Term: | trans-cis-nepetalactone |
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Accession: | CHEBI:7519
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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. |
Synonyms: | exact_synonym: | (4aS,7S,7aS)-4,7-dimethyl-5,6,7,7a-tetrahydrocyclopenta[c]pyran-1(4aH)-one |
| related_synonym: | (4aS,7S,7aS)-nepetalactone; (4aalpha,7alpha,7abeta)-5,6,7,7a-tetrahydro-4,7-dimethylcyclopenta[c]pyran-1(4aH)-one; 4aalpha,7alpha,7abeta-nepetalactone; E,Z-nepetalactone; Formula=C10H14O2; InChI=1S/C10H14O2/c1-6-3-4-8-7(2)5-12-10(11)9(6)8/h5-6,8-9H,3-4H2,1-2H3/t6-,8+,9-/m0/s1; InChIKey=ZDKZHVNKFOXMND-ZQARSLAVSA-N; SMILES=[C@]12([C@]([C@H](CC1)C)(C(OC=C2C)=O)[H])[H]; epinepetalactone; isonepetalactone; nepetalactone trans-cis-form |
| xref: | 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 |
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