Structure via PubChem · Public domain (PubChem)
matairesinol
Sign in to saveAlso known as (-)-Matairesinol, (alphaR,betaR)-alpha,beta-Bis(4-hydroxy-3-methoxybenzyl)butyrolactone, 3R,4R-Bis((4-hydroxy-3-methoxyphenyl)methyl)dihydro-2(3H)-furanone, Artigenin congener, Dibenzylbutyrolactone lignanolide
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.
Chemical data
- Formula
- C20H22O6
- Molecular weight
- 358.4 g/mol
- IUPAC name
- (3R,4R)-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one
- SMILES
- COC1=C(C=CC(=C1)C[C@H]2COC(=O)[C@@H]2CC3=CC(=C(C=C3)O)OC)O
- InChIKey
- MATGKVZWFZHCLI-LSDHHAIUSA-N
- XLogP
- 3.3
- Polar surface area
- 85.2 Ų
- H-bond donors
- 2
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Has part
- carbon
- Mass
- 358.142
Show 4 more facts
- found in taxon
- Citrus × deliciosa
- chemical formula
- C₂₀H₂₂O₆
- isomeric SMILES
- COC1=C(C=CC(=C1)C[C@H]2COC(=O)[C@@H]2CC3=CC(=C(C=C3)O)OC)O
- canonical SMILES
- COC1=C(C=CC(=C1)CC2COC(=O)C2CC3=CC(=C(C=C3)O)OC)O
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
3 sectionsContents
- Metabolism
- Biomedical considerations
- References
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.
==Metabolism== The plant lignans are precursors of the enterolignans (mammalian lignans).
Excerpted from Wikipedia’s “matairesinol” article, available under the CC BY-SA 4.0 licence.
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