picrotoxinin

Term ID

CHEBI:8206

Synonyms

• (-)-picrotoxinin
• (1R,3R,5S,8S,9R,12S,13R,14R)-1-hydroxy-13-methyl-14-(prop-1-en-2-yl)-4,7,10-trioxapentacyclo[6.4.1.1(9,12).0(3,5).0(5,13)]tetradecane-6,11-dione
• picrotoxinine

Definition

A picrotoxane sesquiterpenoid that is 3a,4,5,6,7,7a-hexahydro-1H-indene-3,7-dicarboxylic acid which is substituted at positions 3a, 6, and 7a by methyl, isopropenyl, and hydroxy groups, respectively; in which the double bond at position 2-3 has been epoxidised; and in which the carboxy groups at positions 3 and 7 have undergone γ-lactone formation by O-alkylation to positions 4 and 5, respectively. A component of picrotoxin.

References

• cas:17617-45-7
• kegg.compound:C09529
• knapsack:C00003350
• lipidmaps:LMPR0103540001
• pdb-ccd:RI5
• pubmed:12770091
• pubmed:17405877
• pubmed:17675213
• pubmed:17714449
• pubmed:18031737
• pubmed:21505038
• pubmed:25238029
• pubmed:27423910
• pubmed:7916140
• reaxys:42745

Ontology

ChEBI  ( EBI )

Resources

CTD