(-)-((5S,8R,9R,10S)-8a,13-desoxyambreinolide - Strong; this material was mostly described as woody ambergris-like in the sense of the tonality of the standard odorant Ambrox; the descriptions musky and balsamic followed. Owing to its additional warm animal note this ether resembles ambergris most. Odor Threshold = 9 ppb = (-)-((5S,8R,9R,10S)-8a,13-epoxy-14,15,16-trinorlabdane or (-)-(4aR,6aS,10aS,10bR)-4a,7,7,10a-tetramethyl-dodecahydro-1H-benzo[f]chromene Ref: Günther Ohloff, Christian Vial, Hans Richard Wolf, Kurt Job, Elise Jégou, Judith Polonsky, Edgar Lederer, Stereochemistry-Odor Relationships in Enantiomeric Ambergris Fragrances, Helvetica Chimica Acta, Volume 63, Issue 7, Date: 29 October 1980, Pages: 1932-1946; G. Ohloff, Scent & Fragrances, Springer-Verlag (1994), p. 45

(+)-((5R,8S,9S,10R)-8a,13-desoxyambreinolide - A weaker woody character although its intensity and ambergris tonality differed considerably from that of its enantiomer; 20% of panelists found it to be odorless. The only subject (female ) extremely sensitive to this enantiomer characterized it as camphoraceous, slightly sweaty and urine-like. = (+)-((5R,8S,9S,10R)-8a,13-epoxy-14,15,16-trinorlabdane or (+)-(4aS,6aR,10aR,10bS)-4a,7,7,10a-tetramethyldodecahydro-1H-benzo[f]chromene Ref: Ref: Günther Ohloff, Christian Vial, Hans Richard Wolf, Kurt Job, Elise Jégou, Judith Polonsky, Edgar Lederer, Stereochemistry-Odor Relationships in Enantiomeric Ambergris Fragrances, Helvetica Chimica Acta, Volume 63, Issue 7, Date: 29 October 1980, Pages: 1932-1946; G. Ohloff, Scent & Fragrances, Springer-Verlag (1994), p. 45

(+)-(5S,8S,9R,10S)-8b,13-desoxyambreinolide - Virtually odorless = (+)-(5S,8S,9R,10S)-8b,13-epoxy-14,15,16-trinorlabdane or (4aS,6aS,10aS,10bR)-4a,7,7,10a-tetramethyldodecahydro-1H-benzo[f]chromene Ref: Günther Ohloff, Christian Vial, Hans Richard Wolf, Kurt Job, Elise Jégou, Judith Polonsky, Edgar Lederer, Stereochemistry-Odor Relationships in Enantiomeric Ambergris Fragrances, Helvetica Chimica Acta, Volume 63, Issue 7, Date: 29 October 1980, Pages: 1932-1946

(-)-(5R,8R,9S,10R)-8b,13-desoxyambreinolide - Strongly odorous, but not ambergris-like. Of the 30 panelists - Minty-camphoraceous (6 females & 8 males), fruity (2 females & 4 males) and balsamic (3 males) were the most frequent replies. Four participants (2 females & 2 males) described this enantiomer as musk-like and woody; However, none of the subjects could identify ambergris-like tonalities in this enantiomer. = (-)-(5R,8R,9S,10R)-8b,13-epoxy-14,15,16-trinorlabdane or (4aR,6aR,10aR,10bS)-4a,7,7,10a-tetramethyldodecahydro-1H-benzo[f]chromene Ref: Günther Ohloff, Christian Vial, Hans Richard Wolf, Kurt Job, Elise Jégou, Judith Polonsky, Edgar Lederer, Stereochemistry-Odor Relationships in Enantiomeric Ambergris Fragrances, Helvetica Chimica Acta, Volume 63, Issue 7, Date: 29 October 1980, Pages: 1932-1946

Ionones, Irones, Damascones & Structurally Related Odorants

Acyclics (Alcohols, Esters, Acids, Aldehydes)

Lactones

Sesquiterpenoid Related Odorants