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

The Tuberolactones

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Photo by permission of M. Roudintska - Art & Parfum

(R)-(-)-Tuberolactone - Fruity, coconut, tonka note with metallic and slightly fatty aspects. Base note, which is essentially tuberose lactonic, has less volume than (S)-(+)-enantiomer. In comparison to the racemate this enantiomer is more pleasant with regard to the tuberose note, but has less volume.

= (6R)-6-[(2Z)-pent-2-enyl]-5,6-dihydro-2H-pyran-2-one

Ref: Bourdineaud, Jean-Paul; Ehret, Charles; Petrzilka, Martin; Optically active lactones, World Patent WO/94107887, April 19, 1994

(S)-(+)-Tuberolactone - Heavy fatty and less fruity top note. Upon evaporation becomes clearly lactonic, tuberose and tonka. In general much more volume than the (R)-(-)-enantiomer. Less pleasant general floral note, but more voluminous than the racemate.

= (6S)-6-[(2Z)-pent-2-enyl]-5,6-dihydro-2H-pyran-2-one

Ref: Bourdineaud, Jean-Paul; Ehret, Charles; Petrzilka, Martin; Optically active lactones, World Patent WO/94107887, April 19, 1994

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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