Accession Number: pdtdbl00136

Details of the Ligand

Ligand Name : Menthofuran
Systematic Names : Menthofuran; Menthofurane; 3,9-Epoxy-p-mentha-3,8-diene; 4,5,6,7-Tetrahydro-3,6-dimethylbenzofuran; p-Mentha-3,8-diene, 3,9-epoxy-
Molecular Formula : C10H14O
Molecular Weight : g/mol
IUPAC Name : 3,6-dimethyl-4,5,6,7-tetrahydro-1-benzofuran
Canonical SMILES : CC1CCC2=C(C1)OC=C2C
Ligand Description :
Menthofuran is an organic compound found in a variety of essential oils including that of Pennyroyal. It is highly toxic and believed to be the primary toxin in Pennyroyal responsible for its potentially fatal effects. After ingestion of menthofuran, it is metabolically activated to chemically reactive intermediates that are hepatotoxic. Methofuran is produced biosynthetically from pulegone by the enzyme menthofuran synthase. Menthofuran was synthesized from 5-methylcyclohexane-1,3-dione and allenyldimethylsulfonium bromide in two steps via a novel furannulation strategy consisting of enolate addition and rearrangement.
Related Plants :
Peppermint
Ligand Related Dockings :
NA
Ligand References :
  1. https://en.wikipedia.org/wiki/Menthofuran
  2. https://pubchem.ncbi.nlm.nih.gov/compound/329983
  3. http://chem.sis.nlm.nih.gov/chemidplus/name/menthofuran
Menthofuran

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