MCULE-9478169417 |
dioxol-5-yl)hexahydrofuro3,4-cfuran |
NCGC00169864-01 |
NCGC00169864-02 |
1,3-Benzodioxole, 5,5-((1R,3as,4R,6as)-tetrahydro-1H,3h-furo(3,4-c)furan-1,4-diyl)bis-, rel-" |
1,3-Benzodioxole, 5,5-(tetrahydro-1H,3h-furo(3,4-c)furan-1,4-diyl)bis-, (1alpha,3aalpha,4alpha,6aalpha)-" |
1,3-Benzodioxole, 5,5-(tetrahydro-1H,3h-furo(3,4-c)furan-1,4-diyl)bis-, (1alpha,3aalpha,4alpha,6aalpha)-(+/-)-" |
1,3-Benzodioxole, 5,5-(tetrahydro-1H,3H-furo(3,4-c)furan-1,4-diyl)bis-, (1S-(1alpha,3a alpha,4alpha,6a alpha))-" |
1,3-Benzodioxole, 5,5-(tetrahydro-1H,3H-furo3,4-cfuran-1,4-diyl)bis-, (1S,3aR,4S,6aR)- |
AS-13527 |
I575 |
AB0007975 |
CS-0007831 |
N1362 |
N2119 |
(1S,3aR,4S,6aR)-1,4-di(benzod1,3 |
607S807 |
A832882 |
Q-100697 |
Q3511416 |
SR-01000777562-3 |
SR-01000777562-4 |
UNII-FY3S29JVC9 component PEYUIKBAABKQKQ-AFHBHXEDSA-N |
(1S,3aR,4S,6aR)-1,4-di(benzod1,3dioxol-5-yl)hexahydrofuro3,4-cfuran |
5,5-(1S,3aR,4S,6aR)-Tetrahydro-1H,3H-furo3,4-cfuran-1,4-diylbis(1,3-benzodioxol)" |
5,5-(1S,3aR,4S,6aR)-tetrahydro-1H,3H-furo3,4-cfuran-1,4-diylbis(1,3-benzodioxole) |
1H,3H-Furo(3,4-c)furan, tetrahydro-1,4-bis(3,4-(methylenedioxy)phenyl)-, (1S,3aR,4S,6aR)- (8CI) |
Experimental Data
sesamin
| Species | Dosage | Unit | CG Lifespan(AVG/MED days) | TG Lifespan(AVG/MED days) | Lifespan Change(AVG/MED%) | CG Lifespan(MAX days) | TG Lifespan(MAX days) | Lifespan Change(MAX%) | Significant | Strain | Gender | PubMed | Active Label |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Caenorhabditis elegans | 25 | ug | 17.56 | 17.7 | 0.01 | 23 | 23.75 | 0.03 | NS | N2 | 24549958 | Inactive | |
| Caenorhabditis elegans | 100 | ug/mL | 16.9 | S | N2 | 33683565 | Active | ||||||
| Caenorhabditis elegans | 6.3 | ug | 17.56 | 20.03 | 0.14 | 23 | 25 | 0.09 | S | N2 | 24549958 | Active | |
| Caenorhabditis elegans | 5.75 | ug | 18.9 | 20.4 | 0.08 | 22.5 | 26 | 0.16 | S | N2 | 28239780 | Active | |
| Caenorhabditis elegans | 3.1 | ug | 17.56 | 19.41 | 0.11 | 23 | 24.86 | 0.08 | S | N2 | 24549958 | Active | |
| Caenorhabditis elegans | 12.5 | ug | 17.56 | 19.48 | 0.11 | 23 | 24.75 | 0.08 | S | N2 | 24549958 | Active | |
| Drosophila melanogaster | 1 | mg | 41 | 43 | 0.05 | 51 | 51 | 0 | NS | Oregon-R | MALES | 23291977 | Inactive |
| Drosophila melanogaster | 2 | mg | 41 | 46 | 0.12 | 51 | 58 | 0.14 | S | Oregon-R | MALES | 23291977 | Active |
Experimental Data Visualization
sesamin
Statistics Data
sesamin
| Species | Lifespan Change(AVG/MED%) | Lifespan Change(MAX%) | Count Reference | Count Data point |
|---|---|---|---|---|
| Caenorhabditis elegans | 16.9 | 0.16 | 3 | 6 |
| Drosophila melanogaster | 0.12 | 0.14 | 1 | 2 |
Statistics Data Visualization
sesamin
