Structure via PubChem · Public domain (PubChem)
(-)-arctigenin
Sign in to saveAlso known as arctigenin
Arctigenin is a lignan found in certain plants of the Asteraceae, including the greater burdock (Arctium lappa) and Saussurea heteromalla. It has shown antiviral and anticancer effects in vitro. It is the aglycone of arctiin.
Chemical data
- Formula
- C21H24O6
- Molecular weight
- 372.4 g/mol
- IUPAC name
- (3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one
- SMILES
- COC1=C(C=C(C=C1)C[C@H]2COC(=O)[C@@H]2CC3=CC(=C(C=C3)O)OC)OC
- InChIKey
- NQWVSMVXKMHKTF-JKSUJKDBSA-N
- XLogP
- 3.6
- Polar surface area
- 74.2 Ų
- H-bond donors
- 1
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Mass
- 372.157
Show 3 more facts
- chemical formula
- C₂₁H₂₄O₆
- canonical SMILES
- COC1=C(C=C(C=C1)CC2COC(=O)C2CC3=CC(=C(C=C3)O)OC)OC
- isomeric SMILES
- COC1=C(C=C(C=C1)C[C@H]2COC(=O)[C@@H]2CC3=CC(=C(C=C3)O)OC)OC
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- References
- External links
Arctigenin is a lignan found in certain plants of the Asteraceae, including the greater burdock (Arctium lappa) and Saussurea heteromalla. It has shown antiviral and anticancer effects in vitro. It is the aglycone of arctiin.
The use of arctigenin has been shown to be effective in a mouse model of Japanese encephalitis.
Excerpted from Wikipedia’s “(-)-arctigenin” article, available under the CC BY-SA 4.0 licence.
Available in 10 languages
via Wikidata sitelinks · CC0