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June 19, 2023

Darktrace Detection of 3CX Supply Chain Attack

Explore how the 3CX supply chain compromise was uncovered, revealing key insights into the detection of sophisticated cyber threats.
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
Nahisha Nobregas
SOC Analyst
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19
Jun 2023

Ever since the discovery of the SolarWinds hack that affected tens of thousands of organizations around the world in 2020, supply chain compromises have remained at the forefront of the minds of security teams and continue to pose a significant threat to their business operations. 

Supply chain compromises can have far-reaching implications, from disrupting an organization’s daily operations, incurring huge financial and reputational damage, to affecting the critical infrastructure of entire countries. As such, it is essential for organizations to have effective security measures in place able to identify and halt these attacks at the earliest possible stage.

In March 2023 the 3CX Desktop application became the latest victim of a supply chain compromise dubbed as the “SmoothOperator” by SentinelOne. This application is used by over 600,000 companies worldwide and the customer list contains high-profile customers across a variety of industries [2]. The 3CX Desktop application is a Voice over Internet Protocol (VoIP) communication software for enterprises that allows for chats, video calls, and voice calls. [3] The 3CX installers for both Windows and macOS systems were affected by information stealing malware. Researchers were able to discern that threat actors also known as UNC 4736 related to financially motivated North Korean operators also known as AppleJeus were responsible for the supply chain compromise.  Researchers have also linked it to another supply chain compromise that occurred prior on the Trading Technologies X_TRADER platform, making this the first known cascading software supply chain compromise used to distribute malware on a wide scale and still be able to align operator interests. [3] Customer reports following the compromise began to surface about the 3CX software being picked up as malicious by several cybersecurity vendors such as CrowdStrike, SentinelOne, and Palo Alto Networks. [6] 

By leveraging integrations with other security vendors like CrowdStrike and SentinelOne, Darktrace DETECT™ was able to identify activity from the “SmoothOperator” across the customer base at multiple stages of the kill chain in March 2023. Darktrace RESPOND™ was then able to autonomously intervene against these emerging threats, preventing significant disruption to customer networks. 

Background on the first known cascading supply chain attack 

Initial Access

In April 2023, security researchers identified the initial target in this story was not the 3CX desktop application, rather, it was another software application called X_TRADER by Trading Technologies. [3] Trading Technologies is a provider that offers high-performance financial trading packages, allowing financial professionals to analyze and trade assets within the stock market more efficiently. Unfortunately, a compromise already existed in the supply chain for this organization. The X_TRADER installer, which had been retired in 2020, still had its code signing certificate set to expire in October 2022. This code signing certificate was exploited by attackers to digitally sign the malicious software. [3] It also inopportunely led to 3CX when an employee unknowingly downloaded a trojanized installer for the X_TRADER software from Trading Technologies prior to the certificate’s expiration. [4]. This compromise of 3CX via X_TRADER was the first case of a cascading supply chain attack reported on within the wider threat landscape. 

Persistence and Privilege Escalation 

Following these findings, researchers were able to identify the likely kill chain that occurred on Windows systems, beginning with the download of the 3CX DesktopApp installer that executed an executable (.exe) file before dropping two trojanized Data Link Libraries (DLLs) alongside a benign executable that was used to sideload malicious DLLs. These DLLs contained and used SIGFLIP and DAVESHELL; both publicly available projects. [3] In this case, the DLLs were used to decrypt using an RC4 key and load a payload into the memory of a compromised system. [3] SIGFLIP and DAVESHELL also extract and decrypt the modular backdoor named VEILEDSIGNAL, which also contains a command and control (C2) configuration. This malware allowed the North Korean threat operators to gain administrative control to the 3CX employee’s device. [3] This was followed by access to the employee’s corporate credentials, ultimately leading to access to 3CX systems. [4] 

Lateral Movement and C2 activity

Security researchers were also able to identify other malware families that were mainly utilized in the supply chain attack to move laterally within the 3CX environment, and allow for C2 communication [3], these malware families are detailed below:

  • TaxHaul: when executed it decrypts shellcode payload, observed by Mandiant to persist via DLL search-order hijacking.
  • Coldcat: complex downloader, which also beacons to a C2 infrastructure.
  • PoolRat: collects system information and executes commands. This is the malware that was found to affect macOS systems.
  • IconicStealer: served as a third stage payload on 3CX systems to steal data or information.

Furthermore, it was also reported early on by Kaspersky that a backdoor named Gopuram, routinely used by the North Korean threat actors Lazarus and typically used against cryptocurrency companies, was also used as a second stage payload on a limited number of 3CX’s customers compromised systems. [5]

3CX detections observed by Darktrace

CrowdStrike and SentinelOne, two of the major detection platforms with which Darktrace partners through security integrations, initially revealed that their platforms had identified the campaign appeared to be targeting 3CXDesktopApp customers in March 2023. 

At this time, Darktrace was also observing this activity and alerting customers to unusual behavior on their networks. [1][7] Darktrace DETECT identified activity related to the supply chain compromise primarily through host-level alerts associated with CrowdStrike and SentinelOne integrations, as well as model breaches related to lateral movement and C2 activity. 

Some of the activity related to the 3CX supply chain compromise that Darktrace detected was observed solely via integration models picking up executable and Microsoft Software Installer (msi) file downloads for the 3CXDesktopApp, suggesting the compromise likely was stopped at the endpoint device. 

CrowdStrike integration model breach identifying 3CXDesktopApp[.]exe as possible malware
Figure 1: CrowdStrike integration model breach identifying 3CXDesktopApp[.]exe as possible malware on March 30, 2023.
showcases the Model Breach Event Log for the CrowdStrike integration model breach
Figure 2: The above figure, showcases the Model Breach Event Log for the CrowdStrike integration model breach shown in Figure 1.

In another case highlighted in Figure 3 and 4, security platforms were associating 3CX as malicious. The device in these figures was observed downloading a 3CXDesktopApp executable followed by an msi file about an hour later. This pattern of activity correlates with the compromise process that had been on reported, where the “SmoothOperator” malware that affected 3CX systems was able to persist through DLL side-loading of malicious DLL files delivered with benign executable files, making it difficult for traditional security tools to detect. [2][3][7]

The activity in this case was detected by the DETECT integration model, ‘High Severity Integration Malware Detection’ and was later blocked by the Darktrace RESPOND/Network model, ‘Antigena Significant Anomaly from Client Block’ which applied the “Enforce Pattern of Life” action to intercept the malicious download that was taking place. Darktrace RESPOND uses AI to learn every devices normal pattern of life and act autonomously to enforce its normal activity. In this event, RESPOND would not only intercept the malicious download that was taking place on the device, but also not allow the device to significantly deviate from its normal pattern of activity.

The Model Breach Event log for the device displays the moment in which the SentinelOne integration model breached for the 3CXDesktopApp.exe file
Figure 3: The Model Breach Event log for the device displays the moment in which the SentinelOne integration model breached for the 3CXDesktopApp.exe file followed subsequently by the RESPOND model, ‘Antigena Significant Anomaly from Client Block’, on March 29, 2023.
Another ‘High Severity Integration Malware Detection’ breached
Figure 4: Another ‘High Severity Integration Malware Detection’ breached for the same device in Figure 3 approximately one hour later because of the msi file, 3CXDesktopApp-18.12.416.msi, which also led to the Darktrace RESPOND model, ‘Antigena Significant Anomaly from Client Block’, on March 29, 2023.

In a separate case, Darktrace also detected a device performing unusual SMB drive writes for the file ‘3CXDesktopApp-18.10.461.msi’. This breached the DETECT model ‘SMB Drive Write’. This model detects when a device starts writing files to another internal device it does not usually communicate with via the SMB protocol using the admin$ or drive shares.

This Model Breach Event log highlights the moment Darktrace captured the msi application file for the 3CXDesktopApp being transferred internally on this customer’s network
Figure 5: This Model Breach Event log highlights the moment Darktrace captured the msi application file for the 3CXDesktopApp being transferred internally on this customer’s network, this was picked up as new activity for the device on March 28, 2023. 

In a couple of other cases observed by Darktrace, connections detected were made from affected devices to 3CX compromise related endpoints. In Figure 6, the device in question was detected connecting to the endpoint, journalide[.]org. This breached the model, ‘Suspicious Self-Signed SSL’, which looks for connections being made to an endpoint with a self-signed SSL certificate which is designed to look legitimate, as self-signed certificates are often used in malware communication.

Model Breach Event log for connections to the 3CX C2 related endpoint
Figure 6: Model Breach Event log for connections to the 3CX C2 related endpoint, journalide[.]org, these connections breached the model Suspicious Self-Signed SSL on April 24, 2023.

On another Darktrace customer environment, a 3CX C2 endpoint, pbxphonenetwork[.]com, had already been added to the Watched Domains list around the time reports of the 3CX application software being malicious had been reported. The Watched Domains list allows Darktrace to detect if any device on the network makes connections to these domains with more scrutiny and breach a model for further visibility of threats on the network. Activity in this case was detected and subsequently blocked by a Darktrace RESPOND action, “Block connections to 89.45.67[.]160 port 443 and pbxphonenetwork[.]com on port 443”, blocking the device from connecting to this 3CX C2 endpoints on the spot (see Figure 7). This activity subsequently breached the RESPOND model, ‘Antigena Watched Domain Block’. 

Figure 7: History log of the Darktrace RESPOND action applied to the device breaching the Darktrace RESPOND model, Antigena Watched Domain Block and applying the action, “Block connections to 89.45.67[.]160 port 443 and pbxphonenetwork[.]com on port 443” on March 31, 2023.

Darktrace Coverage 

Utilizing integrations with Darktrace such as those with CrowdStrike and SentinelOne, Darktrace was able to detect and respond to activity identified as malicious 3CX activity by CrowdStrike and SentinelOne as seen in Figures 1, 2, 3, and 4. This activity breached the following Darktrace DETECT models: 

  • Integration / CrowdStrike Alert
  • Security Integration / High Severity Integration Malware Detection

Darktrace was also able to identify lateral movement activity such as in the case illustrated in Figure 5.

  • Compliance / SMB Drive Write

Lastly, C2 beaconing activity from malicious endpoints associated with the 3CX compromise was also detected as seen in Figure 6, this activity breached the following Darktrace DETECT model:

  • Anomalous Connection / Suspicious Self-Signed SSL

For customers with Darktrace RESPOND configured in autonomous response mode, Darktrace RESPOND models also breached to activity related to the 3CX supply chain compromise as seen in Figures 3, 4, and 7. Below are the models that breached and the following autonomous actions that were applied:

  • Antigena / Network / Significant Anomaly / Antigena Significant Anomaly from Client Block, “Enforce pattern of life”
  • Antigena / Network / External Threat / Antigena Watched Domain Block, “Block connections to 89.45.67[.]160 port 443 and pbxphonenetwork[.]com on port 443”

Conclusion 

The first known cascading supply chain compromise occurred inopportunely for 3CX but conveniently for UNC 4736 North Korean threat actors. This “SmoothOperator” compromise was detected by endpoint security platforms such as CrowdStrike who was at the cusp of this discovery when it became one of the first platforms to report on malicious activity related to the 3CX DesktopApp supply chain compromise.  

Although still novel at the time and largely without reported indicators of compromise, Darktrace was able to capture and identify activity related to the 3CX compromise across its customer base, as well as respond autonomously to contain it. Darktrace was able to amplify security integrations with CrowdStrike and SentinelOne, and via anomaly-based model breaches, contribute unique insights by highlighting activity in varied parts of the 3CX supply chain compromise kill chain. The “SmoothOperator” supply chain attack proves that the Darktrace suite of products, including DETECT and RESPOND, can not only act autonomously to identify and respond to novel threats, but also work with security integrations to further amplify intervention and prevent cyber disruption on customer networks. 

Credit to Nahisha Nobregas, SOC Analyst and Trent Kessler, SOC Analyst.

Appendices

MITRE ATT&CK Framework

Resource Development

  • T1588 Obtain Capabilities  
  • T1588.004 Digital Certificates
  • T1608 Stage Capabilities  
  • T1608.003 Install Digital Certificate

Initial Access

  • T1190 Exploit Public-Facing Application
  • T1195 Supply Chain Compromise  
  • T1195.002 Compromise Software Supply Chain

Persistence

  • T1574 Hijack Execution Flow
  • T1574.002 DLL Side-Loading

Privilege Escalation

  • T1055 Process Injection
  • T1574 Hijack Execution Flow  
  • T1574.002 DLL Side-Loading

Command and Control

  • T1071 Application Layer Protocol
  • T1071.001 Web Protocols
  • T1071.004 DNS  
  • T1105 Ingress Tool Transfer
  • T1573 Encrypted Channel

List of IOCs

C2 Hostnames

  • journalide[.]org
  • pbxphonenetwork[.]com

Likely C2 IP address

  • 89.45.67[.]160

References

  1. https://www.crowdstrike.com/blog/crowdstrike-detects-and-prevents-active-intrusion-campaign-targeting-3cxdesktopapp-customers/
  2. https://www.bleepingcomputer.com/news/security/3cx-confirms-north-korean-hackers-behind-supply-chain-attack/
  3. https://www.mandiant.com/resources/blog/3cx-software-supply-chain-compromise
  4. https://www.securityweek.com/cascading-supply-chain-attack-3cx-hacked-after-employee-downloaded-trojanized-app/
  5. https://securelist.com/gopuram-backdoor-deployed-through-3cx-supply-chain-attack/109344/
  6. https://www.bleepingcomputer.com/news/security/3cx-hack-caused-by-trading-software-supply-chain-attack/
  7. https://www.sentinelone.com/blog/smoothoperator-ongoing-campaign-trojanizes-3cx-software-in-software-supply-chain-attack/
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
Nahisha Nobregas
SOC 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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About the author
Nicole Carignan
SVP, Security & AI Strategy, Field CISO

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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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