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CAS 471-15-8

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(+)-Thujone

Description:
(+)-Thujone is a monoterpene ketone primarily found in various plants, notably in wormwood (Artemisia absinthium) and sage (Salvia spp.). It is characterized by its distinct minty, camphoraceous aroma and is often associated with the flavor profile of absinthe. The compound has a molecular formula of C10H16O and features a bicyclic structure, which contributes to its unique properties. (+)-Thujone exists in two stereoisomeric forms, with the (+) configuration being the more prevalent in nature. It exhibits moderate volatility and is soluble in organic solvents but has limited solubility in water. In terms of biological activity, thujone has been studied for its potential neurotoxic effects, particularly at high concentrations, and is known to interact with the GABA receptor system, which may lead to excitatory effects in the central nervous system. Due to its psychoactive properties, the use of thujone in food and beverages is regulated in many countries. Overall, (+)-Thujone is a compound of interest in both culinary and pharmacological contexts.
Formula:C10H16O
InChI:InChI=1/C10H16O/c1-6(2)10-4-8(10)7(3)9(11)5-10/h6-8H,4-5H2,1-3H3/t7-,8+,10-/m0/s1
InChI key:InChIKey=USMNOWBWPHYOEA-XKSSXDPKSA-N
SMILES:C(C)(C)[C@]12[C@](C1)([C@H](C)C(=O)C2)[H]
Synonyms:
  • (+)-Isothujone
  • (+)-Thujone
  • (+)-b-Thujone
  • (1S,4S,5R)-1-Isopropyl-4-methylbicyclo[3.1.0]hexan-3-one
  • (1S,4S,5R)-4-methyl-1-(1-methylethyl)bicyclo[3.1.0]hexan-3-one
  • .beta.-Thujone
  • 3-Thujanone, (1S,4S,5R)-(+)-
  • 4-Methyl-1-(1-methylethyl)-[1S-(1α,4β,5α)]-bicyclo[3.1.0]hexan-3-one
  • 471-15-8
  • Bicyclo[3.1.0]hexan-3-one, 4-methyl-1-(1-methylethyl)-, [1S-(1α,4β,5α)]-
  • See more synonyms
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