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Home > Encyclopedia > 4aα,7α,7aβ-Nepetalactone

4aα,7α,7aβ-Nepetalactone

4aα,7α,7aβ-Nepetalactone structure

4aα,7α,7aβ-Nepetalactone 

structure
  • CAS No:

    17257-15-7

  • Formula:

    C10H14O2

  • Chemical Name:

    4aα,7α,7aβ-Nepetalactone

  • Synonyms:

    Cyclopenta[c]pyran-1(4aH)-one,5,6,7,7a-tetrahydro-4,7-dimethyl-,(4aS,7S,7aS)-;Cyclopenta[c]pyran-1(4aαH)-one,5,6,7,7aβ-tetrahydro-4,7α-dimethyl-;Cyclopenta[c]pyran-1(4aH)-one,5,6,7,7a-tetrahydro-4,7-dimethyl-,[4aS-(4aα,7α,7aβ)]-;(4aS,7S,7aS)-5,6,7,7a-Tetrahydro-4,7-dimethylcyclopenta[c]pyran-1(4aH)-one;Epinepetalactone;Nepetalactone,trans-cis-;trans,cis-Nepetalactone;(+)-trans,cis-Nepetalactone;(4aS,7S,7aS)-Nepetalactone;Isonepetalactone;4aα,7α,7aβ-Nepetalactone;123357-10-8;4581-79-7;21651-56-9;177695-28-2

Description

Trans-cis-nepetalactone is 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. It has a role as an insect repellent, a plant metabolite, an antibacterial agent and an antifungal agent. It is an iridoid monoterpenoid and a cyclopentapyran.

4aα,7α,7aβ-Nepetalactone Basic Attributes

166.22 g/mol

166.22

VZ45G6PT5C

DTXSID00169348

Characteristics

26.3 Ų

27.5-29.0 °C

4aα,7α,7aβ-Nepetalactone Use and Manufacturing

Lipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> C10 isoprenoids (monoterpenes) [PR0102]

Computed Properties

Molecular Weight:166.22
XLogP3:1.9
Hydrogen Bond Acceptor Count:2
Exact Mass:166.099379685
Monoisotopic Mass:166.099379685
Topological Polar Surface Area:26.3
Heavy Atom Count:12
Complexity:242
Defined Atom Stereocenter Count:3
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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