490-10-8
Chemical Structure
Nepetalactone
- CAS No.: 490-10-8
- Formula:C10H14O2
- Molecular Weight:166.22
IUPAC Name: 4,7-dimethyl-5,6,7,7a-tetrahydrocyclopenta[c]pyran-1(4aH)-one
InChIKey: ZDKZHVNKFOXMND-UHFFFAOYSA-N
SMILES: O=C1C2C(CCC2C)C(C)=CO1
Biological Activity: Nepetalactone is a TRPA1 agonist (EC50 = 172.5-698.4 μM) and antibacterial agent that can be present in the essential oils of Nepeta crispa and Nepeta rtanjensis. Nepetalactone activates TRPA1 orthologs through a conserved cysteine-rich CVT motif, triggering calcium influx, thereby driving pest aversion through PKCα and attracting predators through CaMKII, and can suppress pests in the field. Nepetalactone inhibits bacterial and fungal biofilms and produces additive interactions with 1,5,9-eDLA and RA. Nepetalactone induces ROS production in macrophages. Nepetalactone can be used in research related to foodborne infections, pest control, and bacterial and fungal infections[1][2][3].
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Nepetalactone | Nepetalactone is a TRPA1 agonist (EC50 = 172.5-698.4 μM) and antibacterial agent that can be present in the essential oils of Nepeta crispa and Nepeta rtanjensis. Nepetalactone activates TRPA1 orthologs through a conserved cysteine-rich CVT motif, triggering calcium influx, thereby driving pest aversion through PKCα and attracting predators through CaMKII, and can suppress pests in the field. Nepetalactone inhibits bacterial and fungal biofilms and produces additive interactions with 1,5,9-eDLA and RA. Nepetalactone induces ROS production in macrophages. Nepetalactone can be used in research related to foodborne infections, pest control, and bacterial and fungal infections. | |||||||||||||||||||||
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References
- [1]. Li J, et al. TRPA1-kinase axis polarization: Nepetalactone drives pest repulsion and predator attraction via divergent PKC/CaMKII signaling. Journal of advanced research. 2026 Apr;82:141-153. [Content Brief]
- [2]. Aničić N, et al. Antimicrobial and Immunomodulating Activities of Two Endemic Species and Their Major Iridoids Isolated from Natural Sources. Pharmaceuticals (Basel, Switzerland). 2021 Apr 28;14(5):414.
- [3]. Bahramloo M, et al. Phytochemical evaluation and antioxidant effects of the essential oil and distillates of Nepeta crispa Willd[J]. 2023.
