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April 24, 2024

How Cactus Ransomware Was Detected and Stopped

Discover the tactics used to uncover a Cactus ransomware infection and the implications for cybersecurity defenses.
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
Tiana Kelly
Senior Cyber Analyst & Team Lead
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24
Apr 2024

What is CACTUS Ransomware?

In May 2023, Kroll Cyber Threat Intelligence Analysts identified CACTUS as a new ransomware strain that had been actively targeting large commercial organizations since March 2023 [1]. CACTUS ransomware gets its name from the filename of the ransom note, “cAcTuS.readme.txt”. Encrypted files are appended with the extension “.cts”, followed by a number which varies between attacks, e.g. “.cts1” and “.cts2”.

As the cyber threat landscape adapts to ever-present fast-paced technological change, ransomware affiliates are employing progressively sophisticated techniques to enter networks, evade detection and achieve their nefarious goals.

How does CACTUS Ransomware work?

In the case of CACTUS, threat actors have been seen gaining initial network access by exploiting Virtual Private Network (VPN) services. Once inside the network, they may conduct internal scanning using tools like SoftPerfect Network Scanner, and PowerShell commands to enumerate endpoints, identify user accounts, and ping remote endpoints. Persistence is maintained by the deployment of various remote access methods, including legitimate remote access tools like Splashtop, AnyDesk, and SuperOps RMM in order to evade detection, along with malicious tools like Cobalt Strike and Chisel. Such tools, as well as custom scripts like TotalExec, have been used to disable security software to distribute the ransomware binary. CACTUS ransomware is unique in that it adopts a double-extortion tactic, stealing data from target networks and then encrypting it on compromised systems [2].

At the end of November 2023, cybersecurity firm Arctic Wolf reported instances of CACTUS attacks exploiting vulnerabilities on the Windows version of the business analytics platform Qlik, specifically CVE-2023-41266, CVE-2023-41265, and CVE-2023-48365, to gain initial access to target networks [3]. The vulnerability tracked as CVE-2023-41266 can be exploited to generate anonymous sessions and perform HTTP requests to unauthorized endpoints, whilst CVE-2023-41265 does not require authentication and can be leveraged to elevate privileges and execute HTTP requests on the backend server that hosts the application [2].

Darktrace’s Coverage of CACTUS Ransomware

In November 2023, Darktrace observed malicious actors leveraging the aforementioned method of exploiting Qlik to gain access to the network of a customer in the US, more than a week before the vulnerability was reported by external researchers.

Here, Qlik vulnerabilities were successfully exploited, and a malicious executable (.exe) was detonated on the network, which was followed by network scanning and failed Kerberos login attempts. The attack culminated in the encryption of numerous files with extensions such as “.cts1”, and SMB writes of the ransom note “cAcTuS.readme.txt” to multiple internal devices, all of which was promptly identified by Darktrace DETECT™.

While traditional rules and signature-based detection tools may struggle to identify the malicious use of a legitimate business platform like Qlik, Darktrace’s Self-Learning AI was able to confidently identify anomalous use of the tool in a CACTUS ransomware attack by examining the rarity of the offending device’s surrounding activity and comparing it to the learned behavior of the device and its peers.

Unfortunately for the customer in this case, Darktrace RESPOND™ was not enabled in autonomous response mode during their encounter with CACTUS ransomware meaning that attackers were able to successfully escalate their attack to the point of ransomware detonation and file encryption. Had RESPOND been configured to autonomously act on any unusual activity, Darktrace could have prevented the attack from progressing, stopping the download of any harmful files, or the encryption of legitimate ones.

Cactus Ransomware Attack Overview

Holiday periods have increasingly become one of the favoured times for malicious actors to launch their attacks, as they can take advantage of the festive downtime of organizations and their security teams, and the typically more relaxed mindset of employees during this period [4].

Following this trend, in late November 2023, Darktrace began detecting anomalous connections on the network of a customer in the US, which presented multiple indicators of compromise (IoCs) and tactics, techniques and procedures (TTPs) associated with CACTUS ransomware. The threat actors in this case set their attack in motion by exploiting the Qlik vulnerabilities on one of the customer’s critical servers.

Darktrace observed the server device making beaconing connections to the endpoint “zohoservice[.]net” (IP address: 45.61.147.176) over the course of three days. This endpoint is known to host a malicious payload, namely a .zip file containing the command line connection tool PuttyLink [5].

Darktrace’s Cyber AI Analyst was able to autonomously identify over 1,000 beaconing connections taking place on the customer’s network and group them together, in this case joining the dots in an ongoing ransomware attack. AI Analyst recognized that these repeated connections to highly suspicious locations were indicative of malicious command-and-control (C2) activity.

Cyber AI Analyst Incident Log showing the offending device making over 1,000 connections to the suspicious hostname “zohoservice[.]net” over port 8383, within a specific period.
Figure 1: Cyber AI Analyst Incident Log showing the offending device making over 1,000 connections to the suspicious hostname “zohoservice[.]net” over port 8383, within a specific period.

The infected device was then observed downloading the file “putty.zip” over a HTTP connection using a PowerShell user agent. Despite being labelled as a .zip file, Darktrace’s detection capabilities were able to identify this as a masqueraded PuttyLink executable file. This activity resulted in multiple Darktrace DETECT models being triggered. These models are designed to look for suspicious file downloads from endpoints not usually visited by devices on the network, and files whose types are masqueraded, as well as the anomalous use of PowerShell. This behavior resembled previously observed activity with regards to the exploitation of Qlik Sense as an intrusion technique prior to the deployment of CACTUS ransomware [5].

The downloaded file’s URI highlighting that the file type (.exe) does not match the file's extension (.zip). Information about the observed PowerShell user agent is also featured.
Figure 2: The downloaded file’s URI highlighting that the file type (.exe) does not match the file's extension (.zip). Information about the observed PowerShell user agent is also featured.

Following the download of the masqueraded file, Darktrace observed the initial infected device engaging in unusual network scanning activity over the SMB, RDP and LDAP protocols. During this activity, the credential, “service_qlik” was observed, further indicating that Qlik was exploited by threat actors attempting to evade detection. Connections to other internal devices were made as part of this scanning activity as the attackers attempted to move laterally across the network.

Numerous failed connections from the affected server to multiple other internal devices over port 445, indicating SMB scanning activity.
Figure 3: Numerous failed connections from the affected server to multiple other internal devices over port 445, indicating SMB scanning activity.

The compromised server was then seen initiating multiple sessions over the RDP protocol to another device on the customer’s network, namely an internal DNS server. External researchers had previously observed this technique in CACTUS ransomware attacks where an RDP tunnel was established via Plink [5].

A few days later, on November 24, Darktrace identified over 20,000 failed Kerberos authentication attempts for the username “service_qlik” being made to the internal DNS server, clearly representing a brute-force login attack. There is currently a lack of open-source intelligence (OSINT) material definitively listing Kerberos login failures as part of a CACTUS ransomware attack that exploits the Qlik vulnerabilities. This highlights Darktrace’s ability to identify ongoing threats amongst unusual network activity without relying on existing threat intelligence, emphasizing its advantage over traditional security detection tools.

Kerberos login failures being carried out by the initial infected device. The destination device detected was an internal DNS server.
Figure 4: Kerberos login failures being carried out by the initial infected device. The destination device detected was an internal DNS server.

In the month following these failed Kerberos login attempts, between November 26 and December 22, Darktrace observed multiple internal devices encrypting files within the customer’s environment with the extensions “.cts1” and “.cts7”. Devices were also seen writing ransom notes with the file name “cAcTuS.readme.txt” to two additional internal devices, as well as files likely associated with Qlik, such as “QlikSense.pdf”. This activity detected by Darktrace confirmed the presence of a CACTUS ransomware infection that was spreading across the customer’s network.

The model, 'Ransom or Offensive Words Written to SMB', triggered in response to SMB file writes of the ransom note, ‘cAcTuS.readme.txt’, that was observed on the customer’s network.
Figure 5: The model, 'Ransom or Offensive Words Written to SMB', triggered in response to SMB file writes of the ransom note, ‘cAcTuS.readme.txt’, that was observed on the customer’s network.
CACTUS ransomware extensions, “.cts1” and “.cts7”, being appended to files on the customer’s network.
Figure 6: CACTUS ransomware extensions, “.cts1” and “.cts7”, being appended to files on the customer’s network.

Following this initial encryption activity, two affected devices were observed attempting to remove evidence of this activity by deleting the encrypted files.

Attackers attempting to remove evidence of their activity by deleting files with appendage “.cts1”.
Figure 7: Attackers attempting to remove evidence of their activity by deleting files with appendage “.cts1”.

Conclusion

In the face of this CACTUS ransomware attack, Darktrace’s anomaly-based approach to threat detection enabled it to quickly identify multiple stages of the cyber kill chain occurring in the customer’s environment. These stages ranged from ‘initial access’ by exploiting Qlik vulnerabilities, which Darktrace was able to detect before the method had been reported by external researchers, to ‘actions on objectives’ by encrypting files. Darktrace’s Self-Learning AI was also able to detect a previously unreported stage of the attack: multiple Kerberos brute force login attempts.

If Darktrace’s autonomous response capability, RESPOND, had been active and enabled in autonomous response mode at the time of this attack, it would have been able to take swift mitigative action to shut down such suspicious activity as soon as it was identified by DETECT, effectively containing the ransomware attack at the earliest possible stage.

Learning a network’s ‘normal’ to identify deviations from established patterns of behaviour enables Darktrace’s identify a potential compromise, even one that uses common and often legitimately used administrative tools. This allows Darktrace to stay one step ahead of the increasingly sophisticated TTPs used by ransomware actors.

Credit to Tiana Kelly, Cyber Analyst & Analyst Team Lead, Anna Gilbertson, Cyber Analyst

Appendices

References

[1] https://www.kroll.com/en/insights/publications/cyber/cactus-ransomware-prickly-new-variant-evades-detection

[2] https://www.bleepingcomputer.com/news/security/cactus-ransomware-exploiting-qlik-sense-flaws-to-breach-networks/

[3] https://explore.avertium.com/resource/new-ransomware-strains-cactus-and-3am

[4] https://www.soitron.com/cyber-attackers-abuse-holidays/

[5] https://arcticwolf.com/resources/blog/qlik-sense-exploited-in-cactus-ransomware-campaign/

Darktrace DETECT Models

Compromise / Agent Beacon (Long Period)

Anomalous Connection / PowerShell to Rare External

Device / New PowerShell User Agent

Device / Suspicious SMB Scanning Activity

Anomalous File / EXE from Rare External Location

Anomalous Connection / Unusual Internal Remote Desktop

User / Kerberos Password Brute Force

Compromise / Ransomware / Ransom or Offensive Words Written to SMB

Unusual Activity / Anomalous SMB Delete Volume

Anomalous Connection / Multiple Connections to New External TCP Port

Compromise / Slow Beaconing Activity To External Rare  

Compromise / SSL Beaconing to Rare Destination  

Anomalous Server Activity / Rare External from Server  

Compliance / Remote Management Tool On Server

Compromise / Agent Beacon (Long Period)  

Compromise / Suspicious File and C2  

Device / Internet Facing Device with High Priority Alert  

Device / Large Number of Model Breaches  

Anomalous File / Masqueraded File Transfer

Anomalous File / Internet facing System File Download  

Anomalous Server Activity / Outgoing from Server

Device / Initial Breach Chain Compromise  

Compromise / Agent Beacon (Medium Period)  

Compromise / Agent Beacon (Long Period)  

List of IoCs

IoC - Type - Description

zohoservice[.]net: 45.61.147[.]176 - Domain name: IP Address - Hosting payload over HTTP

Mozilla/5.0 (Windows NT; Windows NT 10.0; en-US) WindowsPowerShell/5.1.17763.2183 - User agent -PowerShell user agent

.cts1 - File extension - Malicious appendage

.cts7- File extension - Malicious appendage

cAcTuS.readme.txt - Filename -Ransom note

putty.zip – Filename - Initial payload: ZIP containing PuTTY Link

MITRE ATT&CK Mapping

Tactic - Technique  - SubTechnique

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

Powershell: EXECUTION - T1059 - T1059.001

Exploitation of Remote Services: LATERAL MOVEMENT - T1210 – N/A

Vulnerability Scanning: RECONAISSANCE     - T1595 - T1595.002

Network Service Scanning: DISCOVERY - T1046 - N/A

Malware: RESOURCE DEVELOPMENT - T1588 - T1588.001

Drive-by Compromise: INITIAL ACCESS - T1189 - N/A

Remote Desktop Protocol: LATERAL MOVEMENT – 1021 -T1021.001

Brute Force: CREDENTIAL ACCESS        T – 1110 - N/A

Data Encrypted for Impact: IMPACT - T1486 - N/A

Data Destruction: IMPACT - T1485 - N/A

File Deletion: DEFENSE EVASION - T1070 - T1070.004

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
Tiana Kelly
Senior Cyber Analyst & Team Lead

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May 6, 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 6, 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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