(5R,8S,9R,10R,13S,14R)-(-)-Androst-16-en-3-one - ODORLESS = (5R,8S,9R,10R,13S,14R)-1,5,6,7,8,9,10,11,12,13,14,15-dodecahydro-10,13-dimethyl-2H-cyclopenta[a]phenanthren-3(4H)-one Ref: G. Ohloff, B.Maurer, B. Winter & W. Giersch, Structural and Configurational Dependence of the Sensory Process in Steroids, Helv. Chim. Acta, 66, 192-217 (1983); G. Ohloff, Scent & Fragrances, Springer-Verlag (1994), p. 27

(5S,8R,9S,10S,13R,14S)-(+)-Androst-16-en-3-one - strong urinous; "an aroma that reminds one of vessels that have been used for the storage of urine over an extended time" Threshold = 0.18 ppb = (5S,8R,9S,10S,13R,14S)-1,5,6,7,8,9,10,11,12,13,14,15-dodecahydro-10,13-dimethyl-2H-cyclopenta[a]phenanthren-3(4H)-one Ref: V. Prelog, L. Ruzicka & P. Wieland, Helv. Chim. Acta, 27, 66 (1944); G. Ohloff, B.Maurer, B. Winter & W. Giersch, Structural and Configurational Dependence of the Sensory Process in Steroids, Helv. Chim. Acta, 66, 192-217 (1983); G. Ohloff, Scent & Fragrances, Springer-Verlag (1994), p. 27; John E. Amoore, et. al., Chem. Senses Flavour, 2, 401-425 (1977)