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.
In the Vinony graph
Vinony's link graph records 66 inbound references to matairesinol, and connects out to lignan, International Standard Book Number and Secale cereale.
It sits within the topics Adiponectin receptor agonists, Chemical articles with multiple compound IDs and Diols.
Vinony links it to 12 Wikipedia language editions.
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.
Available in 12 languages
via Wikidata sitelinks · CC0