These results highlight the ability of "messy" mixtures of amphiphiles to generate abun- dant self-assembled structures in water from non-biological lipids and are the first time such a large chemical space has been explored for this purpose. Previous reports have looked at up to three-amphiphile mixtures, generally carboxylate, alcohol, and glycerol. The mixture of decanoate with either decanol or glycerol monoester reduces the critical vesicle concentration to the 1-2 millimolar range. Our results are produced in pure water, with some NaBr(aq) generated from the counter ions on our charged amphiphiles, sodium decanoate, sodium decylsulfate and trimethy decylamine bromide. Most of the previous literature did little to control the ionic strength of the solution but likely had between 50 and 150 mM NaCl, which increases the aggregation of decanoate containing vesicles. Previous reports of vesicles generated from single-chain amphiphiles have been primarily composed of a mixture of a polar headgroup (-OH containing) and a charged head group (either NH + 3 or COO -, sometimes PO - 4 ). Interestingly, our "best" membranes at low concentrations were composed of a mixture of negative sulfate headgroups and positive quaternary amine head groups. It is possible that ion pairing between headgroups contributes to the stability of our novel aggregates. In biological membranes, lipids are generally zwitterionic, with a phosphophoester-linked amine as a majority of head groups in both E. coli and human plasma membranes, suggesting the doubly charged amphiphiles are a preferred evolutionary outcome.