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

The Muscones

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Photo by permission of M. Roudintska - Art & Parfum

(R)-(-)-muscone - described by a panel of perfumers as "very nice musky note, rich and powerful musk”

= (3R)-(-)-3-methylcyclopentadecanone

Odor Threshold = 61 ppb

Ref: W. Pickenhagen, in Flavor Chemistry -Trends & Developments, R. Teranishi, R.G. Buttery and F. Shahidi, eds, ACS Symp Series 388, Washington, DC ACS (1989) p. 154; Takeshi Yamamoto, Akemi Shimada, Tatsuya Ohmoto, Hiroyuki Matsuda, Miharu Ogura and Tsuneyoshi Kanisawa, Flavour and Fragrance Journal, Volume 19, Issue 2, Date: March/April 2004, Pages: 121-133

(S)-(+)-muscone - described by a panel of perfumers as "poor (musky) and less strong"

(3S)-(+)-3-methylcyclopentadecanone

Odor Threshold = 223 ppb

Ref: W. Pickenhagen, in Flavor Chemistry -Trends & Developments, R. Teranishi, R.G. Buttery and F. Shahidi, eds, ACS Symp Series 388, Washington, DC ACS (1989) p. 154; Takeshi Yamamoto, Akemi Shimada, Tatsuya Ohmoto, Hiroyuki Matsuda, Miharu Ogura and Tsuneyoshi Kanisawa, Flavour and Fragrance Journal, Volume 19, Issue 2, Date: March/April 2004, Pages: 121-133

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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