Humulon. 3,5,6-trihydroxy-4,6-bis(3-methyl-2-butenyl)-2-(3-methyl-1-oxybutyl)-2,4-cyclohexadien-1-one; alpha-bitter acid; alpha-lupulic acid. C21H30O5; mol wt 362.45...Antibiotic constituent of hops (humulus lupulus L., Moraceae). Isoln from commercial hops: Bungener, Bull. Soc. Chim. 45, 487 (1886); Barth, Lintner, Ber. 31, 2022 (1898); et al...
crystals from ether, mp 65-66.5*C. Bitter taste, esp in alcoholic soln. More stable to air than lupulon. Monobasic acid. (1.0g in 15.5g 96% abv)...soluble in the usual organic solvents. Slightly sol in boiling water from which it separates as a milky precipitate on cooling. Forms a sodium salt which is readily sol in water. Suffers no loss of bacteriostatic potency against Staphylococcus aureus upon autoclaving 40 ppm in phosphate buffer at pH 6.5 or 8.5. The presence of ascorbic acid in low concns extends the duration of bacteriostatic action.
Lupulin. Glandular trichomes separated from strobiles of Humulus lupulus L., Moraceae (hops). Habit. Europe, Asia, North America; widely cultivated. Constit. Lupamaric acid, humulol, about 3% volatile oil; resin, choline, wax (myricin), tannin, asparagin. Not less than 60% of lupulin is sol in ether.
therap cat: Aromatic bitter, sedative.
therap cat (vet): formerly in nymphomania
Lupulon...
Antibiotic constituent of hops...
Prisms from 90% methanol, mp 92-94*C. Biter taste esp in alc soln. Turns yellow and amorphous within a few days with development of an odor. Perfectly stable in vacuo even at 60*C. Slightly acid reaction. Monobasic acid. Optically inactive. Soluble in methanol, ethanol, petr ether, hexane, isooctane. Slightly sol in neutral or acidic aq solns. Forms a sodium salt which is readily sol in water. The addition of 0.1% ascorbic acid exerts a marked protective action on the bacteriostatic activity of lupulon steamed or autoclaved at a concentration of 4 ppm in phosphate buffers at pH 6.5 and 8.5. LD50 orally in rats: 1.8 g/kg.
therap cat: Antimicrobial
bacteriostatic: inhibits the growth or multiplication of bacteria.