(-)-cubebin

Term ID

CHEBI:65684

Synonyms

• (2S,3R,4R)-3,4-bis(1,3-benzodioxol-5-ylmethyl)tetrahydrofuran-2-ol
• (8R,8'R,9S)-cubebin
• 3,4-bis(2H-1,3-benzodioxol-5-ylmethyl)oxolan-2-ol
• 9-Hydroxy-3,4:3',4'-bis(methylenedioxy)-9,9'-epoxylignan
• beta-cubebin

Definition

A lignan that consists of tetrahydrofuran-2-ol substituted by two 1,3-benzodioxol-5-ylmethyl groups at positions 3 and 4 respectively (the 2S,3R,4R stereoisomer). It is isolated from the leaves of Piper nigrum and exhibits analgesic, anti-inflammatory, antimicrobial and trypanocidal activities.

References

• cas:18423-69-3
• hmdb:HMDB0030682
• kegg.compound:C10549
• knapsack:C00002591
• patent:EP2517705
• patent:JP2011098968
• pubmed:15467205
• pubmed:17053932
• pubmed:17236178
• pubmed:21385598
• pubmed:21941916
• reaxys:6489121

Ontology

ChEBI  ( EBI )

Resources

CTD