|
Enantiomer & Odor
Description
|
Odour Threshold (PPB)
|
|
Cyclic Terpenoid
Odorants
|
.
|
|
(R)-(+)-limonene
- fresh citrus, orange-like
|
200
|
|
(S)-(-)-limonene
- harsh, turpentine-like, lemon note
|
500
|
|
(R)-(-)-alpha-phellandrene
- terpene-like, medicinal
|
500
|
|
(S)-(+)-alpha-phellandrene
- characteristic dill note
|
200
|
|
(S)-(-)-alpha-terpineol
- coniferous odor, tarry, cold pipe
like
|
NA
|
|
(R)-(+)-alpha-terpineol
- heavy floral lilac-like odor
|
NA
|
|
(1R,3R,4S)-(-)-menthol
- cooling, fresh, sweet, minty
|
400
|
|
(1S,3S,4R)-(+)-menthol
- fresh, some cooling, sweet-minty with musty,
bitter, phenolic and herbaceous
notes
|
300
|
|
(1R,3S,4S)-(+)-neomenthol
- sweet, musty, fresh, some cooling,
minty,
|
500
|
|
(1S,3R,4R)-(-)-neomenthol
- minty, musty, fresh, earthy-camphoraceous, some
cooling
|
600
|
|
(1R,3S,4R)-(+)-isomenthol
- musty, woody, fresh-carrot-minty,
earthy-camphoraceous, slight cooling
|
700
|
|
(1S,3R,4S)-(-)-isomenthol
- musty, sweet, herbaceous, earthy-camphoraceous,
hay, slight cooling
|
600
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|
(1S,3S,4S)-(-)-neoisomenthol
- musty, earthy-camporaceous, sweet, minty, woody,
slight cooling
|
1000
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|
(1R,3R,4R)-(+)-neoisomenthol
- musty, earthy-camporaceous, woody, carrot,
herbaceous, minty, very little
cooling.
|
200
|
|
(4R,2S)-(-)-cis-rose
oxide - floral green with
clean sharp, light, rose green note, diffusive,
strong; also has been described as powerful
fruity
|
0.5
|
|
(4S,2R)-(+)-cis-rose
oxide - herbal, green floral,
hay green, earthy, heavy; also has been described
as sweet, floral
|
50
|
|
(4R,2R)-(-)-trans-rose
oxide - floral green, green
herbal (minty) fruity
|
160
|
|
(4S,2S)-(+)-trans-rose
oxide - herbal green, floral
fruity, herbal rose, citrus (bitter
peel)
|
80
|
|
(2S,4S)-(-)-cis-dihydrorose
oxide - (herbal green)
herbal, leafy green, heavy
|
450
|
|
(2R,4R)-(+)-cis-dihydrorose
oxide - (floral green) clean,
ripe fruit herbal, rose green, leafy
|
17
|
|
(2S,4R
)-(-)-trans-dihydrorose oxide
- herbal floral (fruity, minty, dusty floral
green)
|
150
|
|
(2R,4S)-(+)-trans-dihydrorose
oxide - herbal green citrus
(fruity, herbal fresh citrus
(grapefruit))
|
160
|
|
(S)-(-)-nerol
oxide - green, spicy,
geranium
|
NA
|
|
(R)-(+)-nerol
oxide - green, floral, less
complex than the (S)-isomer
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NA
|
|
(S)-(-)-1-p-menthen-8-thiol
- grapefruit, possessed a more fruity and less
sulfury note than its
(R)-(+)-enantiomer
|
0.00008
|
|
(R)-(+)-1-p-menthen-8-thiol
- grapefruit, but less fruity than the
(S)-(-)-enantiomer
|
0.00002
|
|
(1R,4R)-trans-p-menthan-8-thiol-3-one
- onion-like, weak fruity, tropical,
dirty
|
NA
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|
(1S,4S)-trans-p-menthan-8-thiol-3-one
- stronger than (1R,4R)-isomer, tropical,
sulfurous, pronounced buchu leaf oil
notes
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NA
|
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(1S,4R)-cis-p-menthan-8-thiol-3-one
- black currant leaf, tropical note of passion
fruit, intensive fruit note
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NA
|
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(1R,4S)-cis-p-menthan-8-thiol-3-one
- rubber, mercaptan-note, isopulegone note, burnt,
sulfurous, disagreeable
|
NA
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|
(1S,4S)-trans-p-menthan-8-thiol-3-one
acetate - green, black currant, exotic,
intensive and penetrating note
|
NA
|
|
(1R,4R)-trans-p-menthan-8-thiol-3-one
acetate - musty, sulfury note, intensive
|
NA
|
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(1R,4S)-cis-p-menthan-8-thiol-3-one
acetate - delicate, fruity, sweet
|
NA
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(1S,4R)-cis-p-menthan-8-thiol-3-one
acetate - strong, sweet, slightly pungent
|
NA
|
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(4S)-(-)-terpinen-4-ol
- musty, dusty ( odor evaluation by GC-olfactometry
by Nishimura); In the stronger smelling
(4R)-(-)-menthen-4-ol, an intense herbal-green odor
and a pronounced earthy note dominate the flowery
tonality (from Delay & Ohloff).
|
NA
|
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(4R)-(+)-terpinen-4-ol
- musty ( odor evaluation by GC-olfactometry by
Nishimura); commercially available (+)-menthen-4-ol
is known to have a warm, peppery, mildly earthy,
musty-woody odor of moderate tenacity. The
earthy-musty notes are pleasantly green. Its
flowery character resembles that of alpha-terpineol
(from Delay & Ohloff).
|
NA
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(4S)-p-mentha-1,8-dien-4-ol
- the odor is considerbly stronger than its
enantiomer and is dominated by a heavy, earthy,
urinous-animal tonality reminiscent of decaying
straw in a stable, the phenolic character being
comparable to that of methyl
3,6-dimethyl-resorcylate obtained from the
essential oil of oakmoss.
|
NA
|
|
(4R)-p-mentha-1,8-dien-4-ol
- when highly diluted, it has aflowery smell
reminiscent of freshly sliced cucumbers, but in
high concentrations this is accompanied by an
unpleasant metallic subnote
|
NA
|
|
(3R,6R)-cis-linalool
oxide (pyranoid) - earthy
|
NA
|
|
(3S,6S)-cis-linalool
oxide (pyranoid) - sweet, floral, creamy
|
NA
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(3R,6S)-trans-linalool
oxide (pyranoid) - sweet, floral, creamy
|
NA
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|
(3S,6R)-trans-linalool
oxide (pyranoid) - earthy
|
NA
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|
(2R,5S)-cis-linalool
oxide (furanoid) - leafy, earthy
|
NA
|
|
(2S,5R)-cis-linalool
oxide (furanoid) - sweet, floral, creamy
|
NA
|
|
(2R,5R)-trans-linalool
oxide (furanoid) - leafy, earthy
|
NA
|
|
(2S,5S)-trans-linalool
oxide (furanoid) -sweet, floral, creamy
|
NA
|
|
(2S,2'S,5'S)-Lilac
aldehyde - fresh, flowery
|
0.2 ng
|
|
(2R,2'R,5'R)-Lilac
aldehyde - flowery
|
22 ng
|
|
(2R,2'S,5'S)-Lilac
aldehyde - pleasant, flowery, fresh
|
0.3 ng
|
|
(2S,2'R,5'R)-Lilac
aldehyde - flowery
|
20 ng
|
|
(2S,2'R,5'S)-Lilac
aldehyde - sweet, flowery
|
0.3 ng
|
|
(2R,2'S,5'R)-Lilac
aldehyde - flowery, fresh
|
18 ng
|
|
(2R,2'R,5'S)-Lilac
aldehyde - sweet, flowery
|
0.4 ng
|
|
(2S,2'S,5'R)-Lilac
aldehyde - flowery, fresh
|
4 ng
|
|
(2R,2'S,5'S)-Lilac
alcohol - green, grassy, fresh
|
4 ng
|
|
(2S,2'R,5'R)-Lilac
alcohol - sweet
|
80 ng
|
|
(2S,2'S,5'S)-Lilac
alcohol - flowery
|
2 ng
|
|
(2R,2'R,5'R)-Lilac
alcohol - odorless at >100 ng by GC
sniffing
|
>100 ng
|
|
(2R,2'R,5'S)-Lilac
alcohol - flowery, sweet, body
|
4 ng
|
|
(2S,2'S,5'R)-Lilac
alcohol - herbaceous, slightly flowery
|
74 ng
|
|
(2S,2'R,5'S)-Lilac
alcohol - sweet, flowery
|
2 ng
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(2R,2'S,5'R)-Lilac
alcohol - sweet
|
22 ng
|
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(R)-(+)-Karahanaenol
- Both enantiomers of karahanaenol have a mint like
odor, The (S)-enantiomer had a notably fresher odor
than the (R).
|
NA
|
|
(S)-(-)-Karahanaenol
- Both enantiomers of karahanaenol have a mint like
odor, The (S)-enantiomer had a notably fresher odor
than the (R).
|
NA
|
|
+)-Ethyl
3-methyl-3-[(4R)-4-methylcyclohex-1-en-1-yl]butanoate
- fruity with a ripe pear note
|
NA
|
|
(-)-Ethyl
3-methyl-3-[(4S)-4-methylcyclohex-1-en-1-yl]butanoate
- fruity-pear with a woody note
|
NA
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(4R)-(-)-carvone
- Sweet spearmint, fresh herbal
|
43
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(4S)-(+)-carvone
- caraway, fresh herbal
|
600
|
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(+)-(1R,4R,6R)-trans-carvone
epoxide - faint floral
|
NA
|
|
(-)-(1S,4S,6S)-trans-carvone
epoxide - faint caraway
|
NA
|
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(+)-(2R,4S)-carveol -
musty (Friedman, et. al.); Animal-musk indolic tone
with citrus juice notes (Ishihara, et. al)
|
NA
|
|
(-)-(2S,4R)-carveol -
minty (Friedman, et. al.); light, soft spearmint,
minty (Ishihara, et. al)
|
NA
|
|
(+)-(2S,4S)-carveol -
Spicy, peppermint, minty
|
|
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(-)-(2S,4R)-carveol -
Heavy, spearmint, minty
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|
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(1R,4R)-trans-dihydrocarvone
- Spearmint
|
NA
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(lS,4S)-trans-dihydrocarvone
- caraway
|
NA
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|
(1S,4R)-cis-dihydrocarvone
- Odor - akin to musty and woody, but panelists had
no difficulty distinguishing between the
enantiomeric pairs.
|
NA
|
|
(1R,4S)-cis-dihydrocarvone
- Odor - akin to musty and woody, but panelists had
no difficulty distinguishing between the
enantiomeric pairs.
|
NA
|
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(-)-(4R)-carvotanacetone
- spearmint
|
NA
|
|
(+)-(4S)-carvotanacetone
- caraway
|
NA
|
|
(+)-(1R,4R,6R)-trans-carvotanacetone
epoxide - strong floral
|
NA
|
|
(-)-(1S,4S,6S)-trans-carvotanacetone
epoxide - caraway-like
|
NA
|
|
(-)-(2S,4R)-carvotanacetol
- minty
|
NA
|
|
(+)-(2R,4S)-carvotanacetol
- musty
|
NA
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(+)-(2S,4R)-2-Acetyl-p-menth-6-ene
- remarkably different in aroma than its
(-)-(2R,4S)-enantiomer having a disagreeable
tree-like note
|
2.0 ppm in water
|
|
(-)-(2R,4s)-2-Acetyl-p-menth-6-ene
- provides a sweetness, specifically reminds of a
grapefruit or Mandarin having green fruity citrus
aroma
|
0.1 ppm in water
|
|
(-)-(2S,4S)-2-Acetyl-p-menth-6-ene
- disagreeable tree-like green note
|
NA
|
|
(+)-(2R,4R)-2-Acetyl-p-menth-6-ene
- disagreeable tree-like green note
|
NA
|
|
(+)-(1R,1'S,3'S,4'R)-1-(p-Menth-3'-yl)ethanol
- unique fresh citrus aroma reminiscent of a
grapefruit, a muscat or a litchi
|
NA
|
|
(-)-(1S,1'R,3'R,4'S)-1-(p-Menth-3'-yl)ethanol
- deficient in aroma value with almost no odor
|
NA
|
|
(+)-(1S,1'S,3'S,4'R)-1-(p-Menth-3'-yl)ethanol
- deficient in aroma value with almost no odor
|
NA
|
|
(-)-(1R,1'R,3'R,4'S)-1-(p-Menth-3'-yl)ethanol
- deficient in aroma value with almost no odor
|
NA
|
|
(-)-(1R,1'R,2'R,4'S)-1-(p-menthen-2'-yl)ethanol
- has specifically a grapefruit and citrus aroma
reminiscent of Orange and (lemon?)
|
NA
|
|
(+)-(1S,1'S,2'S,4'R)-1-(p-menthen-2'-yl)ethanol
- weak aroma which is featureless
|
NA
|
|
(2S,2'R,1''R)-Nectaryl
- Rather weak and uncharacteristic fruity-lactonic
odour with some additional resemblance of green
apple, it does not contribute much to the
commercial Nectaryl.
|
11.2 ng/L air
|
|
(2R,2'S,1''R)-Nectaryl
- Powerful, very intense, sweet and dry
fruity-lactonic odour in the direction of peach and
apricots, with some floral undertone, does
contribute much to the overall odour of commercial
Nectaryl.
|
0.094 ng/L air
|
|
(2S,2'S,1''R)-Nectaryl
- Rather weak and uncharacteristic fruity-lactonic
odour with some additional resemblance of green
apple, it does not contribute much to the
commercial Nectaryl.
|
14.9 ng/L air
|
|
(2R,2'R,1''R)-nectaryl
- Powerful, very intense, sweet and dry
fruity-lactonic odour in the direction of peach and
apricots, with some floral undertone, does
contribute much to the overall odour of commercial
Nectaryl.
|
0.112 ng/L air
|
|
(4R)-(-)-Disophenol
- woody, camphor-like, menthofuran, minty,
isoeugenol, clove, bucchu, menthone/pulegone,
dusty, jasmone-like
|
NA
|
|
(4S)-(+)-Disophenol
- not as strong as the (R)-enantiomer.
Characterised as woody, camphor-like, dusty,
medicinal, isoeugenol, cis-jasmone-like,
terpene-like
|
NA
|
|
(-)-3-((4S)-4-isopropylcyclohex-1-enyl)propanal
- odor note of lily of the valley, floral, sweet,
watery, powdery and ozone-like, natural, caring,
complex and radiant.
|
NA
|
|
(+)-3-((4R)-4-isopropylcyclohex-1-enyl)propanal
- odor note of lily of the valley, fruity, green,
watery and aldehyde-like.
|
NA
|
|
(+)-(5S)-N-Isobutyl-(5-isopropenyl-2-methyl)cyclohex-2-en-1-imine
- Not too pleasant at the beginning, reminiscent of
amyl acetate, later reminiscent of cognac oil,
sweet, methylchavicol-like and a clear liquorice
note
|
NA
|
|
(-)-(5R)-N-Isobutyl-(5-isopropenyl-2-methyl)cyclohex-2-en-1-imine
- Spearmint-like which gets stronger with the time,
sweet side note
|
NA
|
|
(+)-(5S)-N-Octyl-(5-isopropenyl-2-methyl)cyclohex-2-en-1-imine
- Green, mushroom-like, carvone-like,
aldehyde-fatty
|
NA
|
|
(-)-(5R)-N-Octyl-(5-isopropenyl-2-methyl)cyclohex-2-en-1-imine
- Caraway note, fatty, mushroom-like which gets
stronger with time, later also a weak jasmine note,
reminiscent of octanol acetate
|
NA
|
|
(+)-(5S)-N-2-Furfuryl-(5-isopropenyl-2-methyl)cyclohex-2-en-1-imine
- Carvone-like, spearmint character which gets
stronger with time, metallic, menthol sidenote
|
NA
|
|
(-)-(5R)-N-2-Furfuryl-(5-isopropenyl-2-methyl)cyclohex-2-en-1-imine
- Carvone-like, very mild
|
NA
|
|
(+)-(5S)-N-Cyclohexyl-(5-isopropenyl-2-methyl)cyclohex-2-en-1-imine
- Carvone-like, caraway odour, very volatile
|
NA
|
|
(-)-(5R)-N-Cyclohexyl-(5-isopropenyl-2-methyl)cyclohex-2-en-1-imine
- Carvone-like, spearmint, clean, sweet and very
pleasant
|
NA
|
|
(+)-(5S)-N-Benzyl-(5-isopropenyl-2-methyl)cyclohex-2-en-1-imine
- Metallic, bay-oil-like, a bit herbaceous, earthy
but without mushroom notes, slightly reminiscent of
pizza
|
NA
|
|
(-)-(5R)-N-Benzyl-(5-isopropenyl-2-methyl)cyclohex-2-en-1-imine
- Generally weak, herbaceous, spicy, fatty,
origano-like (“pizza”)
|
NA
|
|
|
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