(-)-(4S,4aR,6S)-nootkatone
- weak woody (vetiver note); no grapefruit
character; virtually no taste;
On an odor
rating scale: Dusty-woody, spicy, slightly
fresh, green, sour, herbal
=
(-)-(4S,4aR,6S)-6-Isopropenyl-4,4a-dimethyl-4,4a,5,6,7,8-hexahydro-3H-naphthalen-2-one
Odor
Threshold = 600000 ppb (Average of
values)
Ref:
H.G.
Haring, F. Rijkens & H. Boelens, Olfactory
Studies on Enantiomeric Eremophilane
Sesquiterpenoids, J. Agric. Food Chem., 20, 1018
(1972); Mans H. Boelens, Harrie Boelens &
Leo J. van Gemert, Perfumer & Flavorist,
Vol. 18, No. 6, 1-15, 1993
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(+)-(4R,4aS,6R)-nootkatone
- strong grapefruit odor, bitter in
taste
On an odor
rating scale: Strongly fresh, green, sour;
dusty-woody; animal-erogenic, slightly herbal,
fruity
= (+)-
(4R,4aS,6R)-6-Isopropenyl-4,4a-dimethyl-4,4a,5,6,7,8-hexahydro-3H-naphthalen-2-one
Odor
Threshold =
800
ppb
(Average of values)
(+)- and
(-)-nootkatone have been tasted in a soft drink
base by several experienced flavor chemists.
(+)-Nootkatone was perceptible at a
concentration of approximately 0.3 ppm and still
had the flavor character of grapefruit.
(-)-Nootkatone was perceptible at 40 ppm (much
lower than the odor threshold value for aqueous
solutions) and at that concentration tasted
bitter and sour without any flavor
impression.
Ref:
H.G.
Haring, F. Rijkens & H. Boelens, Olfactory
Studies on Enantiomeric Eremophilane
Sesquiterpenoids, J. Agric. Food Chem., 20, 1018
(1972); Mans H. Boelens, Harrie Boelens &
Leo J. van Gemert, Perfumer & Flavorist,
Vol. 18, No. 6, 1-15, 1993
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