Characterization of the structure of a 4-methyl-delta 8,24-cholestadien-3 beta-ol isolated from rat skin.
A new sterol has been isolated from the skin of rats treated with triparanol. Its chromatographic behavior on silicic acid-Celite columns and in gas-liquid chromatographic systems indicated it to be a 4-methyl-Delta(8,24)-cholestadien-3beta-ol. The specific rotation, the delayed color reaction with Liebermann-Burchard reagent, and the nuclear magnetic resonance (NMR) data support the Delta(8(9))-unsaturation. Previous workers have shown that triparanol treatment results in an accumulation of Delta(24)-unsaturated sterols in animal tissues. Consonant with this observation, the infrared, NMR, and mass spectrometric data confirm the presence of a C-24(25) unsaturated side chain in this sterol.
D000818:Animals; D055598:Chemical Phenomena; D002621:Chemistry; D002776:Cholestanes / Q000302:isolation & purification / Q000378:metabolism*; D002849:Chromatography, Gas; D003124:Colorimetry; D005260:Female; D007259:Infrared Rays; D008027:Light; D050356:Lipid Metabolism; D009682:Magnetic Resonance Spectroscopy; D008660:Metabolism / Q000187:drug effects; D051381:Rats; D012399:Rotation; D012867:Skin / Q000032:analysis*; D013053:Spectrophotometry; D013261:Sterols / Q000302:isolation & purification / Q000378:metabolism*; D014308:Triparanol / Q000494:pharmacology
D002776:Cholestanes; D013261:Sterols; D014308:Triparanol