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August 17, 2023

Successfully Containing an Admin Credential Attack

Discover how Darktrace's anomaly-based threat detection thwarted a cyber-attack on a customer's network, stopping a malicious actor in their tracks.
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
Zoe Tilsiter
Cyber Analyst
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17
Aug 2023

What is Admin Credential Abuse?

In an effort to remain undetected by increasingly vigilant security teams, malicious actors across the threat landscape often resort to techniques that allow them to remain ‘quiet’ on the network and carry out their objectives subtly. One such technique often employed by attackers is using highly privileged credentials to carry out malicious activity.

This emphasizes the need to be hyper vigilant and not assume that ‘administrative’ activity using privileged credentials is legitimate. In this way, both internal visibility and defense in-depth are needed, as well as a strong understanding of ‘normal’ administrative activity to then identify any deviations from this.  

In one recent example, Darktrace identified a threat actor attempting to use privileged administrative credentials to move laterally through a customer’s network and compromise two further critical servers. Darktrace DETECT™ identified that this activity was unusual and alerted the customer to early signs of compromise, reconnaissance and lateral movement to the other critical devices, while Darktrace RESPOND™ acted autonomously to inhibit the spread of activity and allowed the customer to quarantine the compromised devices.

Attack Overview and Darktrace Coverage

Over the course of a week in late May 2023, Darktrace observed a compromise on the network of a customer in the Netherlands. The threat actors primarily used living off the land techniques, abusing legitimate administrative credentials and executables to perform unexpected activities. This technique is intended to go under the radar of traditional security tools that are often unable to distinguish between the legitimate or malicious use of privileged credentials.

Darktrace was the only security solution in the customer’s stack that way able to detect and contain the attack, preventing it from spreading through their digital estate.

1. Device Reactivated

On May 22, 2023, Darktrace began to observe traffic originating from a File Server device which prior to this, had been been inactive on the network for some time, with no incoming or outgoing traffic recently observed for this IP. Therefore, upon initiating connections again, Darktrace’s AI tagged the device with the “Re-Activated Device” label. It also tagged the device as an “Internet Facing System”, which could represent an initial point of compromise.

Following this, the device was observed using an administrative credential that was commonly used across network, with no clear indications of brute-force activity or successive login failures preceeding this activity. The unusual use of a known credential on a network can be very difficult to detect for traditional security tools. Darktrace’s anomaly-based detection allows it to recognize subtle deviations in device behavior meaning it is uniquely placed to recognize this type of activity.

2. Reconaissance  

On the following day, the affected device began to perform SMB scans for open 445 ports, and writing files such as srvsvc and winreg, both of which are indicative of network  reconnaissance. Srvsvc is used to enumerate available SMB shares on destination devices which could be used to then write malicious files to these shares, while Winreg (Windows Registry) is used to store information that configures users, applications, and hardware devices [1]. Darktrace also observed the device carrying out DCE_RPC activity and making Windows Management Instrumentation (WMI) enumeration requests to other internal devices.

3. Lateral Movement via SMB

On May 24 and May 30, Darktrace observed the same device writing files over SMB to a number of other internal devices, including an SMB server and the Domain Controller. Darktrace identified that these writers were to privileged credential paths, such as C$ and ADMIN$, and it further recognized that the device was using the compromised administrative credential.

The files included remote command executable files (.exe) and batch scripts which execute commands upon clicking in a serial order. This behavior is indicative of a threat actor performing lateral movement in an attempt to infect other devices and strengthen their foothold in the network.

Files written:

·       LogConverter.bat

·       sql.bat

·       Microsoft.NodejsTools.PressAnyKey.exe

·       PSEXESVC.exe

·       Microsoft.NodejsTools.PressAnyKey.lnk

·       CG6oDkyFHl3R.t

5. Reconnaissance Spread

Around the same time as the observed lateral movement activity, between May 24 and May 30, the initially compromised device continued SMB and DCE_RPC activity, mainly involving SMB writes of files such as srvsvc, and PSEXESVC.exe.

Then, on May 28, Darktrace identified another internal Domain Controller engaging in similar suspicious behavior to the original compromised device. This included network scanning, enumeration and service control activity, indicating a spread of further malicious reconnaissance.

Following the successful detection of this activity, Darktrace’s Cyber AI Analyst launched autonomous investigations which was able to correlate incidents from multiple affected devices across the network, in doing so connecting multiple incidents into one security event.

Figure 1: Cyber AI Analyst connecting multiple events into one incident
Figure 2: Cyber AI Analyst investigation process to identify suspicious activity.

6. Lateral Movement

Alongside these SMB writes, the initially compromised device was seen connecting to various internal devices over ports associated with administrative protocols such as Remote Desktop Protocol (RDP). It also made a high volume of NTLM login failures for the credential ‘administrator’, suggesting that the malicious actor was attempting to brute-force an administrative credential.

7. Suspicious External Activity

Following earlier SMB writes from the initially compromised device to the Domain Controller server, the Domain Controller was seen making an unusual volume of external connections to rare endpoints which could indicate malicious command and control (C2) communication.

Alongside this activity, between May 30 and June 1, Darktrace also observed an unusually large number (over 12 million) of incoming connections from external endpoints. This activity is likely indicative of an attempted Denial of Service (DoS) attack.

Endpoints include:

·       45.15.145[.]92

·       198.2.200[.]89

·       162.211.180[.]215

Figure 3: Graphing function in the Darktrace UI showing the observed spike of inbound communication from external endpoints, indicating a potential DoS attack.

8. Reconnaissance and RDP activity

On May 31, the initially compromised device was seen creating an administrative RDP session with cookie ‘Administr’. Using the initially compromised administrative credential, further suspicious SMB activity was observed from the compromised devices on the same day including further SMB Enumeration, service control, PsExec remote command execution, and writes of another suspicious batch script file to various internal devices.

Darktrace RESPOND Coverage

Darktrace RESPOND’s autonomous response capabilities allowed it to take instantaneous preventative action against the affected devices as soon as suspicious activity was identified, consequently inhibiting the spread of this attack.

Specifically, Darktrace RESPOND was able to block suspicious connections to multiple internal devices and ports, among them port 445 which was used by threat actors to perform SMB scanning, for one hour. As a result of the autonomous actions carried out by Darktrace, the attack was stopped at the earliest possible stage.

Figure 4: Autonomous RESPOND actions taken against initially compromised devices.

In addition to these autonomous actions, the customer was able to further utilize RESPOND for containment purposes by manually actioning some of the more severe actions suggested by RESPOND, such as quarantining compromised devices from the rest of the network for a week.

Figure 5: Manually applied RESPOND actions to quarantine compromised devices for one week.

Conclusion

As attackers continue to employ harder to detect living off the land techniques to exploit administrative credentials and move laterally across networks, it is paramount for organizations to have an intelligent decision maker that can recgonize the subtle deviations in device behavior.

Thanks to its Self-Learning AI, Darktrace is uniquely placed to understand its customer’s networks, allowing it to recognize unusual or uncommon activity for individual devices or user credentials, irrespective of whether this activity is typically considered as legitimate.

In this case, Darktrace was the only solution in the customer’s security stack that successfully identified and mitigated this attack. Darktrace DETECT was able to identify the the early stages of the compromise and provide full visibility over the kill chain. Meanwhile, Darktrace RESPOND moved at machine-speed, blocking suspicious connections and preventing the compromise from spreading across the customer’s network.

Appendices

Darktrace DETECT Model Breaches

Anomalous Connection / High Volume of New or Uncommon Service Control

Anomalous Connection / New or Uncommon Service Control

Anomalous Connection / SMB Enumeration

Anomalous Connection / Unusual Admin RDP Session

Anomalous Connection / Unusual Admin SMB Session

Anomalous File / Internal / Executable Uploaded to DC

Anomalous File / Internal / Unusual SMB Script Write

Anomalous Server Activity / Outgoing from Server

Anomalous Server Activity / Possible Denial of Service Activity

Antigena / Network / Insider Threat / Antigena Network Scan Block

Antigena / Network / Insider Threat / Antigena SMB Enumeration Block

Antigena / Network / Significant Anomaly / Antigena Enhanced Monitoring from Server Block

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

Compliance / Outgoing NTLM Request from DC

Compliance / SMB Drive Write

Device / Anomalous NTLM Brute Force

Device / ICMP Address Scan  

Device / Internet Facing Device with High Priority Alert

Device / Large Number of Model Breaches

Device / Large Number of Model Breaches from Critical Network Device

Device / Multiple Lateral Movement Model Breaches

Device / Network Scan

Device / New or Uncommon SMB Named Pipe

Device / New or Uncommon WMI Activity

Device / New or Unusual Remote Command Execution

Device / Possible SMB/NTLM Brute Force

Device / RDP Scan

Device / SMB Lateral Movement

Device / SMB Session Brute Force (Admin)

Device / Suspicious SMB Scanning Activity

Darktrace RESPOND Model Breaches

Antigena / Network / Insider Threat / Antigena Network Scan Block

Antigena / Network / Insider Threat / Antigena SMB Enumeration Block

Antigena / Network / Significant Anomaly / Antigena Enhanced Monitoring from Server Block

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

Cyber AI Analyst Incidents

Extensive Suspicious Remote WMI Activity

Extensive Unusual Administrative Connections

Large Volume of SMB Login Failures from Multiple Devices

Port Scanning

Scanning of Multiple Devices

SMB Writes of Suspicious Files

Suspicious Chain of Administrative Connections

Suspicious DCE_RPC Activity

TCP Scanning of Multiple Devices

MITRE ATT&CK Mapping

RECONNAISSANCE
T1595 Active Scanning
T1589.001 Gathering Credentials

CREDENTIAL ACCESS
T1110 Brute Force

LATERAL MOVEMENT
T1210 Exploitation of Remote Services
T1021.001 Remote Desktop Protocol

COMMAND AND CONTROL
T1071 Application Layer Protocol

IMPACT
T1498.001 Direct Network Flood

References

[1] https://learn.microsoft.com/en-us/troubleshoot/windows-server/performance/windows-registry-advanced-users

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
Zoe Tilsiter
Cyber Analyst

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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

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August 4, 2026

Extending AI Security Visibility with Darktrace and Microsoft Agent 365

microsoft darktrace integrationDefault blog imageDefault blog image

AI agents are rapidly becoming embedded in everyday business operations, helping employees automate workflows, access information, and accelerate decision-making. As organizations embrace agentic AI, security teams face a growing challenge: understanding how AI is being used, what agents can access, and where risk may emerge.

As agents take on more business-critical work, security teams often need to move across multiple portals to understand risks spanning identity, data, and threat activity. This fragmented view can make it difficult to assess an agent's overall risk posture and determine where attention is needed. Organizations need a way to bring these signals together without disrupting existing security investments or workflows.

Today, Darktrace is announcing an integration between Darktrace / SECURE AI and Microsoft Agent 365 that brings Darktrace's Adaptive AI-driven risk signals directly into the Microsoft 365 Admin Center. By extending the visibility and risk understanding provided by Darktrace / SECURE AI into the Microsoft ecosystem, organizations can gain a more unified understanding of AI agent risk across their environments.

As one of the first security companies to partner with Microsoft to contribute third-party risk signals to the Agent Registry, Darktrace is helping shape how organizations understand and manage AI agent risk.

Extending visibility into the Microsoft Agent 365 experience

Microsoft Agent 365 provides administrators with a centralized registry of AI agents operating within their environment. As organizations expand their use of AI agents, this centralized visibility becomes increasingly important for governance and oversight.

This new integration extends that visibility by allowing Darktrace-generated risk signals to be surfaced directly within the Microsoft Agent 365 experience. By combining Microsoft's agent management and security capabilities with Darktrace's AI-powered risk analysis, organizations gain greater awareness of potential security concerns associated with AI agents operating across their environments.

By integrating Darktrace telemetry into Agent 365, customers can:  

  • Surface Darktrace-detected risks and signals alongside Microsoft-native signals in a single interface
  • Identify potentially compromised or anomalous AI agents more quickly
  • Gain unified understanding of context and agent behavior  

This approach reinforces a single control plane for AI security while allowing organizations to continue leveraging existing investments across both platforms.  

Why unified visibility of AI agent risk signals matters

As AI adoption accelerates across Microsoft environments, organizations must manage new forms of behavior, access patterns, and risk. Security teams need more than inventories and permissions. They need visibility into how AI systems operate and how risk evolves over time.  

This integration addresses a critical gap: how to bring behavioral AI security insights into the same control plane as identity, access, and agent management.  

With Darktrace and Microsoft Agent 365 together, organizations benefit from:  

  • Unified visibility: A single pane of glass for understanding AI agent risk signals across Microsoft and Darktrace signals  
  • Faster detection of abnormal agent behavior: Darktrace's Adaptive AI highlights deviations that may not be captured by static controls  
  • Operational efficiency: Security teams can triage and prioritize risk signals without switching between systems
  • Stronger trust in AI deployments: Clear attribution, context, and investigation pathways improve confidence in AI agent usage

Extending Microsoft's AI security model, not replacing it

Securing AI requires a layered approach that combines governance, visibility, threat detection, and risk management. This integration is designed to complement Microsoft's security capabilities, not duplicate them.  

Through Darktrace / SECURE AI, Darktrace contributes:  

  • Identification of risk via advanced prompt analysis  
  • Behavioral anomaly detection across AI agents  
  • Cross-environment threat correlation  
  • Autonomous insight into emerging or unknown risks  

Microsoft provides:  

  • Centralized agent management
  • Identity and access governance
  • Native detection of risk signals and enforcement capabilities

Together, these capabilities create a more complete, layered approach to securing AI-driven enterprises. Organizations gain the governance and policy controls needed to manage AI adoption while benefiting from continuous visibility into how AI is used across the business.

Building the future of secure AI

As AI agents become more deeply embedded in business processes, organizations need more than inventories and static controls. They need to understand how AI is being used, how agents behave, and where risk is emerging across the enterprise.

Darktrace / SECURE AI delivers that understanding through continuous visibility into AI activity, helping security teams assess intent, identify behavioral drift, and uncover emerging risk across both human and agent-driven workflows. Powered by Adaptive AI, it provides the context needed to secure AI as it evolves.  

The integration with Microsoft Agent 365 extends those insights into the workflows organizations already use. Agent 365 provides a unified control plane for governing and securing AI agents, while Darktrace contributes complementary behavioral risk signals that can be surfaced within the Agent 365 experience. Together, they give customers broader context on agent activity and risk while preserving the value of their existing Microsoft and Darktrace investments.

As enterprises move from AI experimentation to AI-powered execution, Microsoft and Darktrace help bring together governance, compliance, behavioral understanding, and oversight in a unified approach to AI security. For organizations adopting Microsoft 365 E7, Darktrace / SECURE AI further strengthens that foundation by providing continuous visibility into AI activity, agent behavior, and emerging risk as AI adoption scales.

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