Structure via PubChem · Public domain (PubChem)
(+)-pinoresinol
Sign in to savePinoresinol is a tetrahydrofuran lignan found in Styrax sp., Forsythia suspensa, and in Forsythia koreana. It is also found in the caterpillar of the cabbage butterfly, Pieris rapae where it serves as a defence against ants.
Chemical data
- Formula
- C20H22O6
- Molecular weight
- 358.4 g/mol
- IUPAC name
- 4-[(3S,3aR,6S,6aR)-6-(4-hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2-methoxyphenol
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Has part
- hydrogen
- Mass
- 358.141638424
Show 5 more facts
- chemical formula
- C₂₀H₂₂O₆
- isomeric SMILES
- COc1cc(ccc1O)[C@@H]2[C@H]3CO[C@@H]([C@H]3CO2)c4ccc(c(c4)OC)O
- found in taxon
- Peperomia humilis
- canonical SMILES
- OC1=CC=C(C=C1OC)C2OCC3C(OCC23)C4=CC=C(O)C(OC)=C4
- Commons category
- Pinoresinol
via Wikidata · CC0
~2 min read
Encyclopedic overview
5 sectionsContents
- Biosynthesis
- Pharmacology
- Metabolism into enterolignans
- See also
- References
Pinoresinol is a tetrahydrofuran lignan found in Styrax sp., Forsythia suspensa, and in Forsythia koreana. It is also found in the caterpillar of the cabbage butterfly, Pieris rapae where it serves as a defence against ants.
In food, it is found in sesame seed, in Brassica vegetables and in olive oil. Pinoresinol has also been found to be toxic to larvae of the milkweed bug Oncopeltus fasciatus and of the haematophagous insect Rhodnius prolixus, which is a vector of chagas disease.
Excerpted from Wikipedia’s “(+)-pinoresinol” article, available under the CC BY-SA 4.0 licence.