November 24, 2022

How Darktrace Could Have Stopped a Surprise DDoS Incident

Learn how Darktrace could revolutionize DDoS defense, enabling companies to stop threats without 24/7 monitoring. Read more about how we thwart attacks!

Written by

Steven Sosa

Analyst Team Lead

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

Steven Sosa

Analyst Team Lead

Nov 2022

When is the best time to be hit with a cyber-attack?

The answer that springs to most is ‘Never’, however in today’s threat landscape, this is often wishful thinking. The next best answer is ‘When we’re ready for it’. Yet, this does not take into account the intention of those committing attacks. The reality is that the best time for a cyber-attack is when no one else is around to stop it.

When do cyber attacks happen?

Previous analysis from Mandiant reveals that over half of ransomware compromises occur at out of work hours, a trend Darktrace has also witnessed in the past two years [1]. This is deliberate, as the fewer people that are online, the harder it is to get ahold of security teams and the higher the likelihood there is of an attacker achieving their goals. Given this landscape, it is clear that autonomous response is more important than ever. In the absence of human resources, autonomous security can fill in the gap long enough for IT teams to begin remediation.

This blog will detail an incident where autonomous response provided by Darktrace RESPOND would have entirely prevented an infection attempt, despite it occurring in the early hours of the morning. Because the customer had RESPOND in human confirmation mode (AI response must first be approved by a human), the attempt by XorDDoS was ultimately successful. Given that the attack occurred in the early hours of the morning, there was likely no one around to confirm Darktrace RESPOND actions and prevent the attack.

XorDDoS Primer

XorDDoS is a botnet, a type of malware that infects devices for the purpose of controlling them as a collective to carry out specific actions. In the case of XorDDoS, it infects devices in order to carry out denial of service attacks using said devices. This year, Microsoft has reported a substantial increase in activity from this malware strain, with an increased focus on Linux based operating systems [2]. XorDDoS most commonly finds its way onto systems via SSH brute-forcing, and once deployed, encrypts its traffic with an XOR cipher. XorDDoS has also been known to download additional payloads such as backdoors and cryptominers. Needless to say, this is not something you have on a corporate network.

Initial Intrusion of XorDDoS

The incident begins with a device first coming online on 10^th August. The device appeared to be internet facing and Darktrace saw hundreds of incoming SSH connections to the device from a variety of endpoints. Over the course of the next five days, the device received thousands of failed SSH connections from several IP addresses that, according to OSINT, may be associated with web scanners [3]. Successful SSH connections were seen from internal IP addresses as well as IP addresses associated with IT solutions relevant to Asia-Pacific (the customer’s geographic location). On midnight of 15^th August, the first successful SSH connection occurred from an IP address that has been associated with web scanning. This connection lasted around an hour and a half, and the external IP uploaded around 3.3 MB of data to the client device. Given all of this, and what the industry knows about XorDDoS, it is likely that the client device had SSH exposed to the Internet which was then brute-forced for initial access.

There were a few hours of dwell until the device downloaded a ZIP file from an Iraqi mirror site, mirror[.]earthlink[.]iq at around 6AM in the customer time zone. The endpoint had only been seen once before and was 100% rare for the network. Since there has been no information on OSINT around this particular endpoint or the ZIP files downloaded from the mirror site, the detection was based on the unusualness of the download.

Following this, Darktrace saw the device make a curl request to the external IP address 107.148.210[.]218. This was highlighted as the user agent associated with curl had not been seen on the device before, and the connection was made directly to an IP address without a hostname (suggesting that the connection was scripted). The URIs of these requests were ‘1.txt’ and ‘2.txt’.

The ‘.txt’ extensions on the URIs were deceiving and it turned out that both were executable files masquerading as text files. OSINT on both of the hashes revealed that the files were likely associated with XorDDoS. Additionally, judging from packet captures of the connection, the true file extension appeared to be ‘.ELF’. As XorDDoS primarily affects Linux devices, this would make sense as the true extension of the payload.

*Figure 1: Packet capture of the curl request made by the breach device.*

C2 Connections

Immediately after the ‘.ELF’ download, Darktrace saw the device attempting C2 connections. This included connections to DGA-like domains on unusual ports such as 1525 and 8993. Luckily, the client’s firewall seems to have blocked these connections, but that didn’t stop XorDDoS. XorDDoS continued to attempt connections to C2 domains, which triggered several Proactive Threat Notifications (PTNs) that were alerted by SOC. Following the PTNs, the client manually quarantined the device a few hours after the initial breach. This lapse in actioning was likely due to an early morning timing with the customer’s employees not being online yet. After the device was quarantined, Darktrace still saw XorDDoS attempting C2 connections. In all, hundreds of thousands of C2 connections were detected before the device was removed from the network sometime on 7^th September.

*Figure 2: AI Analyst was able to identify the anomalous activity and group it together in an easy to parse format.*

An Alternate Timeline

Although the device was ultimately removed, this attack would have been entirely prevented had RESPOND/Network not been in human confirmation mode. Autonomous response would have kicked in once the device downloaded the ‘.ZIP file’ from the Iraqi mirror site and blocked all outgoing connections from the breach device for an hour:

*Figure 3: Screenshot of the first Antigena (RESPOND) breach that would have prevented all subsequent activity.*

The model breach in Figure 3 would have prevented the download of the XorDDoS executables, and then prevented the subsequent C2 connections. This hour would have been crucial, as it would have given enough time for members of the customer’s security team to get back online should the compromised device have attempted anything else. With everyone attentive, it is unlikely that this activity would have lasted as long as it did. Had the attack been allowed to progress further, the infected device would have at the very least been an unwilling participant in a future DDoS attack. Additionally, the device could have a backdoor placed within it, and additional malware such as cryptojackers might have been deployed.

Conclusions

Unfortunately, we do not exist in the alternate timeline that autonomous response would have prevented this whole series of events.Luckily, although it was not in place, the PTN alerts provided by Darktrace’s SOC team still sped up the process of remediation in an event that was never intended to be discovered given the time it occurred. Unusual times of attack are not just limited to ransomware, so organizations need to have measures in place for the times that are most inconvenient to them, but most convenient to attackers. With Darktrace/RESPOND however, this is just one click away.

Thanks to Brianna Leddy for their contribution.

Appendices

Darktrace Model Detections

Below is a list of model breaches in order of trigger. The Proactive Threat Notification models are in bold and only the first Antigena [RESPOND] breach that would have prevented the initial compromise has been included. A manual quarantine breach has also been added to show when the customer began remediation.

Compliance / Incoming SSH, August 12^th 23:39 GMT +8
Anomalous File / Zip or Gzip from Rare External Location, August 15^th, 6:07 GMT +8
Antigena / Network / External Threat / Antigena File then New Outbound Block, August 15^th 6:36 GMT +8 [part of the RESPOND functionality]
Anomalous Connection / New User Agent to IP Without Hostname, August 15^th 6:59 GMT +8‍
Anomalous File / Numeric Exe Download, August 15^th 6:59 GMT +8‍
Anomalous File / Masqueraded File Transfer, August 15^th 6:59 GMT +8
Anomalous File / EXE from Rare External Location, August 15^th 6:59 GMT +8
Device / Internet Facing Device with High Priority Alert, August 15^th 6:59 GMT +8
Compromise / Rare Domain Pointing to Internal IP, August 15^th 6:59 GMT +8‍
Device / Initial Breach Chain Compromise, August 15^th 6:59 GMT +8
Compromise / Large Number of Suspicious Failed Connections, August 15^th 7:01 GMT +8
Compromise / High Volume of Connections with Beacon Score, August 15^th 7:04 GMT +8
Compromise / Fast Beaconing to DGA, August 15^th 7:04 GMT +8‍
Compromise / Suspicious File and C2, August 15^th 7:04 GMT +8
Antigena / Network / Manual / Quarantine Device, August 15^th 8:54 GMT +8 [part of the RESPOND functionality]

List of IOCs

MITRE ATT&CK Mapping

Reference List

[1] They Come in the Night: Ransomware Deployment Trends

[2] Rise in XorDdos: A deeper look at the stealthy DDoS malware targeting Linux devices

[3] Alien Vault: Domain Navicatadvvr & https://www.virustotal.com/gui/domain/navicatadvvr.com & https://maltiverse.com/hostname/navicatadvvr.com

Written by

Steven Sosa

Analyst Team Lead

Inside the SOC

Written by

Steven Sosa

Analyst Team Lead

•

August 3, 2026

Nathaniel Jones

SVP, Global Threat Intelligence

Watch the NIS2 Webinar

Blog

AI

August 5, 2026

Testing a Prompt injection Attack Against an Enterprise AI Agent

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:

Claude generated a prompt injection payload.
Hidden instructions were embedded in an email.
The email passed traditional validation checks.
Darktrace analyzed the language and sender behavior.
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:

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.

About the author

Carlo Loregian

Solutions Engineer

Blog

AI

August 4, 2026

Extending AI Security Visibility with Darktrace and Microsoft Agent 365

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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Check out this article by Darktrace: How Darktrace Could Have Stopped a Surprise DDoS Incident

How Darktrace Could Have Stopped a Surprise DDoS Incident

When is the best time to be hit with a cyber-attack?

When do cyber attacks happen?

XorDDoS Primer

Initial Intrusion of XorDDoS

C2 Connections

An Alternate Timeline

Conclusions

Appendices

Darktrace Model Detections

Why Trust is the New Attack Surface: Darktrace’s Mid-Year Threat Update 2026

Testing a Prompt injection Attack Against an Enterprise AI Agent

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Blog

AI

August 5, 2026

Testing a Prompt injection Attack Against an Enterprise AI Agent

Key takeaways

How behavioral detection helps stop prompt injection attacks

How do prompt injection attacks work?

Prompt injection attack example

How we tested prompt injection attacks on an enterprise agent

How Darktrace detected a prompt injection attack

Why behavioral security makes a difference detecting prompt injection attacks

Why enterprise AI security requires more than guardrails

How Darktrace detects prompt injection attacks in emails

How to secure enterprise AI operations from prompt injection attacks

Blog

AI

August 4, 2026

Extending AI Security Visibility with Darktrace and Microsoft Agent 365

Extending visibility into the Microsoft Agent 365 experience

Why unified visibility of AI agent risk signals matters

Extending Microsoft's AI security model, not replacing it

Building the future of secure AI