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November 27, 2023

Detecting PurpleFox Rootkit with Darktrace AI

The PurpleFox rootkit poses significant risks. Discover how Darktrace leveraged advanced techniques to combat this persistent cyber threat.
Inside the SOC
Darktrace cyber analysts are world-class experts in threat intelligence, threat hunting and incident response, and provide 24/7 SOC support to thousands of Darktrace customers around the globe. Inside the SOC is exclusively authored by these experts, providing analysis of cyber incidents and threat trends, based on real-world experience in the field.
Written by
Piramol Krishnan
Cyber Security Analyst
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27
Nov 2023

Versatile Malware: PurpleFox

As organizations and security teams across the world move to bolster their digital defenses against cyber threats, threats actors, in turn, are forced to adopt more sophisticated tactics, techniques and procedures (TTPs) to circumvent them. Rather than being static and predictable, malware strains are becoming increasingly versatile and therefore elusive to traditional security tools.

One such example is PurpleFox. First observed in 2018, PurpleFox is a combined fileless rootkit and backdoor trojan known to target Windows machines. PurpleFox is known for consistently adapting its functionalities over time, utilizing different infection vectors including known vulnerabilities (CVEs), fake Telegram installers, and phishing. It is also leveraged by other campaigns to deliver ransomware tools, spyware, and cryptocurrency mining malware. It is also widely known for using Microsoft Software Installer (MSI) files masquerading as other file types.

The Evolution of PurpleFox

The Original Strain

First reported in March 2018, PurpleFox was identified to be a trojan that drops itself onto Windows machines using an MSI installation package that alters registry values to replace a legitimate Windows system file [1]. The initial stage of infection relied on the third-party toolkit RIG Exploit Kit (EK). RIG EK is hosted on compromised or malicious websites and is dropped onto the unsuspecting system when they visit browse that site. The built-in Windows installer (MSIEXEC) is leveraged to run the installation package retrieved from the website. This, in turn, drops two files into the Windows directory – namely a malicious dynamic-link library (DLL) that acts as a loader, and the payload of the malware. After infection, PurpleFox is often used to retrieve and deploy other types of malware.  

Subsequent Variants

Since its initial discovery, PurpleFox has also been observed leveraging PowerShell to enable fileless infection and additional privilege escalation vulnerabilities to increase the likelihood of successful infection [2]. The PowerShell script had also been reported to be masquerading as a .jpg image file. PowerSploit modules are utilized to gain elevated privileges if the current user lacks administrator privileges. Once obtained, the script proceeds to retrieve and execute a malicious MSI package, also masquerading as an image file. As of 2020, PurpleFox no longer relied on the RIG EK for its delivery phase, instead spreading via the exploitation of the SMB protocol [3]. The malware would leverage the compromised systems as hosts for the PurpleFox payloads to facilitate its spread to other systems. This mode of infection can occur without any user action, akin to a worm.

The current iteration of PurpleFox reportedly uses brute-forcing of vulnerable services, such as SMB, to facilitate its spread over the network and escalate privileges. By scanning internet-facing Windows computers, PurpleFox exploits weak passwords for Windows user accounts through SMB, including administrative credentials to facilitate further privilege escalation.

Darktrace detection of PurpleFox

In July 2023, Darktrace observed an example of a PurpleFox infection on the network of a customer in the healthcare sector. This observation was a slightly different method of downloading the PurpleFox payload. An affected device was observed initiating a series of service control requests using DCE-RPC, instructing the device to make connections to a host of servers to download a malicious .PNG file, later confirmed to be the PurpleFox rootkit. The device was then observed carrying out worm-like activity to other external internet-facing servers, as well as scanning related subnets.

Darktrace DETECT™ was able to successfully identify and track this compromise across the cyber kill chain and ensure the customer was able to take swift remedial action to prevent the attack from escalating further.

While the customer in question did have Darktrace RESPOND™, it was configured in human confirmation mode, meaning any mitigative actions had to be manually applied by the customer’s security team. If RESPOND had been enabled in autonomous response mode at the time of the attack, it would have been able to take swift action against the compromise to contain it at the earliest instance.

Attack Overview

Figure 1: Timeline of PurpleFox malware kill chain.

Initial Scanning over SMB

On July 14, 2023, Darktrace detected the affected device scanning other internal devices on the customer’s network via port 445. The numerous connections were consistent with the aforementioned worm-like activity that has been reported from PurpleFox behavior as it appears to be targeting SMB services looking for open or vulnerable channels to exploit.

This initial scanning activity was detected by Darktrace DETECT, specifically through the model breach ‘Device / Suspicious SMB Scanning Activity’. Darktrace’s Cyber AI Analyst™ then launched an autonomous investigation into these internal connections and tied them into one larger-scale network reconnaissance incident, rather than a series of isolated connections.

Figure 2: Cyber AI Analyst technical details summarizing the initial scanning activity seen with the internal network scan over port 445.

As Darktrace RESPOND was configured in human confirmation mode, it was unable to autonomously block these internal connections. However, it did suggest blocking connections on port 445, which could have been manually applied by the customer’s security team.

Figure 3: The affected device’s Model Breach Event Log showing the initial scanning activity observed by Darktrace DETECT and the corresponding suggested RESPOND action.

Privilege Escalation

The device successfully logged in via NTLM with the credential, ‘administrator’. Darktrace recognized that the endpoint was external to the customer’s environment, indicating that the affected device was now being used to propagate the malware to other networks. Considering the lack of observed brute-force activity up to this point, the credentials for ‘administrator’ had likely been compromised prior to Darktrace’s deployment on the network, or outside of Darktrace’s purview via a phishing attack.

Exploitation

Darktrace then detected a series of service control requests over DCE-RPC using the credential ‘admin’ to make SVCCTL Create Service W Requests. A script was then observed where the controlled device is instructed to launch mshta.exe, a Windows-native binary designed to execute Microsoft HTML Application (HTA) files. This enables the execution of arbitrary script code, VBScript in this case.

Figure 4: PurpleFox remote service control activity captured by a Darktrace DETECT model breach.
Figure 5: The infected device’s Model Breach Event Log showing the anomalous service control activity being picked up by DETECT.

There are a few MSIEXEC flags to note:

  • /i : installs or configures a product
  • /Q : sets the user interface level. In this case, it is set to ‘No UI’, which is used for “quiet” execution, so no user interaction is required

Evidently, this was an attempt to evade detection by endpoint users as it is surreptitiously installed onto the system. This corresponds to the download of the rootkit that has previously been associated with PurpleFox. At this stage, the infected device continues to be leveraged as an attack device and scans SMB services over external endpoints. The device also appeared to attempt brute-forcing over NTLM using the same ‘administrator’ credential to these endpoints. This activity was identified by Darktrace DETECT which, if enabled in autonomous response mode would have instantly blocked similar outbound connections, thus preventing the spread of PurpleFox.

Figure 6: The infected device’s Model Breach Event Log showing the outbound activity corresponding to PurpleFox’s wormlike spread. This was caught by DETECT and the corresponding suggested RESPOND action.

Installation

On August 9, Darktrace observed the device making initial attempts to download a malicious .PNG file. This was a notable change in tactics from previously reported PurpleFox campaigns which had been observed utilizing .MOE files for their payloads [3]. The .MOE payloads are binary files that are more easily detected and blocked by traditional signatured-based security measures as they are not associated with known software. The ubiquity of .PNG files, especially on the web, make identifying and blacklisting the files significantly more difficult.

The first connection was made with the URI ‘/test.png’.  It was noted that the HTTP method here was HEAD, a method similar to GET requests except the server must not return a message-body in the response.

The metainformation contained in the HTTP headers in response to a HEAD request should be identical to the information sent in response to a GET request. This method is often used to test hypertext links for validity and recent modification. This is likely a way of checking if the server hosting the payload is still active. Avoiding connections that could possibly be detected by antivirus solutions can help keep this activity under-the-radar.

Figure 7: Packet Capture from an affected customer device showing the initial HTTP requests to the payload server.
Figure 8: Packet Capture showing the HTTP requests to download the payloads.

The server responds with a status code of 200 before the download begins. The HEAD request could be part of the attacker’s verification that the server is still running, and that the payload is available for download. The ‘/test.png’ HEAD request was sent twice, likely for double confirmation to begin the file transfer.

Figure 9: PCAP from the affected customer device showing the Windows Installer user-agent associated with the .PNG file download.

Subsequent analysis using a Packet Capture (PCAP) tool revealed that this connection used the Windows Installer user agent that has previously been associated with PurpleFox. The device then began to download a payload that was masquerading as a Microsoft Word document. The device was thus able to download the payload twice, from two separate endpoints.

By masquerading as a Microsoft Word file, the threat actor was likely attempting to evade the detection of the endpoint user and traditional security tools by passing off as an innocuous text document. Likewise, using a Windows Installer user agent would enable threat actors to bypass antivirus measures and disguise the malicious installation as legitimate download activity.  

Darktrace DETECT identified that these were masqueraded file downloads by correctly identifying the mismatch between the file extension and the true file type. Subsequently, AI Analyst was able to correctly identify the file type and deduced that this download was indicative of the device having been compromised.

In this case, the device attempted to download the payload from several different endpoints, many of which had low antivirus detection rates or open-source intelligence (OSINT) flags, highlighting the need to move beyond traditional signature-base detections.

Figure 10: Cyber AI Analyst technical details summarizing the downloads of the PurpleFox payload.
Figure 11 (a): The Model Breach generated by the masqueraded file transfer associated with the PurpleFox payload.
Figure 11 (b): The Model Breach generated by the masqueraded file transfer associated with the PurpleFox payload.

If Darktrace RESPOND was enabled in autonomous response mode at the time of the attack it would have acted by blocking connections to these suspicious endpoints, thus preventing the download of malicious files. However, as RESPOND was in human confirmation mode, RESPOND actions required manual application by the customer’s security team which unfortunately did not happen, as such the device was able to download the payloads.

Conclusion

The PurpleFox malware is a particularly dynamic strain known to continually evolve over time, utilizing a blend of old and new approaches to achieve its goals which is likely to muddy expectations on its behavior. By frequently employing new methods of attack, malicious actors are able to bypass traditional security tools that rely on signature-based detections and static lists of indicators of compromise (IoCs), necessitating a more sophisticated approach to threat detection.  

Darktrace DETECT’s Self-Learning AI enables it to confront adaptable and elusive threats like PurpleFox. By learning and understanding customer networks, it is able to discern normal network behavior and patterns of life, distinguishing expected activity from potential deviations. This anomaly-based approach to threat detection allows Darktrace to detect cyber threats as soon as they emerge.  

By combining DETECT with the autonomous response capabilities of RESPOND, Darktrace customers are able to effectively safeguard their digital environments and ensure that emerging threats can be identified and shut down at the earliest stage of the kill chain, regardless of the tactics employed by would-be attackers.

Credit to Piramol Krishnan, Cyber Analyst, Qing Hong Kwa, Senior Cyber Analyst & Deputy Team Lead, Singapore

Appendices

Darktrace Model Detections

  • Device / Increased External Connectivity
  • Device / Large Number of Connections to New Endpoints
  • Device / SMB Session Brute Force (Admin)
  • Compliance / External Windows Communications
  • Anomalous Connection / New or Uncommon Service Control
  • Compromise / Unusual SVCCTL Activity
  • Compromise / Rare Domain Pointing to Internal IP
  • Anomalous File / Masqueraded File Transfer

RESPOND Models

  • Antigena / Network / Significant Anomaly / Antigena Breaches Over Time Block
  • Antigena / Network / External Threat / Antigena Suspicious Activity Block
  • Antigena / Network / Significant Anomaly / Antigena Significant Anomaly from Client Block
  • Antigena / Network / Significant Anomaly / Antigena Enhanced Monitoring from Client Block
  • Antigena / Network / External Threat / Antigena Suspicious File Block
  • Antigena / Network / External Threat / Antigena File then New Outbound Block

List of IoCs

IoC - Type - Description

/C558B828.Png - URI - URI for Purple Fox Rootkit [4]

5b1de649f2bc4eb08f1d83f7ea052de5b8fe141f - File Hash - SHA1 hash of C558B828.Png file (Malware payload)

190.4.210[.]242 - IP - Purple Fox C2 Servers

218.4.170[.]236 - IP - IP for download of .PNG file (Malware payload)

180.169.1[.]220 - IP - IP for download of .PNG file (Malware payload)

103.94.108[.]114:10837 - IP - IP from Service Control MSIEXEC script to download PNG file (Malware payload)

221.199.171[.]174:16543 - IP - IP from Service Control MSIEXEC script to download PNG file (Malware payload)

61.222.155[.]49:14098 - IP - IP from Service Control MSIEXEC script to download PNG file (Malware payload)

178.128.103[.]246:17880 - IP - IP from Service Control MSIEXEC script to download PNG file (Malware payload)

222.134.99[.]132:12539 - IP - IP from Service Control MSIEXEC script to download PNG file (Malware payload)

164.90.152[.]252:18075 - IP - IP from Service Control MSIEXEC script to download PNG file (Malware payload)

198.199.80[.]121:11490 - IP - IP from Service Control MSIEXEC script to download PNG file (Malware payload)

MITRE ATT&CK Mapping

Tactic - Technique

Reconnaissance - Active Scanning T1595, Active Scanning: Scanning IP Blocks T1595.001, Active Scanning: Vulnerability Scanning T1595.002

Resource Development - Obtain Capabilities: Malware T1588.001

Initial Access, Defense Evasion, Persistence, Privilege Escalation - Valid Accounts: Default Accounts T1078.001

Initial Access - Drive-by Compromise T1189

Defense Evasion - Masquerading T1036

Credential Access - Brute Force T1110

Discovery - Network Service Discovery T1046

Command and Control - Proxy: External Proxy T1090.002

References

  1. https://blog.360totalsecurity.com/en/purple-fox-trojan-burst-out-globally-and-infected-more-than-30000-users/
  2. https://www.trendmicro.com/en_us/research/19/i/purple-fox-fileless-malware-with-rookit-component-delivered-by-rig-exploit-kit-now-abuses-powershell.html
  3. https://www.akamai.com/blog/security/purple-fox-rootkit-now-propagates-as-a-worm
  4. https://www.foregenix.com/blog/an-overview-on-purple-fox
  5. https://www.trendmicro.com/en_sg/research/21/j/purplefox-adds-new-backdoor-that-uses-websockets.html
Inside the SOC
Darktrace cyber analysts are world-class experts in threat intelligence, threat hunting and incident response, and provide 24/7 SOC support to thousands of Darktrace customers around the globe. Inside the SOC is exclusively authored by these experts, providing analysis of cyber incidents and threat trends, based on real-world experience in the field.
Written by
Piramol Krishnan
Cyber Security Analyst

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June 25, 2026

Shadow AI Detection: The First Step Toward Securing AI

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Why shadow AI is emerging  

Imagine you’re an employee under pressure, deadlines stacking up, repetitive tasks piling higher by the day. You find a free AI tool online that promises to automate the work in seconds; no approvals are needed. It feels like a simple win, paste in some data, write a quick prompt, and move faster.

But in that moment, something changed.  

Sensitive customer information is entered into a tool your organization doesn’t monitor, doesn’t govern, and can’t see and suddenly, that data is no longer where it should be, and no one knows where it’s gone.

This is the reality of Shadow AI: employees using unsanctioned AI tools to move faster, while unintentionally creating risk that exists entirely outside visibility and control.  

This is not just a one off case, research across businesses indicate that nearly half of employees report using unsanctioned AI tools, often prioritizing speed and productivity over security. Additionally, 51% of employees report connecting AI tools to work systems or apps without IT approval, creating significant operational risk where the average cost of security incidents in organizations with a high level of shadow AI usage can reach $670k.

While shadow AI is often top of mind for security professionals, it is just one component of how AI use can increase risk. Understanding and managing shadow AI use should be considered as part of a broader, comprehensive risk management strategy that aims to secure AI systems, including human and agent identities, interactions, human-AI partnerships, and behaviors operating across the digital enterprise from visibility and governance through detection, response, and recovery.  

Effective risk management calls for a layered and interdisciplinary strategy. It requires addressing issues across governance and visibility; identity, access and agent control, data security and privacy, secure MLOps / LLMOps, runtime security, behavior-based detection, autonomous response and recovery.  

This blog explores a specific governance and visibility use case linked to shadow AI and reveals the challenges it presents as well as the defensive strategies that security teams can adopt.

Why shadow AI is hard to detect  

When it comes to AI, what organizations can easily see does not always reflect the full scope of AI activity occurring within the tools, applications, and workflows used across an enterprise. As a result, organizations using traditional rule-based methods to flag unusual activity may struggle to distinguish unsanctioned AI usage from legitimate operational behavior, particularly as SaaS applications, APIs, and orchestration layers increasingly have AI embedded into normal business workflows. Identifying threats using previously observed intelligence or depending on hard to maintain allow and block lists does not provide a dynamic enough strategy to manage risk. Also, many organizations are focusing on identifying Shadow AI in their governed infrastructure, like gateways, endpoints, or SASE, which is foundational. But, organizations require visibility and Shadow AI detection across all networked infrastructure from on-prem, hybrid, data centers, and cloud infrastructure that may not have endpoint agent visibility. This uncovers the utilization of MCP, data flows, and autonomous agents across these domains.

For example, employees interact with AI assistants across approved SaaS platforms every day. However, browser extensions and other types of plug-ins can route prompts that include enterprise data to embedded AI services in ways that are not visible to the security team. AI enabled workflows may invoke multiple APIs, orchestration layers, and cloud services behind the scenes, making it difficult for traditional security tooling to determine where data is processed, stored, or retransmitted. Because much of this activity occurs within trusted browser sessions and encrypted SaaS traffic, conventional network monitoring, DLP, and application allowlisting controls often lack the context needed to accurately identify or govern these interactions

Identifying AI tools in the environment is one part of the equation. Understanding the behavior surrounding their use is where the real challenge lies. An AI application is not inherently risky, but the way users or other assets interact with it may be. Sensitive data exposure, abnormal access patterns, and misuse of AI-assisted workflows often appear legitimate in isolation and only become visible through behavioral analysis across the broader environment.  

What Shadow AI visibility does and doesn’t show

Comprehensive Shadow AI visibility allows organizations to answer several important questions:

  • What types of AI are we using? What AI platforms, agents, MCP clients/servers, and services are active across the enterprise?  
  • Who is using AI services? Which users, business units, or systems are interacting with those AI services?  
  • Is our data safe? Is sensitive or regulated data being exposed through prompts, workflows, or integrations?  
  • Are AI systems behaving as expected? Are AI systems behaving anomalously or operating outside approved governance processes?  
  • Are our AI systems under attack? Is an attacker attempting to manipulate prompts, influence agent behavior, or abuse AI-enabled workflows?

Answering these questions is foundational to broader AI governance efforts. However, it is limited to helping teams understand initial interactions and fails to offer insight into dependencies and outcomes that are critical to securing AI across an enterprise.  

Deeper visibility that includes the ability to understand dependencies and outcomes are not always available in AI security point products. Answering the questions below requires understanding runtime behavior and operational outcomes:  

  • What actions did the AI interaction trigger?  
  • What systems, applications, or data did it access? Did the AI operate beyond its intended permissions or scope?  
  • Could a low-risk interaction lead to high-risk outcomes?  
  • What is the risk and context understanding of an anomalous activity to assist in prioritization of analysis and autonomous response action?

The distinction between these two sets of questions offers two different layers of AI security. The first set of questions focuses on discovery and interaction visibility. The second set focuses on providing visibility that includes the context and outcomes that are critical for managing follow-on risks associated with obfuscated downstream activities.  

Together, these layers help organizations move beyond simply identifying AI usage toward understanding how AI behaves operationally across the enterprise.

How organizations are addressing shadow AI

Most organizations still approach shadow AI as an application control problem, relying on policies, browser restrictions, and allow/block lists. However, AI adoption is evolving faster than most governance processes can realistically keep pace with. New assistants, plugins, and embedded AI features appear continuously, creating pressure to enable business productivity while simultaneously containing risk.  

Existing governance processes were designed for a more traditional SaaS adoption cycle, where new applications could be reviewed, approved, and monitored over longer time horizons. AI adoption operates differently. New capabilities can appear overnight inside existing platforms employees already use, making it difficult for security and governance teams to maintain an accurate understanding of enterprise AI exposure. This means that many organizations are experiencing significant operational overhead, particularly in large environments where AI usage is decentralized across teams, departments, and third-party services.  

Where should organizations start when securing their AI systems?

Shadow AI identification is an on-going critical component for AI Risk/Governance Boards as well as security organizations. As organizations seek AI certifications like ISO 42001 AI Management Systems, visibility into all AI adoption from enterprise use to custom innovation and development is crucial. Shadow AI identification provides organizations with the visibility needed to decide whether an AI tool should be brought into governed environments to reduce data loss (DLP) risks or whether policies should be established and enforced to restrict their use.

As organizations rapidly innovate and adopt AI, they are taking on more and more risk. Organizations need to have a strategy in place to mitigate the assumed risk, especially with third-party adoption. Visibility, monitoring, governance enforcement, behavioral-based detection of non-deterministic systems, and autonomous investigation and containment becomes critical to mitigating the risk of AI systems.  

How Darktrace secures AI and shadow AI

Attackers are using AI to move faster, scale tactics, and make threats more adaptive and convincing. Internally, organizations are grappling with new forms of risk created by generative AI, autonomous agents, shadow AI, and increasingly complex digital environments.

Darktrace helps organizations protect both people and AI in a world where AI is now central to how business gets done. Darktrace / SECURE AI helps organizations discover and control shadow AI by surfacing unsanctioned or unexpected AI activity where it appears – including MCP detections, distinguishing misuse of legitimate tools and unapproved services, and applying policy to contain data exposure while guiding users toward sanctioned options.

Stay up to date on AI security

Sign up for the Secure AI Readiness Program here: This gives you exclusive access to the latest news on the latest AI threats, updates on emerging approaches shaping AI security, and insights into the latest innovations, including Darktrace’s ongoing work in this area.

Ready to talk with a Darktrace expert on securing AI? Register here to receive practical guidance on the AI risks that matter most to your business, paired with clarity on where to focus first across governance, visibility, risk reduction, and long-term readiness.  

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June 25, 2026

From Click to Command: Behavioral Detection of AppleScript-Led MacOS Intrusions

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Introduction

Darktrace’s Threat Research team is publishing this analysis to help defenders understand an active pattern of macOS tradecraft observed in multiple customer environments. This post summarizes the behaviors observed, how they were assessed, and what defenders can do now.

Across multiple environments, Darktrace observed a consistent MacOS intrusion pattern beginning with ClickFix-style user-assisted “update” execution and transitioning into AppleScript-driven post-compromise activity and sustained outbound signaling.

While individual indicators were low-confidence, the repeated convergence of weak behavioral signals — including HTTP POST beaconing, rare or IP-only destinations, SSL anomalies, and abnormal client characteristics — provided a defensible indication of command-and-control establishment Darktrace detection and response in these cases was driven by behavior over artifacts. In the highest-confidence instances, automated containment disrupted outbound signaling before sustained tasking could occur.

Background

ClickFix-style activity typically relies on user-assisted execution and plausible “update” pretexting, followed by post-execution use of native tools to keep the footprint light. In MacOS environments, AppleScript and other built-in scripting mechanisms enable flexible post-compromise workflows while minimizing stable file-based indicators.

Following execution, affected devices exhibited a consistent behavioral pattern. AppleScript or equivalent native scripting activity was observed initiating follow-on workflows, after which outbound communications began to establish a structured rhythm.

These communications were characterized by repeated HTTP POST requests to low-prevalence or IP-only endpoints, often combined with unusual SSL properties and client identifiers that diverged from baseline device behavior. Individually, these signals were weak. When correlated across time and devices, they formed a pattern consistent with control establishment rather than benign software activity.

In higher-confidence cases, Autonomous Response actions were able to reduce or halt outbound signaling, interrupting the attacker’s ability to maintain control.

Detection Timeline

In representative cases, the sequence unfolded as follows:

Stage 1 – Initial Execution

Initial activity began with suspicious or masqueraded execution on a MacOS endpoint, consistent with ClickFix-style user deception.

Stage 2 – Post-Execution Scripting

This was followed closely by native scripting activity, most commonly AppleScript, indicating the transition into post-execution workflow.

Stage 3 – Outbound Communications

Outbound communications then emerged, initially sporadic but quickly forming a consistent cadence of HTTP POST requests to rare external endpoints.

Stage 4 – Anomaly Convergence

As activity persisted, additional anomalies became visible — unusual SSL characteristics, abnormal user agents, and connections to infrastructure with no prior network prevalence.

Stage 5 – Autonomous Response

In the most mature stages of the activity, automated containment actions disrupted outbound communications on affected devices, limiting the attacker’s ability to continue tasking while investigations progressed.

Darktrace coverage and detections

The following use-case highlights systems likely affected by malicious macOS intrusion activity linked by Microsoft to the Democratic People’s Republic of Korea (DPRK) [1], with indications of suspicious behavior observed between March 1 and May 3, 2026. The activity overlaps with patterns described in recent reporting on DPRK-nexus MacOS intrusions [1], though attribution confidence in this case remains moderate and based on behavioral alignment rather than solely infrastructure linkage.

Analyst confidence emerged through the correlation of multiple weak signals across time and devices. This included model coverage for rare external communications, sustained beaconing patterns, repeated HTTP POSTs, and anomalous client characteristics. Where enabled, Autonomous Response actions disrupted the most active outbound paths to reduce the attacker’s ability to maintain control while Darktrace’s investigation continued.

Notably, this highly anomalous behavior included:

  • Outbound connections to the rare external endpoint, zoom[.]uswebob[.]us associated with IP address, 148.72.73[.]98 [2][3] over port 443
  • Outbound connections to the rare external endpoint, check02id[.]com associated with IP address, 83.136.210[.]180 [4] over port 7365
  • Outbound connections to the rare external endpoints, 104.145.210[.]107 [5] over port 8443 and 83.136.208[.]48 [6] over port 443
  • Outbound connections to the rare external endpoint, 83.136.208[.]246 [7] over port 6783 with observed URI `/api/daemon` and a PowerShell user agent

Darktrace’s detection initially highlighted a desktop device (running MacOS) engaging in anomalous behavior as early as March 12, 2026. Starting on March 12, the source device triggered a ‘Possible Doppelganger Attack’ alert including connectivity to the hostname "zoom[.]uswebob[.]us · 148.72.73[.]98" over port 443 (TCP, HTTPS, H2). This model highlights a device connecting to a location that is rare but masquerades as legitimate software, such as Zoom in this case, a commonly used technique to blend into expected traffic [2] [3].

 Initial connectivity observed to the rare external hostname, zoom[.]uswebob[.]us · 148.72.73[.]98, over port 443.
Figure 1: Initial connectivity observed to the rare external hostname, zoom[.]uswebob[.]us · 148.72.73[.]98, over port 443.

This was followed roughly seven later by a connection to 104.145.210[.]107 over port 8443, during which approximately 250 KiB of data of inbound data and 30 MiB of outbound data was observed, triggering the ‘Unusual Activity / Unusual External Data to New Endpoint’ in Darktrace.

Quickly after this connection, Darktrace’s Autonomous Response intervened, blocking the device’s access to the unusual external location and halting the data exfiltration attempt.

Figure 2: Darktrace’s detection of unusual data exfiltration, shortly followed by an Autonomous Response action to block it.

The device continued to consistently trigger model alerts relating to unusual external connectivity, including 'Posting HTTP to IP Without Hostname', 'Anomalous Connection / Rare External SSL Self-Signed' alerts, until well after 3 PM that day.

Figure 3: Additional external connectivity to new IP without a hostname, including connectivity to 83.136.208[.]246, alongside an anomalous ‘curl/8.7.1’ user agent and ‘/api/daemon’ URI.
Figure 4: Continued external SSL connectivity to IP 83.136.208[.]48, including connectivity to 83.136.208[.]246, alongside an anomalous ‘curl/8.7.1’ user agent and ‘/api/daemon’ URI.
Figure 5: Continued external HTTP connectivity to hostname, check02id[.]com · 83.136.210[.]180, alongside an anomalous ‘Go-http-client/1,1’ user agent.

From March 13 to March 28, the device continued exhibit unusual connectivity to various endpoints (e.g., 83.136.208[.]48, 83.136.208[.]246, check02id[.]com · 83.136.210[.]180), with the 'Multiple HTTP POSTs to Rare Hostname' model consistently triggering.

Windows OS Case

Pivoting over to an additional device, this time running Windows OS, anomalous behavior was also observed between March 30 and April 20. Notably, on March 30, the device was observed making a large number of suspicious external connection attempts to 83.136.208[.]246 over port 6783, all of which failed.

A further indicator was observed on April 1 with PowerShell connectivity to the same rare endpoint (83.136.208[.]246, port 6783), using the URI '/api/daemon' and the user agent 'Mozilla/5.0 (Windows NT; Windows NT 10.0; fr-FR) WindowsPowerShell/5.1.26100.7920'.  Additional alerts included 'New User Agent to IP Without Hostname' and 'Anomalous Github Download', alongside activity involving the same endpoint.

Figure 6 : ‘Anomalous Powershell to Rare External Destination’ and ‘Github Download’ model alerts. This behavior involved connectivity with the endpoints ‘83.136.208[.]246’ and ‘github[.]com’.

The device continued triggering 'Posting HTTP to IP Without Hostname' & 'PowerShell to External Rare' alerts between April 4 and April 20 across multiple related endpoints (i.e., 83.136.208[.]48, 83.136.208[.]246, check02id[.]com · 83.136.210[.]180).

Darktrace’s Autonomous Response capability was able to block suspicious PowerShell attempts to unusual external locations, as shown below in an example from April 20.

Figure 7:  Autonomous Response intervening to block an unusual PowerShell connection to an external destination.

Cyber AI Analyst investigations

In higher-confidence instances, Darktrace’s Cyber AI Analyst investigations helped connect otherwise separate model alerts into a single incident narrative, highlighting the attacker’s progression from post-execution scripting into sustained outbound signaling. This contextual stitching is particularly valuable in macOS scenarios where static artefacts are limited, and behavioral sequencing defines the intrusion.

Cyber AI Analyst investigations highlighted alerts on March 12, including unusual repeated connections and possible SSL command-and-control (C2) to multiple endpoints:

Figure 8: Cyber AI Analyst investigation linking events into a unified incident.

Autonomous Response

In addition to the containment actions detailed earlier, Autonomous Response implemented multiple additional measures to contain suspicious activity throughout the course of this attack. Whenever unusual external connectivity was detected, Darktrace blocked it, closing down potential C2 channels. Likewise, when data exfiltration attempts were identified, these connections were stopped to prevent the potential loss of sensitive data.

Figure 9: Autonomous Response actions implemented by Darktrace in response to suspicious connectivity in mid-March.

Furthermore, in cases where a device was deemed to have carried out a significant number of anomalous activities, Darktrace enforced a “pattern of life” on the device, preventing it from deviating from its expected behavior while allowing legitimate business operations to continue uninterrupted.

Figure 10: Autonomous Response actions implemented by Darktrace in response to suspicious connectivity in April, including the “Enforce Pattern of Life” action.

Conclusion

macOS intrusion tradecraft continues to shift toward native tooling and lightweight control channels designed to evade signature-led controls.

The repeated convergence of rare destinations, POST-based signaling, and anomalous client behavior — observed across time and across devices — provided sufficient evidence to act early and with confidence.

As macOS tradecraft continues to evolve, the defender advantage increasingly lies not in signatures, but in the ability to reason from behavior.

Credit to Justin Torres (Senior Cyber Analyst), Nathaniel Jones (VP, Security & AI Strategy, FCISO)

Edited by Ryan Traill (Content Manager)

Appendices

Darktrace Model Alert Coverage:

/ NETWORK-based model alerts:

·       Anomalous Connection::Multiple HTTP POSTs to Rare Hostname

·       Anomalous Connection::Rare External SSL Self-Signed

·       Anomalous Connection::Powershell to Rare External

·       Anomalous Connection::New User Agent to IP Without Hostname

·       Anomalous Connection::Posting HTTP to IP Without Hostname

·       Compromise::Fast Beaconing to DGA

·       Compromise::Large Number of Suspicious Failed Connections

·       Device::Anomalous Github Download

·       Device::New PowerShell User Agent

·       Unusual Activity::Unusual External Data to New Endpoint

/ NETWORK-based Autonomous Response model alerts:

·       Antigena / Network::Significant Anomaly::Antigena Significant Anomaly from Client Block

·       Antigena / Network::Significant Anomaly::Antigena Controlled and Model Breach

·       Antigena / Network::Significant Anomaly::Antigena Breaches Over Time Block

Indicators of Compromise (IoCs)

IP/Hostname:

·       zoom[.]uswebob[.]us · 148.72.73[.]98

·       83.136.208[.]246

·       check02id[.]com · 83.136.210[.]180

·       83.136.208[.]48

·       104.145.210[.]107

URIs:

·       /api/daemon

Destination Port Usage:

·       6783

·       5202

·       443

·       7365

·       8443

ASN:

·       AS400897 PETROSKY

·       AS398256 AS-ULTAHOST

User agents:

·       Mozilla/5.0 (Windows NT; Windows NT 10.0; fr-FR) WindowsPowerShell/5.1.26100.7920

·       Go-http-client/1.1

·       curl/8.7.1

MITRE ATT&CK Mapping

(Technique Name - Tactic - ID - Sub-Technique of)

·       Browser Session Hijacking - COLLECTION - T1185

·       Web Protocols - COMMAND AND CONTROL - T1071.001 - T1071

·       Install Digital Certificate - RESOURCE DEVELOPMENT - T1608.003 - T1608

·       PowerShell - EXECUTION - T1059.001 - T1059

·       Domain Generation Algorithms - COMMAND AND CONTROL - T1568.002 - T1568

·       Non-Standard Port - COMMAND AND CONTROL - T1571

·       Malware - RESOURCE DEVELOPMENT - T1588.001 - T1588

·       Web Service - COMMAND AND CONTROL - T1102

·       Code Repositories - COLLECTION - T1213.003 - T1213

·       Exploitation of Remote Services - LATERAL MOVEMENT - T1210

·       Exfiltration Over C2 Channel - EXFILTRATION - T1041

·       Exfiltration to Cloud Storage - EXFILTRATION - T1567.002 - T1567

References:

[1] https://www.microsoft.com/en-us/security/blog/2026/04/16/dissecting-sapphire-sleets-macos-intrusion-from-lure-to-compromise/

[2] https://radar.securityalliance.org/advisory-on-dprk-unc1069-fake-microsoft-teams-and-zoom-calls/

[3] https://www.virustotal.com/gui/domain/uswebob.us

[4] https://www.virustotal.com/gui/ip-address/83.136.210.180/community

[5] https://www.virustotal.com/gui/ip-address/104.145.210.107/community

[6] https://www.virustotal.com/gui/ip-address/83.136.208.48/community

[7] https://www.virustotal.com/gui/ip-address/83.136.208.246/community

[8] https://www.darktrace.com/blog/applescript-abuse-unpacking-a-macos-phishing-campaign

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About the author
Justin Torres
Cyber Analyst
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