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

The Methyl jasmonates

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Photo by permission of M. Roudintska - Art & Parfum

(1R,2R)-(-)-Z-Methyl jasmonate - weak odor (Acree et. al.); Kiyota and co-workers described a sample containing 2% of (+)-methyl epijasmonate as "Green-floral note, less sweet, bitter cis-jasmone like"

Odor Threshold = >70 ppb (Acree)

Ref: T.E. Acree, R. Nishida & H. Fukima, J. Agric. Food Chem., 33, 425 (1985); Yuko Asamitsu, Yoko Nakamura, Minoru Ueda, Shigefumi Kuwahara, Hiromasa Kiyota, Synthesis and Odor Description of Both Enantiomers of Methyl 4,5-Didehydrojasmonate, a Component of Jasmin Absolute, Chemistry & Biodiversity, Volume 3, Issue 6, Date: June 2006, Pages: 654-659

(1S,2S)-(+)-Z-Methyl jasmonate - odorless (Acree et. al.); Kiyota and co-workers described a sample containing 5.5% of (-)-methyl epijasmonate as having a "green note with chemical and sharp nuance"

Odor Threshold = none (Acree)

Ref: T.E. Acree, R. Nishida & H. Fukima, J. Agric. Food Chem., 33, 425 (1985); Yuko Asamitsu, Yoko Nakamura, Minoru Ueda, Shigefumi Kuwahara, Hiromasa Kiyota, Synthesis and Odor Description of Both Enantiomers of Methyl 4,5-Didehydrojasmonate, a Component of Jasmin Absolute, Chemistry & Biodiversity, Volume 3, Issue 6, Date: June 2006, Pages: 654-659

(1R,2S)-(+)-Z-Methyl epijasmonate - Strong odor; floral, true jasmin-like

Odor Threshold = 3 ppb

Ref: T.E. Acree, R. Nishida & H. Fukima, J. Agric. Food Chem., 33, 425 (1985)

(1S,2R)-(-)-Z-Methyl epijasmonate - odorless

Odor Threshold = none

Ref: T.E. Acree, R. Nishida & H. Fukima, J. Agric. Food Chem., 33, 425 (1985)

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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