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November 6, 2023

How PlugX Malware Has Evolved & Adapted

Discover how Darktrace effectively detected and thwarted the PlugX remote access trojan in 2023 despite its highly evasive and adaptive nature.
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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06
Nov 2023

What is PlugX Remote Access Trojan?

Understanding remote access trojans (RATs)

As malicious actors across the threat landscape continue to pursue more efficient and effective ways of compromising target networks, all while remaining undetected by security measures, it is unsurprising to see an increase in the use of remote access trojans (RATs) in recent years. RATs typically operate stealthily, evading security tools while offering threat actors remote control over infected devices, allowing attackers to execute a wide range of malicious activities like data theft or installing additional malware.

Definition and general functionality of RATs: A Remote Access Trojan (RAT) is a type of malware that enables unauthorized remote control of an infected computer. Once installed, RATs allow attackers to monitor user activities, steal sensitive information, manipulate files, and execute commands. RATs are typically distributed via phishing emails, malicious attachments, drive-by downloads, or exploiting software vulnerabilities. Due to their ability to provide comprehensive control over a compromised system, RATs pose a significant security threat to individuals and organizations.

Historical overview of PlugX

PlugX is one such example of a RAT that has attributed to Chinese threat actors such as Mustang Panda, since it first appeared in the wild back in 2008. It is known for its use in espionage, a modular and plug-in style approach to malware development. It has the ability to evolve with the latest tactics, techniques, and procedures (TTPs) that allow it to avoid the detection of traditional security tools as it implants itself target devices.

How does PlugX work?

The ultimate goal of any RAT is to remotely control affected devices with a wide range of capabilities, which in PlugX’s case has typically included rebooting systems, keylogging, managing critical system processes, and file upload/downloads. One technique PlugX heavily relies on is dynamic-link library (DLL) sideloading to infiltrate devices. This technique involves executing a malicious payload that is embedded within a benign executable found in a data link library (DLL) [1]. The embedded payload within the DLL is often encrypted or obfuscated to prevent detection.

What’s more, a new variant of PlugX was observed in the wild across Papua New Guinea, Ghana, Mongolia, Zimbabwe, and Nigeria in August 2022, that added several new capabilities to its toolbox.

Key capabilities of PlugX

The new variation is reported to continuously monitor affected environments for new USB devices to infect, allowing it to spread further through compromised networks [2]. It is then able to hide malicious files within a USB device by using a novel technique that prevents them from being viewed on Windows operating systems (OS). These hidden files can only be viewed on a Unix-like (.nix) OS, or by analyzing an affected USB devices with a forensic tool [2]. The new PlugX variant also has the ability to create a hidden directory, “RECYCLER.BIN”, containing a collection of stolen documents, likely in preparation for exfiltration via its command and control (C2) channels. [3]

Since December 2022, PlugX has been observed targeting networks in Europe through malware delivery via HTML smuggling campaigns, a technique that has been dubbed SmugX [4].

This evasive tactic allows threat actors to prepare and deploy malware via phishing campaigns by exploiting legitimate HTML5 and JavaScript features [5].

Darktrace Coverage of PlugX

Between January and March 2023, Darktrace observed activity relating to the PlugX RAT on multiple customers across the fleet. While PlugX’s TTPs may have bypassed traditional security tools, the anomaly-based detection capabilities of Darktrace allowed it to identify and alert the subtle deviations in the behavior of affected devices, while Darktrace was able to take immediate mitigative action against such anomalous activity and stop attackers in their tracks.  

C2 Communication

Between January and March 2023, Darktrace detected multiple suspicious connections related to the PlugX RAT within customer environments. When a device has been infected, it will typically communicate through C2 infrastructure established for the PlugX RAT. In most cases observed by Darktrace, affected devices exhibited suspicious C2 connections to rare endpoints that were assessed with moderate to high confidence to be linked to PlugX.

On the network of one Darktrace customer the observed communication was a mix of successful and unsuccessful connections at a high volume to rare endpoints on ports such as 110, 443, 5938, and 80. These ports are commonly associated with POP3, HTTPS, TeamViewer RDP / DynGate, and HTTP, respectively.  Figure 1 below showcases this pattern of activity.

Figure 1: Model Breach Event Log demonstrating various successful and unsuccessful connections to the PlugX C2 endpoint 103.56.53[.]46 via various destination ports.

On another customer’s network, Darktrace observed C2 communication involving multiple failed connection attempts to another rare external endpoint associated with PlugX. The device in this case was detected attempting connections to the endpoint, 45.142.166[.]112 on ports 110, 80, and 443 which caused the DETECT model ‘Anomalous Connection / Multiple Failed Connections to Rare Endpoint’ to breach. This model examines devices attempting connections to a rare external endpoint over a short period of time, and it breached in response to almost all PlugX C2 related activity detected by Darktrace. This highlights Darktrace DETECT’s unique ability to identify anomalous activity which appears benign or uncertain, rather than relying on traditional signature-based detections.

Figure 2: Device Event Log demonstrating various successful and unsuccessful connections to the PlugX C2 endpoint 45.142.166[.]112 via various destination on January 27, 2023.

New User Agent

Darktrace's Self-Learning AI approach to threat detection also allowed it to recognize connections to PlugX associated endpoints that utilized a new user agent. In almost all connections to PlugX endpoints detected by Darktrace, the same user agent, Mozilla/5.0 (Windows NT 10.0;Win64;x64)AppleWebKit/537.36, was observed, illustrating a clear pattern in PlugX-related activity

In one example from February 2023, an affected device successfully connected to an endpoint associated with PlugX, 45.142.166[.]112, while using the aforementioned new user agent, as depicted in Figure 3.

Figure 3: The Device Event log above showcases a successful connection to the PlugX associated IP address, 45.142.166[.]112 using the new user agent ‘Mozilla/5.0 (Windows NT 10.0;Win64;x64)AppleWebKit/537.36’.

On March 21, 2023, Darktrace observed similar activity on a separate customer’s network affected by connections to PlugX. This activity included connections to the same endpoint, 45.142.166[.]112. The connection was an HTTP POST request made via proxy with the same new user agent, ‘Mozilla/5.0 (Windows NT 10.0;Win64;x64)AppleWebKit/537.36’. When investigated further this user agent actually reveals very little about itself and appears to be missing a couple of common features that are typically contained in a user agent string, such as a web browser and its version or the mention of Safari before its build ID (‘537.36’).

Additionally, for this connection the URI observed consisted of a random string of 8 hexadecimal characters, namely ‘d819f07a’. This is a technique often used by malware to communicate with its C2 servers, while evading the detection of signature-based detection tools. Darktrace, however, recognized that this external connection to an endpoint with no hostname constituted anomalous behavior, and could have been indicative of a threat actor communicating with malicious infrastructure, thus the ‘Anomalous Connection / Possible Callback URI’ model was breached.

Figure 4: An affected device was detected using the new user agent, ‘Mozilla/5.0 (Windows NT 10.0;Win64;x64)AppleWebKit/537.36’ while connecting to the rare external endpoint 45.142.166[.]112 via proxy.

Numeric File Download

Darktrace’s detection of PlugX activity on another customer’s network, in February 2023, helped to demonstrate related patterns of activity within the C2 communication and tooling attack phases. Observed PlugX activity on this network followed the subsequent pattern; a connection to a PlugX endpoints is made, followed by a HTTP POST request to a numeric URI with a random string of 8 hexadecimal characters, as previously highlighted. Darktrace identified that this activity represented unusual ‘New Activity’ for this device, and thus treated it with suspicion.

Figure 5: New activity was identified by Darktrace in the Device Event Log shown above for connections to the endpoint 45.142.166[.]112 followed by HTTP POSTs to URIs “/8891431c” and “/ba12b866” on February 15, 2023.

The device in question continued to connect to the endpoint and make HTTP POST connections to various URIs relating to PlugX. Additionally, the user agent `Mozilla/5.0 (Windows NT 10.0;Win64;x64)AppleWebKit/537.36` was again detected for these connections. Figure 6 details the activity captured by Darktrace’s Cyber AI Analyst.

Figure 6: The image above showcases activity captured by Darktrace’s AI Analyst for PlugX connections made on February 15, 2023.

Darktrace detected that during these connections, the device in question attempted to download a suspicious file named only with numbers. The use of numeric file names is a technique often used by threat actors to obfuscate the download of malicious files or programs and bypass traditional security tools. Darktrace understood that the download of a numeric file, coupled with the use of an anomalous new user agent, mean the incident should be treated with suspicion. Fortunately, Darktrace RESPOND was enabled in autonomous response mode during this attack, meaning it was able to automatically block the device from downloading the file, or any other files, from the suspicious external location for a two-hour period, potentially preventing the download of PlugX’s malicious tooling.

Conclusion

Amid the continued evolution of PlugX from an espionage tool to a more widely available malware, it is essential that threat detection does not rely on a set of characteristics or indicators, but rather is focused on anomalies. Throughout these cases, Darktrace demonstrated the efficacy of its detection and alerting on emerging activity pertaining to a particularly stealthy and versatile RAT. Over the years, PlugX has continually looked to evolve and survive in the ever-changing threat landscape by adapting new capabilities and TTPs through which it can infect a system and spread to new devices without being noticed by security teams and their tools.

However, Darktrace’s Self-Learning AI allows it to gain a strong understanding of customer networks, learning what constitutes expected network behavior which in turn allows it to recognize the subtle deviations indicative of an ongoing compromise.

Darktrace’s ability to identify emerging threats through anomaly-based detection, rather than relying on established threat intelligence, uniquely positions it to detect and respond to highly adaptable and dynamic threats, like the PlugX malware, regardless of how it may evolve in the future.

Credit to: Nahisha Nobregas, SOC Analyst & Dylan Hinz, Cyber Analyst

Appendices

MITRE ATT&CK Framework

Execution

  • T1059.003 Command and Scripting Interpreter: Windows Command Shell

Persistence and Privilege Escalation

  • T1547.001 Boot or Logon AutoStart Execution: Registry Run Keys / Startup Folder
  • T1574.001 Hijack Execution Flow: DLL Search Order Hijacking
  • T1574.002 Hijack Execution Flow: DLL Side-Loading
  • T1543.003 Create or Modify System Process: Windows Service
  • T1140 Deobfuscate / Decode Files or Information
  • T1083 File and Directory Discovery

Defense Evasion

  • T1564.001 Hide Artifacts: Hidden Files and Directories
  • T1036.004 Masquerading: Task or Service
  • T1036.005 Masquerading: Match Legitimate Name or Location
  • T1027.006 Obfuscated Files or Information: HTML Smuggling

Credential Access

  • T1056.001 Input Capture: Keylogging

Collection

  • T1105 Ingress Tool Transfer

Command and Control

  • T1573.001 Encrypted Channel: Symmetric Cryptography
  • T1070.003 Mail Protocols
  • T1071.001 Web Protocol

DETECT Model Breaches

  • Anomalous Connection / Multiple Failed Connections to Rare Endpoint
  • Anomalous Connection / New User Agent to IP Without Hostname
  • Anomalous File / New User Agent Followed By Numeric File Download
  • Anomalous Connection / Possible Callback URL

Indicators of Compromise (IoCs)

IoC - Type - Description + Confidence

45.142.166[.]112 - IP - PlugX C2 Endpoint / moderate - high

103.56.53[.]46 - IP - PlugX C2 Endpoint / moderate - high

Mozilla/5.0 (Windows NT 10.0;Win64;x64)AppleWebKit/537.36 - User Agent - PlugX User Agent / moderate – high

/8891431c - URI - PlugX URI / moderate-high

/ba12b866 - URI - PlugX URI / moderate -high

References

1. https://www.crowdstrike.com/blog/dll-side-loading-how-to-combat-threat-actor-evasion-techniques/

2. https://unit42.paloaltonetworks.com/plugx-variants-in-usbs/

3. https://news.sophos.com/en-us/2023/03/09/border-hopping-plugx-usb-worm/

4. https://thehackernews.com/2023/07/chinese-hackers-use-html-smuggling-to.html

5. https://www.cyfirma.com/outofband/html-smuggling-a-stealthier-approach-to-deliver-malware/

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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May 5, 2026

When Trust Becomes the Attack Surface: Supply-Chain Attacks in an Era of Automation and Implicit Trust

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Software supply-chain attacks in 2026

Software supply-chain attacks now represent the primary threat shaping the 2026 security landscape. Rather than relying on exploits at the perimeter, attackers are targeting the connective tissue of modern engineering environments: package managers, CI/CD automation, developer systems, and even the security tools organizations inherently trust.

These incidents are not isolated cases of poisoned code. They reflect a structural shift toward abusing trusted automation and identity at ecosystem scale, where compromise propagates through systems designed for speed, not scrutiny. Ephemeral build runners, regardless of provider, represent high‑trust, low‑visibility execution zones.

The Axios compromise and the cascading Trivy campaign illustrate how quickly this abuse can move once attacker activity enters build and delivery workflows. This blog provides an overview of the latest supply chain and security tool incidents with Darktrace telemetry and defensive actions to improve organizations defensive cyber posture.

1. Why the Axios Compromise Scaled

On 31 March 2026, attackers hijacked the npm account of Axios’s lead maintainer, publishing malicious versions 1.14.1 and 0.30.4 that silently pulled in a malicious dependency, plain‑crypto‑[email protected]. Axios is a popular HTTP client for node.js and  processes 100 million weekly downloads and appears in around 80% of cloud and application environments, making this a high‑leverage breach [1].

The attack chain was simple yet effective:

  • A compromised maintainer account enabled legitimate‑looking malicious releases.
  • The poisoned dependency executed Remote Access Trojans (RATs) across Linux, macOS and Windows systems.
  • The malware beaconed to a remote command-and-control (C2) server every 60 seconds in a loop, awaiting further instructions.
  • The installer self‑cleaned by deleting malicious artifacts.

All of this matters because a single maintainer compromise was enough to project attacker access into thousands of trusted production environments without exploiting a single vulnerability.

A view from Darktrace

Multiple cases linked with the Axios compromise were identified across Darktrace’s customer base in March 2026, across both Darktrace / NETWORK and Darktrace / CLOUD deployments.

In one Darktrace / CLOUD deployment, an Azure Cloud Asset was observed establishing new external HTTP connectivity to the IP 142.11.206[.]73 on port 8000. Darktrace deemed this activity as highly anomalous for the device based on several factors, including the rarity of the endpoint across the network and the unusual combination of protocol and port for this asset. As a result, the triggering the "Anomalous Connection / Application Protocol on Uncommon Port" model was triggered in Darktrace / CLOUD. Detection was driven by environmental context rather than a known indicator at the time. Subsequent reporting later classified the destination as malicious in relation to the Axios supply‑chain compromise, reinforcing the gap that often exists between initial attacker activity and the availability of actionable intelligence. [5]

Additionally, shortly before this C2 connection, the device was observed communicating with various endpoints associated with the NPM package manager, further reinforcing the association with this attack.

Darktrace’s detection of the unusual external connection to 142.11[.]206[.]73 via port 8000.  
Figure 1: Darktrace’s detection of the unusual external connection to 142.11[.]206[.]73 via port 8000.  

Within Axios cases observed within Darktrace / NETWORK customer environments, activity generally focused on the use of newly observed cURL user agents in outbound connections to the C2 URL sfrclak[.]com/6202033, alongside the download of malicious files.

In other cases, Darktrace / NETWORK customers with Microsoft Defender for Endpoint integration received alerts flagging newly observed system executables and process launches associated with C2 communication.

A Security Integration Alert from Microsoft Defender for Endpoint associated with the Axios supply chain attack.
Figure 2: A Security Integration Alert from Microsoft Defender for Endpoint associated with the Axios supply chain attack.

2. Why Trivy bypassed security tooling trust

Between late February and March 22, 2026, the threat group TeamPCP leveraged credentials from a previous incident to insert malicious artifacts across Trivy’s distribution ecosystem, including its CI automation, release binaries, Visual Studio Code extensions, and Docker container images [2].

While public reporting has emphasized GitHub Actions, Darktrace telemetry highlights attacker execution within CI/CD runner environments, including ephemeral build runners. These execution contexts are typically granted broad trust and limited visibility, allowing malicious activity within build automation to blend into expected operational workflows, regardless of provider.

This was a coordinated multi‑phase attack:

  • 75 of 76  of trivy-action tags and all setup‑trivy tags were force‑pushed to deliver a malicious payload.
  • A malicious binary (v0.69.4) was distributed across all major distribution channels.
  • Developer machines were compromised, receiving a persistent backdoor and a self-propagating worm.
  • Secrets were exfiltrated at scale, including SSH keys, Kuberenetes tokens, database passwords, and cloud credentials across Amazon Web Service (AWS), Azure, and Google Cloud Platform (GCP).

Within Darktrace’s customer base, an AWS EC2 instance monitored by Darktrace / CLOUD  appeared to have been impacted by the Trivy attack. On March 19, the device was seen connecting to the attacker-controlled C2 server scan[.]aquasecurtiy[.]org (45.148.10[.]212), triggering the model 'Anomalous Server Activity / Outgoing from Server’ in Darktrace / CLOUD.

Despite this limited historical context, Darktrace assessed this activity as suspicious due to the rarity of the destination endpoint across the wider deployment. This resulted in the triggering of a model alert and the generation of a Cyber AI Analyst incident to further analyze and correlate the attack activity.

TeamPCP’s continued abused of GitHub Actions against security and IT tooling has also been observed more recently in Darktrace’s customer base. On April 22, an AWS asset was seen connecting to the C2 endpoint audit.checkmarx[.]cx (94.154.172[.]43). The timing of this activity suggests a potential link to a malicious Bitwarden package distributed by the threat actor, which was only available for a short timeframe on April 22. [4][3]

Figure 3: A model alert flagging unusual external connectivity from the AWS asset, as seen in Darktrace / CLOUD .

While the Trivy activity originated within build automation, the underlying failure mode mirrors later intrusions observed via management tooling. In both cases, attackers leveraged platforms designed for scale and trust to execute actions that blended into normal operational noise until downstream effects became visible.

Quest KACE: Legacy Risk, Real Impact

The Quest KACE System Management Appliance (SMA) incident reinforces that software risk is not confined to development pipelines alone. High‑trust infrastructure and management platforms are increasingly leveraged by adversaries when left unpatched or exposed to the internet.

Throughout March 2026, attackers exploited CVE 2025-32975 to authentication on outdated, internet-facing KACE appliances, gaining administrative control and pushing remote payloads into enterprise environments. Organizations still running pre-patch versions effectively handed adversaries a turnkey foothold, reaffirming a simple strategic truth: legacy management systems are now part of the supply-chain threat surface, and treating them as “low-risk utilities” is no longer defensible [3].

Within the Darktrace customer base, a potential case was identified in mid-March involving an internet-facing server that exhibited the use of a new user agent alongside unusual file downloads and unexpected external connectivity. Darktrace identified the device downloading file downloads from "216.126.225[.]156/x", "216.126.225[.]156/ct.py" and "216.126.225[.]156/n", using the user agents, "curl/8.5.0" & "Python-urllib/3.9".

The timeframe and IoCs observed point towards likely exploitation of CVE‑2025‑32975. As with earlier incidents, the activity became visible through deviations in expected system behavior rather than through advance knowledge of exploitation or attacker infrastructure. The delay between observed exploitation and its addition to the Known Exploited Vulnerabilities (KEV) catalogue underscores a recurring failure: retrospective validation cannot keep pace with adversaries operating at automation speed.

The strategic pattern: Ecosystem‑scale adversaries

The Axios and Trivy compromises are not anomalies; they are signals of a structural shift in the threat landscape. In this post-trust era, the compromise of a single maintainer, repository token, or CI/CD tag can produce large-scale blast radiuses with downstream victims numbering in the thousands. Attackers are no longer just exploiting vulnerabilities; they are exploiting infrastructure privileges, developer trust relationships, and automated build systems that the industry has generally under secured.

Supply‑chain compromise should now be treated as an assumed breach scenario, not a specialized threat class, particularly across build, integration, and management infrastructure. Organizations must operate under the assumption that compromise will occur within trusted software and automation layers, not solely at the network edge or user endpoint. Defenders should therefore expect compromise to emerge from trusted automation layers before it is labelled, validated, or widely understood.

The future of supply‑chain defense lies in continuous behavioral visibility, autonomous detection across developer and build environments, and real‑time anomaly identification.

As AI increasingly shapes software development and security operations, defenders must assume adversaries will also operate with AI in the loop. The defensive edge will come not from predicting specific compromises, but from continuously interrogating behavior across environments humans can no longer feasibly monitor at scale.

Credit to Nathaniel Jones (VP, Security & AI Strategy, FCISCO), Emma Foulger (Global Threat Research Operations Lead), Justin Torres (Senior Cyber Analyst), Tara Gould (Malware Research Lead)

Edited by Ryan Traill (Content Manager)

Appendices

References:

1)         https://www.infosecurity-magazine.com/news/hackers-hijack-axios-npm-package/

2)         https://thehackernews.com/2026/03/trivy-hack-spreads-infostealer-via.html

3)         https://thehackernews.com/2026/03/hackers-exploit-cve-2025-32975-cvss-100.html

4)         https://www.endorlabs.com/learn/shai-hulud-the-third-coming----inside-the-bitwarden-cli-2026-4-0-supply-chain-attack

5)         https://socket.dev/blog/axios-npm-package-compromised?trk=public_post_comment-text

IoCs

- 142.11.206[.]73 – IP Address – Axios supply chain C2

- sfrclak[.]com – Hostname – Axios supply chain C2

- hxxp://sfrclak[.]com:8000/6202033 - URI – Axios supply chain payload

- 45.148.10[.]212 – IP Address – Trivy supply chain C2

- scan.aquasecurtiy[.]org – Hostname - Trivy supply chain C2

- 94.154.172[.]43 – IP Address - Checkmarx/Bitwarden supply chain C2

- audit.checkmarx[.]cx – Hostname - Checkmarx/Bitwarder supply chain C2

- 216.126.225[.]156 – IP Address – Quest KACE exploitation C2

- 216.126.225[.]156/32 - URI – Possible Quest KACE exploitation payload

- 216.126.225[.]156/ct.py - URI - Possible Quest KACE exploitation payload

- 216.126.225[.]156/n - URI - Possible Quest KACE exploitation payload

- 216.126.225[.]156/x - URI - Possible Quest KACE exploitation payload

- e1ec76a0e1f48901566d53828c34b5dc – MD5 - Possible Quest KACE exploitation payload

- d3beab2e2252a13d5689e9911c2b2b2fc3a41086 – SHA1 - Possible Quest KACE exploitation payload

- ab6677fcbbb1ff4a22cc3e7355e1c36768ba30bbf5cce36f4ec7ae99f850e6c5 – SHA256 - Possible Quest KACE exploitation payload

- 83b7a106a5e810a1781e62b278909396 – MD5 - Possible Quest KACE exploitation payload

- deb4b5841eea43cb8c5777ee33ee09bf294a670d – SHA1 - Possible Quest KACE exploitation payload

- b1b2f1e36dcaa36bc587fda1ddc3cbb8e04c3df5f1e3f1341c9d2ec0b0b0ffaf – SHA256 - Possible Quest KACE exploitation payload

Darktrace Model Detections

Anomalous Connection / Application Protocol on Uncommon Port

Anomalous Server Activity / Outgoing from Server

Anomalous Connection / New User Agent to IP Without Hostname

Anomalous File / EXE from Rare External Location

Anomalous File / Script from Rare External Location

Anomalous Server Activity / New User Agent from Internet Facing System

Anomalous Server Activity / Rare External from Server

Antigena / Network / External Threat / Antigena Suspicious File Block

Antigena / Network / External Threat / Antigena Suspicious File Pattern of Life Block

Device / New User Agent

Device / Internet Facing Device with High Priority Alert

Anomalous File / New User Agent Followed By Numeric File Download

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About the author
Nathaniel Jones
VP, Security & AI Strategy, Field CISO

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May 5, 2026

How email-delivered prompt injection attacks can target enterprise AI – and why it matters

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What are email-delivered prompt injection attacks?

As organizations rapidly adopt AI assistants to improve productivity, a new class of cyber risk is emerging alongside them: email-delivered AI prompt injection. Unlike traditional attacks that target software vulnerabilities or rely on social engineering, this is the act of embedding malicious or manipulative instructions into content that an AI system will process as part of its normal workflow. Because modern AI tools are designed to ingest and reason over large volumes of data, including emails, documents, and chat histories, they can unintentionally treat hidden attacker-controlled text as legitimate input.  

At Darktrace, our analysis has shown an increase of 90% in the number of customer deployments showing signals associated with potential prompt injection attempts since we began monitoring for this type of activity in late 2025. While it is not always possible to definitively attribute each instance, internal scoring systems designed to identify characteristics consistent with prompt injection have recorded a growing number of high-confidence matches. The upward trend suggests that attackers are actively experimenting with these techniques.

Recent examples of prompt injection attacks

Two early examples of this evolving threat are HashJack and ShadowLeak, which illustrate prompt injection in practice.

HashJack is a novel prompt injection technique discovered in November 2025 that exploits AI-powered web browsers and agentic AI browser assistants. By hiding malicious instructions within the URL fragment (after the # symbol) of a legitimate, trusted website, attackers can trick AI web assistants into performing malicious actions – potentially inserting phishing links, fake contact details, or misleading guidance directly into what appears to be a trusted AI-generated output.

ShadowLeak is a prompt injection method to exfiltrate PII identified in September 2025. This was a flaw in ChatGPT (now patched by OpenAI) which worked via an agent connected to email. If attackers sent the target an email containing a hidden prompt, the agent was tricked into leaking sensitive information to the attacker with no user action or visible UI.

What’s the risk of email-delivered prompt injection attacks?

Enterprise AI assistants often have complete visibility across emails, documents, and internal platforms. This means an attacker does not need to compromise credentials or move laterally through an environment. If successful, they can influence the AI to retrieve relevant information seamlessly, without the labor of compromise and privilege escalation.

The first risk is data exfiltration. In a prompt injection scenario, malicious instructions may be embedded within an ordinary email. As in the ShadowLeak attack, when AI processes that content as part of a legitimate task, it may interpret the hidden text as an instruction. This could result in the AI disclosing sensitive data, summarizing confidential communications, or exposing internal context that would otherwise require significant effort to obtain.

The second risk is agentic workflow poisoning. As AI systems take on more active roles, prompt injection can influence how they behave over time. An attacker could embed instructions that persist across interactions, such as causing the AI to include malicious links in responses or redirect users to untrusted resources. In this way, the attacker inserts themselves into the workflow, effectively acting as a man-in-the-middle within the AI system.

Why can’t other solutions catch email-delivered prompt injection attacks?

AI prompt injection challenges many of the assumptions that traditional email security is built on. It does not fit the usual patterns of phishing, where the goal is to trick a user into clicking a link or opening an attachment.  

Most security solutions are designed to detect signals associated with user engagement: suspicious links, unusual attachments, or social engineering cues. Prompt injection avoids these indicators entirely, meaning there are fewer obvious red flags.

In this case, the intention is actually the opposite of user solicitation. The objective is simply for the email to be delivered and remain in the inbox, appearing benign and unremarkable. The malicious element is not something the recipient is expected to engage with, or even notice.

Detection is further complicated by the nature of the prompts themselves. Unlike known malware signatures or consistent phishing patterns, injected prompts can vary widely in structure and wording. This makes simple pattern-matching approaches, such as regex, unreliable. A broad rule set risks generating large numbers of false positives, while a narrow one is unlikely to capture the diversity of possible injections.

How does Darktrace catch these types of attacks?

The Darktrace approach to email security more generally is to look beyond individual indicators and assess context, which also applies here.  

For example, our prompt density score identifies clusters of prompt-like language within an email rather than just single occurrences. Instead of treating the presence of a phrase as a blocking signal, the focus is on whether there is an unusual concentration of these patterns in a way that suggests injection. Additional weighting can be applied where there are signs of obfuscation. For example, text that is hidden from the user – such as white font or font size zero – but still readable by AI systems can indicate an attempt to conceal malicious prompts.

This is combined with broader behavioral signals. The same communication context used to detect other threats remains relevant, such as whether the content is unusual for the recipient or deviates from normal patterns.

Ask your email provider about email-delivered AI prompt injection

Prompt injection targets not just employees, but the AI systems they rely on, so security approaches need to account for both.

Though there are clear indications of emerging activity, it remains to be seen how popular prompt injection will be with attackers going forward. Still, considering the potential impact of this attack type, it’s worth checking if this risk has been considered by your email security provider.

Questions to ask your email security provider

  • What safeguards are in place to prevent emails from influencing AI‑driven workflows over time?
  • How do you assess email content that’s benign for a human reader, but may carry hidden instructions intended for AI systems?
  • If an email contains no links, no attachments, and no social engineering cues, what signals would your platform use to identify malicious intent?

Visit the Darktrace / EMAIL product hub to discover how we detect and respond to advanced communication threats.  

Learn more about securing AI in your enterprise.

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About the author
Kiri Addison
Senior Director of Product
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