Compound: Matairesinol
SMILES: O=C1OC[C@@H]([C@H]1Cc2cc(OC)c(O)cc2)Cc3cc(OC)c(O)cc3
InChIKey: MATGKVZWFZHCLI-LSDHHAIUSA-N
Synonyms: Matairesinol, 580-72-3, (-)-Matairesinol, Artigenin congener, Matai-resinol, (3R,4R)-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one, XLW63P8WUA, 3R,4R-Bis((4-hydroxy-3-methoxyphenyl)methyl)dihydro-2(3H)-furanone, DTXSID40920490, CHEBI:6698, FEMA NO. 4762, (3R,4R)-3,4-bis((4-hydroxy-3-methoxyphenyl)methyl)oxolan-2-one, RefChem:42458, DTXCID301349397, (3R,4R)-3,4-bis(4-hydroxy-3-methoxybenzyl)dihydrofuran-2(3H)-one, CHEMBL425148, (8R,8'R)-(-)-Matairesinol, 2(3H)-Furanone, dihydro-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]-,(3R,4R)-, (3R,4R)-3,4-bis[(4-hydroxy-3-methoxy-phenyl)methyl]tetrahydrofuran-2-one, 2(3H)-Furanone, dihydro-3,4-bis((4-hydroxy-3-methoxyphenyl)methyl)-, (3R-trans)-, 2(3H)-Furanone, dihydro-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]-, (3R-trans)-, MFCD03453216, Matairesinol (Standard), UNII-XLW63P8WUA, SCHEMBL120499, MEGxp0_001689, orb1684423, orb3140308, 2(3H)-Furanone, dihydro-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]-, SCHEMBL30123504, ACon1_001075, HY-N3312R, Matairesinol, analytical standard, Matairesinol, >=85% (HPLC), HMS3649D06, (3R,4R)-Dihydro-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]-2(3H)-furanone; (-)-Matairesinol; (8R,8'R)-(-)-Matairesinol, HY-N3312, BDBM50240921, AKOS040760547, DB04200, EBC-104040, FM65434, NCGC00169701-01, NCGC00169701-03, MS-25629, 2(3H)-Furanone, dihydro-3,4-divanillyl-, CS-0023873, NS00066976, SR-01000946700, Q4284467, SR-01000946700-1, BRD-K66216249-001-01-7, (2R,3R)-2,3-Bis(4-hydroxy-3-methoxybenzyl)-4-butanolide, ARTIGENIN CONGENER; DIBENZYLBUTYROLACTONE LIGNANOLIDE, 3,4-Bis(4-hydroxy-3-methoxybenzyl)dihydro-2(3H)-furanone #, (3R,4R)-3,4-Bis-(4-hydroxy-3-methoxy-benzyl)-dihydro-furan-2-one, Rel-(3R,4R)-3,4-bis(4-hydroxy-3-methoxybenzyl)dihydrofuran-2(3H)-one, 2(3H)-FURANONE, DIHYDRO-3,4-BIS((4-HYDROXY-3-METHOXYPHENYL)METHYL)-, (3R,4R)-, Dihydro-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]-(3R,4R)-2(3H)-Furanone, Dihydro-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]-(3R-trans)-2(3H)-Furanone
Theoretical properties:
molecular_formula: C20H22O6
molecular_weight: 358.4 g/mol
exact_mass: 358.14163842 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 6
heavy_atom_count: 26
topological_polar_surface_area: 85.2 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 119 °C
solubility: Practically insoluble to insoluble
Descriptions:
pubchem: (-)-matairesinol is a lignan that is gamma-butyrolactone in which the 3 and 4 positions are substituted by 4-hydroxy-3-methoxybenzyl groups (the 3R,4R-diastereomer). It has a role as an angiogenesis inhibitor, an anti-asthmatic agent, a plant metabolite and a phytoestrogen. It is a lignan, a polyphenol and a gamma-lactone.
chebi: A lignan that is γ-butyrolactone in which the 3 and 4 positions are substituted by 4-hydroxy-3-methoxybenzyl groups (the 3<i>R</i>,4<i>R</i>-diastereomer).
chembl: MATAIRESINOL is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Matairesinol is an organic compound. It is classified as a lignan, i.e., a type of phenylpropanoid. It is present in some cereals, such as rye, and together with secoisolariciresinol has attracted much attention for its beneficial nutritional effects.