Chirality & Odour Perception
John C. Leffingwell, Ph.D.

The demethyl-Vetivones

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Photo by permission of M. Roudintska - Art & Parfum

(5R,10R)-(-)-6-demethyl-beta-vetivone - a sweet coumarin-like odor with a woody note

= (5R,10R)-(-)-2-Isopropylidene-10-methyl-spiro[4.5]dec-6-en-8-one

 Ref: Helmut Spreitzer, Iris Piringer, Wolfgang Holzer, and Michael Widhalm, Structur/odor relationships of (-)- and (+)-beta-vetivone and their demethyl derivatives, Helv. Chem. Acta, 81, 2292-2298 (1998)

(5S,10S)-(+)-6-demethyl-beta-vetivone - a woody smell with a quinoline-like by-note

(5S,10S)-(+)-2-Isopropylidene-10-methyl-spiro[4.5]dec-6-en-8-one

 Ref: Helmut Spreitzer, Iris Piringer, Wolfgang Holzer, and Michael Widhalm, Structur/odor relationships of (-)- and (+)-beta-vetivone and their demethyl derivatives, Helv. Chem. Acta, 81, 2292-2298 (1998)

(5S)-(-)-10-demethyl-beta-vetivone - intense cresolic

= (5S)-(-)-2-Isopropylidene-6-methyl-spiro[4.5]dec-6-en-8-one

 Ref: Helmut Spreitzer, Iris Piringer, Wolfgang Holzer, and Michael Widhalm, Structur/odor relationships of (-)- and (+)-beta-vetivone and their demethyl derivatives, Helv. Chem. Acta, 81, 2292-2298 (1998)

(5R)-(+)-10-demethyl-beta-vetivone - intense cresolic

(5R)-(+)-2-Isopropylidene-6-methyl-spiro[4.5]dec-6-en-8-one

 Ref: Helmut Spreitzer, Iris Piringer, Wolfgang Holzer, and Michael Widhalm, Structur/odor relationships of (-)- and (+)-beta-vetivone and their demethyl derivatives, Helv. Chem. Acta, 81, 2292-2298 (1998)

Cyclic Terpenoid Odorants

Bicyclic Terpenoid Odorants

Acyclic Terpenoid Odorants

Ionones, Irones, Damascones & Structurally Related Odorants

Acyclics (Alcohols, Esters, Acids, Aldehydes)

Lactones

Sesquiterpenoid Related Odorants

Steroid Urine Type Odorants

Sandalwood Type Odorants

Musk Odorants

Miscellaneous

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