In this report, oxidation of biomembrane lipids, phospholipid (LH) and cholesterol (ChH), were examined experimentally in the presence of vitamin E (V_EH) by using a liposome system, which is used widely as a biomembrane model. A kinetic model was constructed by taking into account mechanisms of anti-oxidation and pro-oxidation by V_EH to the co-oxidation mechanisms of biomembrane lipids reported previously. The model quantitatively described the oxidation behavior in the liposome system under various V_EH addition conditions. The model also predicted the oxidation behavior in vivo under various oral ingestion conditions of V_EH. The results suggest that ChH oxidation, which causes various diseases, can be suppressed effectively by taking a certain amount of V_EH once a day to avoid a reduction in the V_EH concentration present in the biomembrane. The proposed kinetic approach should be a useful tool for quantitatively characterizing complicated reaction systems, such as biomembrane oxidation.