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February 10, 2022

The Impact of Conti Ransomware on OT Systems

Learn how ransomware can spread throughout converged IT/OT environments, and how Self-Learning AI empowers organizations to contain these threats.
Inside the SOC
Darktrace cyber analysts are world-class experts in threat intelligence, threat hunting and incident response, and provide 24/7 SOC support to thousands of Darktrace customers around the globe. Inside the SOC is exclusively authored by these experts, providing analysis of cyber incidents and threat trends, based on real-world experience in the field.
Written by
Dr. Oakley Cox-Robinson
Senior Director of Product
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10
Feb 2022

Ransomware has taken the world by storm, and IT is not the only technology affected. Operational Technology (OT), which is increasingly blending with IT, is also susceptible to ransomware tactics, techniques, and procedures (TTPs). And when ransomware strikes OT, the effects have the potential to be devastating.

Here, we will look at a ransomware attack that spread from IT to OT systems. The attack was detected by Darktrace AI.

This threat find demonstrates a use case of Darktrace’s technology that delivers immense value to organizations with OT: spotting and stopping ransomware at its earliest stages, before the damage is done. This is particularly helpful for organizations with interconnected enterprise and industrial environments, as it means:

  1. Emerging attacks can be contained in IT before they spread laterally into OT, and even before they spread from device to device in IT;
  2. Organizations gain granular visibility into their industrial environments, detecting deviations from normal activity, and quick identification of remediating actions.

Threat find: Ransomware and crypto-mining hijack affecting IT and OT systems

Darktrace recently identified an aggressive attack targeting an OT R&D investment firm in EMEA. The attack originally started as a crypto-mining campaign and later evolved into ransomware. This organization deployed Darktrace in a digital estate containing both IT and OT assets that spanned over 3,000 devices.

If the organization had deployed Darktrace’s Autonomous Response technology in active mode, this threat would have been stopped in its earliest stages. Even in the absence of Autonomous Response, however, mere human attention would have stopped this attack’s progression. Darktrace’s Self-Learning AI gave clear indications of an ongoing compromise in the month prior to the detonation of ransomware. In this case, however, the security team was not monitoring Darktrace’s interface, and so the attack was allowed to proceed.

Compromised OT devices

This threat find will focus on the attack techniques used to take over two OT devices, specifically, a HMI (human machine interface), and an ICS Historian used to collect and log industrial data. These OT devices were both VMware virtual machines running Windows OS, and were compromised as part of a wider Conti ransomware infection. Both devices were being used primarily within an industrial control system (ICS), running a popular ICS software package and making regular connections to an industrial cloud platform.

These devices were thus part of an ICSaaS (ICS-as-a-Service) environment, using virtualised and Cloud platforms to run analytics, update threat intelligence, and control the industrial process. As previously highlighted by Darktrace, the convergence of cloud and ICS increases a network’s attack surface and amplifies cyber risk.

Attack lifecycle

Opening stages

The initial infection of the OT devices occurred when a compromised Domain Controller (DC) made unusual Active Directory requests. The devices made subsequent DCE-RPC binds for epmapper, often used by attackers for command execution, and lsarpc, used by attackers to abuse authentication policies and escalate privileges.

The payload was delivered when the OT devices used SMB to connect to the sysvol folder on the DC and read a malicious executable file, called SetupPrep.exe.

Figure 1: Darktrace model breaches across the whole network from initial infection on October 21 to the detonation on November 15.

Figure 2: ICS reads on the HMI in the lead up, during, and following detonation of the ransomware.

Device encryption and lateral spread

The malicious payload remained dormant on the OT devices for three weeks. It seems the attacker used the time to install crypto-mining malware elsewhere on the network and consolidate their foothold.

On the day the ransomware detonated, the attacker used remote management tools to initiate encryption. The PSEXEC tool was used on an infected server (separate from the original DC) to remotely execute malicious .dll files on the compromised OT devices.

The devices then attempted to make command and control (C2) connections to rare external endpoints using suspicious ports. Like in many ICS networks, sufficient network segregation had been implemented to prevent the HMI device from making successful connections to the Internet and the C2 communications failed. But worryingly, the failed C2 did not prevent the attack from proceeding or the ransomware from detonating.

The Historian device made successful C2 connections to around 40 unique external endpoints. Darktrace detected beaconing-type behavior over suspicious TCP/SSL ports including 465, 995, 2078, and 2222. The connections were made to rare destination IP addresses that did not specify the Server Name Indication (SNI) extension hostname and used self-signed and/or expired SSL certificates.

Both devices enumerated network SMB shares and wrote suspicious shell scripts to network servers. Finally, the devices used SMB to encrypt files stored in network shares, adding a file extension which is likely to be unique to this victim and which will be called ABCXX for the purpose of this blog. Most encrypted files were uploaded to the folder in which the file was originally located, but in some instances were moved to the images folder.

During the encryption, the device was using the machine account to authenticate SMB sessions. This is in contrast to other ransomware incidents that Darktrace has observed, in which admin or service accounts are compromised and abused by the attacker. It is possible that in this instance the attacker was able to use ‘Living off the Land’ techniques (for example the use of lsarpc pipe) to give the machine account admin privileges.

Examples of files being encrypted and moved:

  • SMB move success
  • File: new\spbr0007\0000006A.bak
  • Renamed: new\spbr0007\0000006A.bak.ABCXX
  • SMB move success
  • File: ActiveMQ\readme.txt
  • Renamed: Images\10j0076kS1UA8U975GC2e6IY.488431411265952821382.png.ABCXX

Detonation of ransomware

Upon detonation, the ransomware note readme.txt was written by the ICS to targeted devices as part of the encryption activity.

The final model breached by the device was “Unresponsive ICS Device” as the device either stopped working due to the effects of the ransomware, or was removed from the network.

Figure 3: abc-histdev — external connections filtered on destination port 995 shows C2 connections starting around one hour before encryption began.

How the attack bypassed the rest of the security stack

In this threat find, there were a number of factors which resulted in the OT devices becoming compromised.

The first is IT/OT convergence. The ICS network was insufficiently segregated from the corporate network. This means that devices could be accessed by the compromised DC during the lateral movement stage of the attack. As OT becomes more reliant on IT, ensuring sufficient segregation is in place, or that an attacker can not circumvent such segregation, is becoming an ever increasing challenge for security teams.

Another reason is that the attacker used attack methods which leverage Living off the Land techniques to compromise devices with no discrimination as to whether they were part of an IT or OT network. Many of the machines used to operate ICS networks, including the devices highlighted here, rely on operating systems vulnerable to the kinds of TTPs observed here and that are regularly employed by ransomware groups.

Darktrace insights

Darktrace’s Cyber AI Analyst was able to stitch together many disparate forms of unusual activity across the compromised devices to give a clear security narrative containing details of the attack. The incident report for the Historian server is shown below. This provides a clear illustration of how Cyber AI Analyst can close any skills or communication gap between IT and OT specialists.

Figure 4: Cyber AI Analyst of the Historian server (abc-histdev). It investigated and reported the C2 communication (step 2) that started just before network reconnaissance using TCP scanning (step 3) and the subsequent file encryption over SMB (step 4).

In total, the attacker’s dwell time within the digital estate was 25 days. Unfortunately, it lead to disruption to operational technology, file encryption and financial loss. Altogether, 36 devices were crypto-mining for over 20 days – followed by nearly 100 devices (IT and OT) becoming encrypted following the detonation of the ransomware.

If it were active, Autonomous Response would have neutralized this activity, containing the damage before it could escalate into crisis. Darktrace’s Self-Learning AI gave clear indications of an ongoing compromise in the month prior to the detonation of ransomware, and so any degree of human attention toward Darktrace’s revelations would have stopped the attack.

Autonomous Response is highly configurable, and so, in industrial environments — whether air-gapped OT or converged IT/OT ecosystems — Antigena can be deployed in a variety of manners. In human confirmation mode, human operators need to give the green light before the AI takes action. Antigena can also be deployed only in the higher levels of the Purdue model, or the “IT in OT,” protecting the core assets from fast-moving attacks like ransomware.

Ransomware and interconnected IT/OT systems

ICS networks are often operated by machines that rely on operating systems which can be affected by TTPs regularly employed by ransomware groups — that is, TTPs such as Living off the Land, which do not discriminate between IT and OT.

The threat that ransomware poses to organizations with OT, including critical infrastructure, is so severe that the Cyber Infrastructure and Security Agency (CISA) released a fact sheet concerning these threats in the summer of 2021, noting the risk that IT attacks pose to OT networks:

“OT components are often connected to information technology (IT) networks, providing a path for cyber actors to pivot from IT to OT networks… As demonstrated by recent cyber incidents, intrusions affecting IT networks can also affect critical operational processes even if the intrusion does not directly impact an OT network.”

Major ransomware attacks against the Colonial Pipeline and JBS Foods demonstrate the potential for ransomware affecting OT to cause severe economic disruption on a national and international scale. And ransomware can wreak havoc on OT systems regardless of whether they directly target OT systems.

As industrial environments continue to converge and evolve — be they IT/OT, ICSaaS, or simply poorly segregated legacy systems — Darktrace stands ready to contain attacks before the damage is done. It is time for organizations with industrial environments to take the quantum leap forward that Darktrace’s Self-Learning AI is uniquely positioned to provide.

Thanks to Darktrace analysts Ash Brice and Andras Balogh for their insights on the above threat find.

Discover more on how Darktrace protects OT environments from ransomware

Darktrace model detections

HMI in chronological order at time of detonation:

  • Anomalous Connection / SMB Enumeration
  • Anomalous File / Internal / Unusual SMB Script Write
  • Anomalous File / Internal / Additional Extension Appended to SMB File
  • Compromise / Ransomware / Suspicious SMB Activity [Enhanced Monitoring]
  • ICS / Unusual Data Transfer By OT Device
  • ICS / Unusual Unresponsive ICS Device

Historian

  • ICS / Rare External from OT Device
  • Anomalous Connection / Anomalous SSL without SNI to New External
  • Anomalous Connection / Multiple Connections to New External TCP Port
  • ICS / Unusual Activity From OT Device
  • Anomalous Connection / SMB Enumeration
  • Anomalous Connection / Suspicious Activity On High Risk Device
  • Unusual Activity / SMB Access Failures
  • Device / Large Number of Model Breaches
  • ICS / Unusual Data Transfer By OT Device
  • Anomalous File / Internal / Additional Extension Appended to SMB File
  • Device / SMB Lateral Movement
  • Compromise / Ransomware / Suspicious SMB Activity [Enhanced Monitoring]
  • Device / Multiple Lateral Movement Model Breaches [Enhanced Monitoring]

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
Dr. Oakley Cox-Robinson
Senior Director of Product

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August 5, 2026

Testing a Prompt injection Attack Against an Enterprise AI Agent

prompt injectionDefault blog imageDefault blog image

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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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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