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

The Galangal acetates

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Photo by permission of M. Roudintska - Art & Parfum

(-)-(S)-Galangal acetate - a stronger pungent and woody aroma than (+)-(R)-Galangal acetate

Ref: Xiaogen Yang, Martin Rohr and Jason Jordan, Identification of Dihydrogalangal Acetate in Galangal [Alpinia galangal (L.) Swartz] Extracts, J. Agric. Food Chem., 2009, 57 (8), pp 3286–3290. For background information on Galangal acetate and the on the pungent principles of galangal and structure-pungency relationships of various compounds related to galangal acetate see - a) Gautschi, M.; Yang, X.; Eilerman, R.; Frater, G. Flavor chemicals with pungent properties. In Flavor Chemistry -Thirty Years of Progress; Teranishi, R., et al., Eds.; Kluwer Academic/Plenum Publishers: New York, 1999, pp 199-210; b) Xiaogen Yang and Robert G. Eilerman, Pungent Principal of Alpinia galangal (L.) Swartz and Its Applications, J. Agric. Food Chem. 1999, 47, 1657-1662 and c) Bachmann, J. P.; Gautschi, M.; Hostettler, B.; Yang, X. Pungent flavor components. European Patent EP933030, 1998.

(+)-(R)-Galangal acetate - a faint woody and sweet odor

Ref: Xiaogen Yang, Martin Rohr and Jason Jordan, Identification of Dihydrogalangal Acetate in Galangal [Alpinia galangal (L.) Swartz] Extracts, J. Agric. Food Chem., 2009, 57 (8), pp 3286–3290. For background information on Galangal acetate and the on the pungent principles of galangal and structure-pungency relationships of various compounds related to galangal acetate see - a) Gautschi, M.; Yang, X.; Eilerman, R.; Frater, G. Flavor chemicals with pungent properties. In Flavor Chemistry -Thirty Years of Progress; Teranishi, R., et al., Eds.; Kluwer Academic/Plenum Publishers: New York, 1999, pp 199-210; b) Xiaogen Yang and Robert G. Eilerman, Pungent Principal of Alpinia galangal (L.) Swartz and Its Applications, J. Agric. Food Chem. 1999, 47, 1657-1662 and c) Bachmann, J. P.; Gautschi, M.; Hostettler, B.; Yang, X. Pungent flavor components. European Patent EP933030, 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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