This chapter proposes a novel strategic framework and computation-ally intelligent model to measure possible vulnerabilities for security context in e-health. The essential input is provided from interconnected wireless sensors under Internet of Health (IoT) paradigm and intelligent social insects that could sense the possibility of threats for a patient moving in different physical locations during his medical diagnosis. Social insect ants can sense and communicate through a chemical, known as pheromone, remotely from their nest towards collection of food. Mod-eling the pheromone dynamics can be a precise measure to quantify the different e-health security issues like Sinkhole threat or sybil attack under IoT environment. The proposed pheromone alert is presented and compared statistically in terms of precision, recall to identify the classification of possible vulnerability.