Bead type assignment in cholesterol is a complex endeavor. Not only is it necessary to consider the hydrophilicity/hydrophobicity of the molecule -which dictates how it interacts with most partnersbut also to consider the miscibility of cholesterol within different lipid phases -which will dictate and impact many cholesterol-dependent lipid properties. The core Martini 2 cholesterol ring consisted of type C1 beads, with the exception of the ROH and R2 beads to account for the hydroxyl (type P1) and alkene (type C3) moieties. These bead types made the Martini 2 model quite miscible with saturated lipid tails (rich in C1 beads) and less so with unsaturated lipid tails (rich in C3/C4 beads). Additionally, the way that cross-interactions between regular and small beads were treated in Martini 2 -where interactions between a regular and a small bead would be treated the same as interactions between two regular beads -also improved the miscibility of the Martini 2 cholesterol with C1 beads. Altogether, this resulted in a good representation of phase separation in ternary mixtures with DPPC and DLiPC (albeit not in mixtures with DPPC and the less unsaturated DOPC). This, however, came at the expense of overestimated hydrophobicity (Figure ), which has the potential to negatively impact cholesterol interactions with other partners.