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

The Magnolione®s

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Photo by permission of M. Roudintska - Art & Parfum

(+)-(2S,3R)-Magnolione® - floral, jasmine, fruity, fresh most intense

Odor Threshold = 0.29 ng

Ref: Andrea Quendolin Stang and Günter Helmchen, Enantioselective Syntheses and Fragrance Properties of the Four Stereoisomers of Magnolione® (Magnolia Ketone), Helvetica Chimica Acta, Volume 88, Issue 10, Date: October 2005, Pages: 2738-2746; See also - Alessio Porta, Giovanni Vidari, and Giuseppe Zanoni, A General Enantioselective Approach to Jasmonoid Fragrances: Synthesis of (+)-(1R,2S)-Methyl Dihydrojasmonate and (+)-(1R,2S)-Magnolione, J. Org. Chem.; 2005; 70(12) pp 4876 - 4878 who report an odor threshold value of 0.023ng/L in air.

(-)-(2R,3S)-Magnolione® - citrus, fruity, floral, fresh, green, jasmine very weak

Odor Threshold = 7.10 ng

Ref: Andrea Quendolin Stang and Günter Helmchen, Enantioselective Syntheses and Fragrance Properties of the Four Stereoisomers of Magnolione® (Magnolia Ketone), Helvetica Chimica Acta, Volume 88, Issue 10, Date: October 2005, Pages: 2738-2746

(2S,3S)-Magnolione® - mushrooms, food like, metallic, floral, jasmine weak

Odor Threshold = 0.60 ng

Ref: Andrea Quendolin Stang and Günter Helmchen, Enantioselective Syntheses and Fragrance Properties of the Four Stereoisomers of Magnolione® (Magnolia Ketone), Helvetica Chimica Acta, Volume 88, Issue 10, Date: October 2005, Pages: 2738-2746

(2R,3R)-Magnolione® - floral, jasmine, animalic touch, metallic weak

Odor Threshold = 0.74 ng

Ref: Andrea Quendolin Stang and Günter Helmchen, Enantioselective Syntheses and Fragrance Properties of the Four Stereoisomers of Magnolione® (Magnolia Ketone), Helvetica Chimica Acta, Volume 88, Issue 10, Date: October 2005, Pages: 2738-2746

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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