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

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The title compound, C33H52O8·CH3OH·H2O, isolated from Solanum torvum, consisted of a solagenin 6-O-(β-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 β-d-quinovopyranoside of the steroid nucleus via the classic O–H···O hydrogen bonds and a hydrophobic region consisted by the other part of the steroid nucleus via weak C–H···O hydrogen bonds and van der Waals forces. The molecular packing of the title compound appeared to be established by alternation of a hydrophilic region involving methanol molecules, water molecules and the β-d-quinovopyranoside of the steroid nucleus via the classic O–H···O hydrogen bonds and a hydrophobic region consisted by the other part of the steroid nucleus via weak C–H···O hydrogen bonds and van der Waals forces.