Du Mez—The Galenical Oleoresins. 
1093 
Table 92 —Yield of oleoresin as obtained in the laboratory. 
Yield of oleoresin to— 
Date 
Observer 
Alco¬ 
hol 
Ace¬ 
tone 
Ether 
Benzin 
Rem arks 
Per ct. 
Per ct. 
Per ct. 
Per cent 
1910 
PuMez & Netzel. 
78.13 
68.42 
66.71 
i4.46 
Represents the yield 
obtained using a 
Soxhlet’s extraction 
app., except in the 
case of alcohol. 
Chemistry of the Drug and Oleoresin 
Tabulation of Constituents 
The chemistry of lupulin * 1 per se has received comparatively 
little attention, although, -a very considerable knowledge con¬ 
cerning its constituents has been gained through the work of 
the brewing chemists and others 2 3 4 5 6 7 8 on hops. The isolation of the 
1 The following have reported more or less complete analyses of lupulin: 
Ives, Silliman’s Am. Journ. of Science (1820), 2, p. 303 ; Payen, Pelletan and 
Chevalier, Journ. de Pharm. et de Chim. (1822), 8, p. 209; Personne, Ibid. 
(1854), 59, p. 329; Chapman, The Hop and its Constituents. The Brew¬ 
ing Review, London, (1905). 
2 Power, Tutin and Rogerson, who have completed one of the most recent 
as well as extensive pieces of work on the constituents of the hop, have 
isolated the following substances: 
I Volatile oil 
II Alcoholic Extract soluble in water: 
1. Choline (C r H l5 0 2 N.) 
2. 1-Asparagine (C 4 H 8 O s N 2 .) 
3. Potassium nitrate 
4. Tannin 
5. Sugar forming a d-phenylhydrazone, m. p. 208. 
6. Amorphous bitter material. 
7. Volatile base having a coniine-like odor. 
Ill Alcoholic extract insoluble in water: 
1. Hentriacontane (C 31 H 64 .) 
2. Ceryl alcohol (C 27 H 56 0.) 
3. Phytosterol (C 27 H 4e O.) 
4. A phytosterolin, phytosterol glucoside (C^H^Og.) 
5. Volatile fatty acids: formic, acetic, butyric, valeric, jg-isopro- 
pylacrylic (C e H 10 O 2 ), and nonoic. 
6. Saturated and unsaturated non-volatile acids: palmitic, ste¬ 
aric, cerotic, an isomeride of arachidic (C^H^Oj), cluytinic 
and linolic. 
7. A new bitter crystalline phenolic substance, humulol 
(C ]7 H 18 0 3 .) 
8. A new tasteless crystalline phenolic substance, xanthohumol 
(c 13 h 34 o 3 .) 
Journ. Chem. Soc. (1913), 103, p. 1267. 
