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

The 3-Hydroxy-3-methylhexanoic acids

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Photo by permission of M. Roudintska - Art & Parfum

(-)-(R)-3-hydroxy-3-methylhexanoic acid - Cumin spice like odor, weaker than racemic body; also described by Hasegawa et. al. as having a weak animalic odor

Ref: Ogura, Miharu; Sakurai, Kazutosh; Sawano, Kiyohito; Yamazaki, Sadahiko Hirano, Koji; Pseudo body odor composition and perfume composition for inhibiting body odor, World Patent No. WO 2004/078154, September 16, 2004; Yoshihiro Hasegawa, Masayuki Yabuki, Masamoto Matsukane, Identification of New Odoriferous Compounds in Human Axillary Sweat, Chemistry & Biodiversity, Volume 1, Issue 12, Date: December 2004, Pages: 2042-2050; Hasegawa, Y., Yabuki, M. and Matsukane, M. (2007) Identification of New Odoriferous Compounds in Human Axillary Sweat, in Perspectives in Flavor and Fragrance Research (eds P. Kraft and K. A. D. Swift), Verlag Helvetica Chimica Acta, Zürich, pp. 215-223

(+)-(S)-3-hydroxy-3-methylhexanoic acid - Armpit odor like and cumin spice like odor; also described by Hasegawa et. al. as having a strong spicy odor

Ref: Ogura, Miharu; Sakurai, Kazutosh; Sawano, Kiyohito; Yamazaki, Sadahiko Hirano, Koji; Pseudo body odor composition and perfume composition for inhibiting body odor, World Patent No. WO 2004/078154, September 16, 2004; Yoshihiro Hasegawa, Masayuki Yabuki, Masamoto Matsukane, Identification of New Odoriferous Compounds in Human Axillary Sweat, Chemistry & Biodiversity, Volume 1, Issue 12, Date: December 2004, Pages: 2042-2050; Hasegawa, Y., Yabuki, M. and Matsukane, M. (2007) Identification of New Odoriferous Compounds in Human Axillary Sweat, in Perspectives in Flavor and Fragrance Research (eds P. Kraft and K. A. D. Swift), Verlag Helvetica Chimica Acta, Zürich, pp. 215-223

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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