Compound: 21651-62-7
SMILES: O=C1OC=C(C)[C@@H]2[C@H]1[C@H](CC2)C
InChIKey: ZDKZHVNKFOXMND-NBEYISGCSA-N
Synonyms: 21651-62-7, Nepetalactone cis-trans-form, cis-trans-Nepetalactone, (+)-cis,trans-Nepetalactone, (4aS,7S,7aR)-Nepetalactone, 4aalpha,7alpha,7aalpha-Nepetalactone, (4aS,7S,7aR)-4,7-dimethyl-5,6,7,7a-tetrahydro-4aH-cyclopenta[c]pyran-1-one, Z,E-NEPETALACTONE, UNII-7TM7PE24UW, cis,trans-Nepetalactone, Nepetalactone, (+)-(4AS,7S,7AR)-, CHEBI:7518, 4a.alpha.,7.alpha.,7a.alpha.-Nepetalactone, DTXSID6075198, NEPETALACTONE CIS-TRANS-FORM [MI], (4aS)-5,6,7,7aalpha-tetrahydro-4,7alpha-dimethylcyclopenta[c]pyran-1(4aH)-one, Cyclopenta(c)pyran-1(4aH)-one, 5,6,7,7a-tetrahydro-4,7-dimethyl-, (4aS,7S,7aR)-, Cyclopenta[c]pyran-1(4aH)-one, 5,6,7,7a-tetrahydro-4,7-dimethyl-, (4aS,7S,7aR)-, Nepetalactone, cis-trans-, (4aS)-5,6,7,7aalpha-tetrahydro-4,7alpha-dimethylcyclopenta(c)pyran-1(4aH)-one, (4aS,7S,7aR)-4,7-dimethyl-5,6,7,7a-tetrahydro-4aH-cyclopenta(c)pyran-1-one, RefChem:165454, DTXCID7036531, Cyclopenta[c]pyran-1(4aH)-one, 5,6,7,7a-tetrahydro-4,7.alpha.-dimethyl-, (+)-, Cyclopenta(c)pyran-1(4aH)-one, 5,6,7,7a-tetrahydro-4,7alpha-dimethyl-, (+)-, ZDKZHVNKFOXMND-UHFFFAOYSA-N, (4aS,7S,7aR)-4,7-dimethyl-5,6,7,7a-tetrahydrocyclopenta[c]pyran-1(4aH)-one, 4a|A,7|A,7a|A-Nepetalactone, (+)-(4aS,7S,7aR)-Nepetalactone, 7TM7PE24UW, 4a alpha,7 alpha,7 alpha-Nepetalactone, SCHEMBL457427, orb1745022, ZDKZHVNKFOXMND-NBEYISGCSA-N, (4aS,7S,7aR)-4,7-dimethyl-1H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyran-1-one, HY-129434A, LMPR0102070013, DA-76101, MS-22907, PD166388, CS-0159481, C09791, G14228, Q414257, Cyclopenta(c)pyran-1(4aH)-one, 5,6,7,7a-tetrahydro-4,7-dimethyl-, (4aS-(4aalpha,7alpha,7aalpha))-
Theoretical properties:
molecular_formula: C10H14O2
molecular_weight: 166.22 g/mol
exact_mass: 166.099379685 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 0
heavy_atom_count: 12
topological_polar_surface_area: 26.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Cis-trans-nepetalactone is 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. It has a role as an insect attractant, a pheromone, an antibacterial agent, an analgesic, an antifungal agent, an insect repellent and a plant metabolite. It is a cyclopentapyran and an iridoid monoterpenoid.
chebi: A cyclopentapyran that is (4a<i>S</i>,7a<i>R</i>)-1,4a,5,6,7,7a-hexahydrocyclopenta[<em>c</em>]pyran substituted at position 1 by an oxo group and at positions 4 and 7 by methyl groups, respectively (the 4a<i>S</i>,7<i>S</i>,7a<i>R</i>-diastereomer). An iridoid monoterpenoid isolated from several <em>Nepeta</em> plant species. It is an aphid sex pheromone and cat attractant, and exhibits antibacterial, antifungal, and analgesic properties.
wikipedia: Nepetalactones are a group of iridoid analog stereoisomers produced by Nepeta cataria (catnip) and certain other plants in the genus Nepeta in order to repel insects. They are also produced by many aphids, in which they are sex pheromones. Nepetalactones are cat attractants, and cause the behavioral effects that catnip induces in domestic cats. However, they affect visibly only about two thirds of adult cats. They produce similar behavioral effects in many other felids, especially in lions and jaguars. In 1941, the research group of Samuel M. McElvain was the first to determine the structures of nepetalactones and several related compounds.