cis-trans-nepetalactone

Term ID

CHEBI:7518

Synonyms

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

Definition

A cyclopentapyran that is (4aS,7aR)-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,7aR-diastereomer). An iridoid monoterpenoid isolated from several Nepeta plant species. It is an aphid sex pheromone and cat attractant, and exhibits antibacterial, antifungal, and analgesic properties.

References

• CAS:21651-62-7
• KEGG:C09791
• KNApSAcK:C00003091
• LIPID_MAPS_instance:LMPR0102070013
• MetaCyc:CPD-15029
• PMID:15974613
• PMID:18166192
• PMID:20307630
• PMID:21056438
• PMID:25956798
• PMID:29091815
• PMID:30531909
• PMID:30664302
• PMID:5770619
• PMID:9720633
• Wikipedia:Nepetalactone

Ontology

ChEBI  ( EBI )

Resources

CTD