Compound: alpha-Viniferin
SMILES: O1c2c3c(cc(c2)O)[C@@H]4c5c(cc(O)cc5O[C@H]4c6ccc(O)cc6)[C@@H]7c8c([C@@H]3[C@H]1c9ccc(O)cc9)cc(O)cc8O[C@H]7c%10ccc(O)cc%10
InChIKey: KUTVNHOAKHJJFL-ZSIJVUTGSA-N
Synonyms: alpha-Viniferin, 62218-13-7, (+)-Alpha-Viniferin, 53XER6FHLX, DTXSID40211274, (2R,3R,10R,11R,18S,19S)-3,11,19-tris(4-hydroxyphenyl)-4,12,20-trioxaheptacyclo[16.6.1.12,5.110,13.021,25.09,27.017,26]heptacosa-1(25),5,7,9(27),13,15,17(26),21,23-nonaene-7,15,23-triol, CHEBI:66359, Cyclonona(1,2,3-cd:4,5,6-c'd':7,8,9-c''d'')trisbenzofuran-4,9,14-triol, 2,2a,7,7a,12,12a-hexahydro-2,7,12-tris(4-hydroxyphenyl)-, (2R*,2aR*,7R*,7aR*,12S*,12aS*)-, (2R,2aR,7R,7aR,12S,12aS)-2,7,12-tris(4-hydroxyphenyl)-2,2a,7,7a,12,12a-hexahydrobis[1]benzofuro[3',4':4,5,6;3'',4'':7,8,9]cyclonona[1,2,3-cd][1]benzofuran-4,9,14-triol, (2R,2aR,7R,7aR,12S,12aS)-2,7,12-tris(4-hydroxyphenyl)-2,2a,7,7a,12,12a-hexahydrobis(1)benzofuro(3',4':4,5,6;3'',4'':7,8,9)cyclonona(1,2,3-cd)(1)benzofuran-4,9,14-triol, (2R,3R,10R,11R,18S,19S)-3,11,19-tris(4-hydroxyphenyl)-4,12,20-trioxaheptacyclo(16.6.1.12,5.110,13.021,25.09,27.017,26)heptacosa-1(25),5,7,9(27),13,15,17(26),21,23-nonaene-7,15,23-triol, RefChem:111402, DTXCID40133765, 3,11,19-tris(4-hydroxyphenyl)-4,12,20-trioxaheptacyclo(16.6.1.12,5.110,13.021,25.09,27.017,26)heptacosa-1(25),5,7,9(27),13,15,17(26),21,23-nonaene-7,15,23-triol, (+)-.alpha.-Viniferin, CHEMBL443463, (+)--Viniferin, Viniferin-alpha, +/--Viniferin, UNII-53XER6FHLX, .ALPHA.-VINIFERIN, VINIFERIN, ALPHA-, orb389665, orb2943140, SCHEMBL2721238, SCHEMBL29382973, HY-N2854, MCA21813, BDBM50362650, FS-8889, CS-0023432, H53196, 3'',4'':7,8,9]cyclonona[1,2,3-cd][1]benzofuran-4,9,14-triol, (2R,2aR,7R,7aR,12S,12aS)-2,7,12-tris(4-hydroxyphenyl)-2,2a,7,7a,12,12a-hexahydrobis[1]benzofuro[3',4':4,5,6, CYCLONONA(1,2,3-CD:4,5,6-C'D':7,8,9-C''D'')TRISBENZOFURAN-4,9,14-TRIOL, 2,2A,7,7A,12,12A-HEXAHYDRO-2,7,12-TRIS(4-HYDROXYPHENYL)-, (2R*,2AR*,7R*,7AR*,12S*,12AS*)-(+)-
Theoretical properties:
molecular_formula: C42H30O9
molecular_weight: 678.7 g/mol
exact_mass: 678.18898253 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 6
hydrogen_bond_acceptor_count: 9
rotatable_bond_count: 3
heavy_atom_count: 51
topological_polar_surface_area: 149 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: (+)-alpha-viniferin is a nine-membered macrocycle that incorporates three 6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuranyl moieties as part of the cyclic skeleton. It is isolated from Caragana chamlague Lamarck and exhibits significant inhibitory effect towards the enzyme acetylcholinesterase (EC 3.1.1.7). It has a role as an EC 3.1.1.7 (acetylcholinesterase) inhibitor, an anti-inflammatory agent and a plant metabolite. It is a polyphenol, a member of 1-benzofurans and a macrocycle. It is functionally related to a resveratrol.
chebi: A nine-membered macrocycle that incorporates three 6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuranyl moieties as part of the cyclic skeleton. It is isolated from <em>Caragana chamlague</em> Lamarck and exhibits significant inhibitory effect towards the enzyme acetylcholinesterase (EC 3.1.1.7).
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: α-Viniferin is a stilbene trimer. It can be isolated from Caragana chamlagu and from Caragana sinica and from the stem bark of Dryobalanops aromatica. It is also present in relation to resistance to Botrytis cinerea and Plasmopara viticola in Vitis vinifera and Vitis riparia. It has been shown to inhibit acetylcholinesterase.