trans-cis-nepetalactone

Term ID

CHEBI:7519

Synonyms

• (+)-(4aS,7S,7aS)-nepetalactone
• (+)-trans,cis-nepetalactone
• (4aalpha,7alpha,7abeta)-5,6,7,7a-tetrahydro-4,7-dimethylcyclopenta[c]pyran-1(4aH)-one
• (4aS,7S,7aS)-4,7-dimethyl-5,6,7,7a-tetrahydrocyclopenta[c]pyran-1(4aH)-one
• (4aS,7S,7aS)-nepetalactone
• 4aalpha,7alpha,7abeta-nepetalactone
• E,Z-nepetalactone
• epinepetalactone
• isonepetalactone
• nepetalactone trans-cis-form
• trans,cis-nepetalactone

Definition

A cyclopentapyran that is (4aS,7aS)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran substituted at position 1 by an oxo group and at positions 4 and 7 by methyl groups, respectively (the 4aS,7S,7aS-diastereomer). An iridoid monoterpenoid isolated from several Nepeta plant species. It exhibits potent repellant activity against house dust mites and mosquitoes.

References

• AGR:IND605642279
• AGR:IND606363852
• CAS:17257-15-7
• KEGG:C09792
• KNApSAcK:C00003092
• LIPID_MAPS_instance:LMPR0102070014
• PMID:15586679
• PMID:15974613
• PMID:19469289
• PMID:21056438
• PMID:22382713
• PMID:24449446
• PMID:28701463
• PMID:29091815

Ontology

ChEBI  ( EBI )