Abstract
The crystal structures of anhydroscymnol (I) and scymnol (II), which were prepared from sodium scymnol sulfate (III) isolated from the bile of Rhizoprionodon acutus, have been determined by means of X-ray diffraction analyses. The crystals of I are orthorhombic, space group P212121 with Z=4; unit-cell dimensions : a=13.562 (2), b=21.636 (2), c=8.735 (2) Å; II orthohombic, space group P212121 with Z=4; unit-cell dimensions a=18.553 (2), b=19.887 (2), c=7.986(2) Å. Both structures, (24R, 25S)-(+)-24, 26-epoxy-5β-cholestane-3α, 7α, 12α, 27-tetrol (I) and (24R)-(+)-5β-cholestane-3α, 7α, 12α, 24, 26, 27-hexol (II), were solved from diffractometric data by direct methods and refined by least-squares calculations to R=0.073 (I) and R=0.062 (II) (2044 (I) and 2250 (II) observed independent significant reflections (I>3σ(I)), respectively. All the hydroxyl groups of both compounds are involved in a hydrogen-bonding network. The structure of III was determined to be (24R, 25S)-(+)-3α, 7α, 12α, 24, 26-pentahydroxy-5β-cholestan-27-yl sodium sulfate, based on the chemical data that alkaline degradation of III with aqueous potassium hydroxide gives only I.
