Structure via PubChem · Public domain (PubChem)
lariciresinol
Sign in to saveAlso known as 4-[(2S,3R,4R)-4-(4-Hydroxy-3-methoxybenzyl)-3-(hydroxymethyl)tetrahydro-2-furanyl]-2-methoxyphenol
Lariciresinol is a lignan, i.e., a type of phenylpropanoids. It is the precursor to enterolignans by the action of gut microflora.
Chemical data
- Formula
- C20H24O6
- Molecular weight
- 360.4 g/mol
- IUPAC name
- 4-[[(3R,4R,5S)-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl]-2-methoxyphenol
- SMILES
- COC1=C(C=CC(=C1)C[C@H]2CO[C@@H]([C@H]2CO)C3=CC(=C(C=C3)O)OC)O
- InChIKey
- MHXCIKYXNYCMHY-AUSJPIAWSA-N
- XLogP
- 2.4
- Polar surface area
- 88.4 Ų
- H-bond donors
- 3
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Mass
- 360.157
Show 4 more facts
- found in taxon
- Citrus × deliciosa
- canonical SMILES
- COC1=C(C=CC(=C1)CC2COC(C2CO)C3=CC(=C(C=C3)O)OC)O
- chemical formula
- C₂₀H₂₄O₆
- isomeric SMILES
- COC1=C(C=CC(=C1)C[C@H]2CO[C@@H]([C@H]2CO)C3=CC(=C(C=C3)O)OC)O
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
3 sectionsContents
- Occurrence
- See also
- References
Lariciresinol is a lignan, i.e., a type of phenylpropanoids. It is the precursor to enterolignans by the action of gut microflora.
==Occurrence== In food, it is found in sesame seeds and in Brassica vegetables. It is also found in the bark and wood of silver fir (Abies alba).
Excerpted from Wikipedia’s “lariciresinol” article, available under the CC BY-SA 4.0 licence.