Compound: sesamin
SMILES: O1c2c(ccc(c2)[C@H]3OC[C@H]4[C@@H]3CO[C@@H]4c5cc6OCOc6cc5)OC1
InChIKey: PEYUIKBAABKQKQ-AFHBHXEDSA-N
Synonyms: sesamin, 607-80-7, Fagarol, Sezamin, (+)-Sesamin, d-Sesamin, D-(+)-Sesamin, CHEBI:66470, NSC-36403, 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, S7946O4P76, DTXSID301030528, 1H,3H-Furo(3,4-c)furan, tetrahydro-1,4-bis(3,4-(methylenedioxy)phenyl)-, (1S,3aR,4S,6aR)-, 1,3-Benzodioxole, 5,5'-(tetrahydro-1H,3H-furo(3,4-c)furan-1,4-diyl)bis-, (1S-(1alpha,3a alpha,4alpha,6a alpha))-, epi-sesamin, 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, RefChem:47774, DTXCID701515609, Episesamin, (+/-)-Sesamin, Sesamin dl-form [MI], Sesamin, (+/-)-, (+)-Segamin, MFCD00216134, FY3S29JVC9, (1S,3aR,4S,6aR)-1,4-bis(benzo[d][1,3]dioxol-5-yl)tetrahydro-1H,3H-furo[3,4-c]furan, pseudocubebin, 81602-22-4, PSEUDO CUBEBIN, (1S,3aR,4S,6aR)-1,4-Bis(benzo[d][1,3]dioxol-5-yl)hexahydrofuro[3,4-c]furan, M06046, 1,3-Benzodioxole, 5,5'-((1R,3as,4R,6as)-tetrahydro-1H,3h-furo(3,4-c)furan-1,4-diyl)bis-, rel-, SMR000445559, SR-01000777562, NSC 36403, UNII-FY3S29JVC9, AI3-00811, UNII-S7946O4P76, Sesamin (Fagarol), 5-[(3S,3aR,6S,6aR)-6-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-1,3-benzodioxole, Rel-(7S,7'S8R,8'R)-Sesamin, Sesamin (Standard), SESAMIN [MI], SESAMIN [WHO-DD], Sesamin, analytical standard, SCHEMBL94517, SESAMIN D-FORM [MI], MLS000728578, MLS002473316, 2,6-Bis(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo(3.3.0)octane, CHEMBL252915, orb1304844, orb3140951, Sesamin, >=95%, crystalline, Sesamin, >=98% (HPLC), SCHEMBL29988914, ACon0_000323, ACon1_002421, GTPL11372, HY-N0121R, MSK5401, PEYUIKBAABKQKQ-AFHBHXEDSA-N, HMS2232F11, HY-N0121, BDBM50542904, s2392, AKOS022168195, CCG-268081, EBC-446067, FS27823, NCGC00169864-01, NCGC00169864-02, 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,3aR,4S,6aR)-, AS-13527, SY076445, REL-(7S,7'S,8R,8'R)-SESAMIN, CS-0007831, NS00096653, SesaminSezamin; (+)-Sesamin; D-(+)-Sesamin, Q3511416, SR-01000777562-3, SR-01000777562-4, BRD-K11631773-001-10-8, (1S,3aR,4S,6aR)-5,5'-(Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl)bis-1,3-benzodioxole, 5,5'-(1S,3aR,4S,6aR)-tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diylbis(1,3-benzodioxole), 5,5'-(TETRAHYDRO-1H,3H-FURO(3,4-C)FURAN-1,4-DIYL)BIS-1,3-BENZODIOXOLE, TETRAHYDRO-1,4-BIS(3,4-(METHYLENEDIOXY)PHENYL)-1H,3H-FURO(3,4-C)FURAN, 1,3-BENZODIOXOLE, 5,5'-(TETRAHYDRO-1H,3H-FURO(3,4-C)FURAN-1,4-DIYL)BIS-, (1.ALPHA.,3A.ALPHA.,4.ALPHA.,6A.ALPHA.)-, 1,3-BENZODIOXOLE, 5,5'-(TETRAHYDRO-1H,3H-FURO(3,4-C)FURAN-1,4-DIYL)BIS-, (1.ALPHA.,3A.ALPHA.,4.ALPHA.,6A.ALPHA.)-(+/-)-, 1,3-BENZODIOXOLE, 5,5'-(TETRAHYDRO-1H,3H-FURO(3,4-C)FURAN-1,4-DIYL)BIS-, (1S-(1.ALPHA.,3A .ALPHA.,4.ALPHA.,6A .ALPHA.))-, 5-[(1S,3aR,4S,6aR)-4-(1,3-dioxaindan-5-yl)-hexahydrofuro[3,4-c]furan-1-yl]-1,3-dioxaindane
Theoretical properties:
molecular_formula: C20H18O6
molecular_weight: 354.4 g/mol
exact_mass: 354.11033829 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 2
heavy_atom_count: 26
topological_polar_surface_area: 55.4 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 123 - 124 °C
Descriptions:
pubchem: (+)-sesamin is 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 stereoisomer). Isolated from Cinnamomum camphora, it exhibits cytotoxic activity. It has a role as an antineoplastic agent, a neuroprotective agent and a plant metabolite. It is a lignan, a member of benzodioxoles and a furofuran.
chebi: A lignan that consists of tetrahydro-1<em>H</em>,3<em>H</em>-furo[3,4-<em>c</em>]furan substituted by 1,3-benzodioxole groups at positions 1 and 4 (the 1<i>S</i>,3a<i>R</i>,4<i>S</i>,6a<i>R</i> stereoisomer). Isolated from <em>Cinnamomum camphora</em>, it exhibits cytotoxic activity.
chembl: SESAMIN is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: 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.