Software is behind the technological solutions that deliver many services to our society, which means that software security should not be considered a desirable feature anymore but more of a necessity. Protection of software is an endless labor that includes the improvement of security controls but also the understanding of the sources that induce incidents, which in many cases are due to bad implementation or assumptions of controls. As traditional methods may not be efficient in detecting those security assumptions, novel alternatives must be attempted. In this sense, Security Chaos Engineering (SCE) becomes an innovative methodology based on the definition of a steady state, a hypothesis, experiments, and metrics, which allow to identify failing components and ultimately protect assets under cyber risk scenarios. As an extension of a previous work, this paper presents ChaosXploit, an SCE-powered framework that employs a knowledge database, composed of attack trees, to expose vulnerabilities that exist in a software solution that has been previously defined as a target. The use of ChaosXploit may be part of a defensive security strategy to detect and correct software misconfigurations at an early stage. Finally, different experiments are described and executed to validate the feasibility of ChaosXploit in terms of auditing the security of cloud-managed services, i.e., Amazon buckets, which may be prone to misconfigurations and, consequently, targeted by potential cyberattacks.