Molecular Identity
(-)-Secoisolariciresinol
(2R,3R)-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]butane-1,4-diol
PubChem CID: 65373
(-)-secoisolariciresinol is an enantiomer of secoisolariciresinol having ()-(2R,3R)-configuration. It has a role as an antidepressant, a plant metabolite and a phytoestrogen. It is an enantiomer of a (+)-secoisolariciresinol.
2D Structure
Properties
C20H26O6
Molecular Formula
362.40
Molecular Weight
g/mol
362.1729
Exact Mass
Da
2.5
XLogP
Drug-like (Lipinski: < 5)
99.4
TPSA
Good oral absorption (< 140 A²)
4
H-Bond Donors
6
H-Bond Acceptors
356
Complexity
SMILES
Canonical SMILES
SMILES: COC1=C(C=CC(=C1)CC(CO)C(CC2=CC(=C(C=C2)O)OC)CO)OIsomeric SMILES
SMILES: COC1=C(C=CC(=C1)C[C@@H](CO)[C@@H](CC2=CC(=C(C=C2)O)OC)CO)OSynonyms(20)
Secoisolariciresinol29388-59-8(-)-Secoisolariciresinol(2R,3R)-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]butane-1,4-diolM8QRJ7JEJHDTXSID50183615CHEBI:65004knotolan(2R,3R)-2,3-bis((4-hydroxy-3-methoxyphenyl)methyl)butane-1,4-diolRefChem:905576CHEBI:67250DTXCID901061062,3-bis((4-hydroxy-3-methoxyphenyl)methyl)-1,4-butanediol249-599-21,4-Butanediol, 2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]-, (2R,3R)-
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to (-)-Secoisolariciresinol
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