Altering hydrophilic and hydrophobic region via O-H•••O and C-H•••O hydrogen bonds and Van der Waals forces in solagenin 6-O-(β-D-quinovopyranoside) methanol solvate monohydrate

The title compound, C33H52O8 center dot CH3OH center dot H2O, isolated from Solanum torvum, consisted of a solagenin 6-O-(beta-D-quinovopyranoside) molecule, a methanol solvate and a hydrate. The six-membered rings A, B, C, F and G have chair conformations. The five-membered ring D adopts a half-chair conformation and the ring E adopts an envelope conformation. The A/B, B/C and C/D ring junctions are trans, whereas the D/E junction is cis. The molecular packing appeared to be established by alternation of a hydrophilic region involving methanol molecules, water molecules and the beta-D-quinovopyranoside of the steroid nucleus via the classic O-H center dot center dot center dot O hydrogen bonds and a hydrophobic region consisted by the other part of the steroid nucleus via weak C-H center dot center dot center dot O hydrogen bonds and van der Waals forces.