Through equilibrium and non-equilibrium molecular dynamics simulations, we have explored the membrane interaction for sorgoleone and its precursors, including reparameterization for these compounds where appropriate. We find that these compounds will spontaneously insert into lipid membranes in molecular simulation timescales with high affinity, and may also interchange between leaflets. Sorgoleone has the most rapid interleaflet exchange rate, and its precursors may remain on one side of the membrane during the synthesis process. When membrane bound, the quinone headgroup for sorgoleone is near the membrane surface, at approximately the level of membrane carbonyl groups, while its acyl tail is in the membrane core.