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November 8, 2022

How Raccoon Stealer v2 Infects Systems

Learn about Raccoon Stealer v2's infection process and its implications for cybersecurity. Discover effective strategies to protect your systems.
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
SOC Analyst
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08
Nov 2022

Raccoon Stealer Malware

Since the release of version 2 of Raccoon Stealer in May 2022, Darktrace has observed huge volumes of Raccoon Stealer v2 infections across its client base. The info-stealer, which seeks to obtain and then exfiltrate sensitive data saved on users’ devices, displays a predictable pattern of network activity once it is executed. In this blog post, we will provide details of this pattern of activity, with the goal of helping security teams to recognize network-based signs of Raccoon Stealer v2 infection within their own networks. 

What is Raccoon Stealer?

Raccoon Stealer is a classic example of information-stealing malware, which cybercriminals typically use to gain possession of sensitive data saved in users’ browsers and cryptocurrency wallets. In the case of browsers, targeted data typically includes cookies, saved login details, and saved credit card details. In the case of cryptocurrency wallets (henceforth, ‘crypto-wallets’), targeted data typically includes public keys, private keys, and seed phrases [1]. Once sensitive browser and crypto-wallet data is in the hands of cybercriminals, it will likely be used to conduct harmful activities, such as identity theft, cryptocurrency theft, and credit card fraud.

How do you obtain Raccoon Stealer?

Like most info-stealers, Raccoon Stealer is purchasable. The operators of Raccoon Stealer sell Raccoon Stealer samples to their customers (called ‘affiliates’), who then use the info-stealer to gain possession of sensitive data saved on users’ devices. Raccoon Stealer affiliates typically distribute their samples via SEO-promoted websites providing free or cracked software. 

Is Raccoon Stealer Still Active?

On the 25th of March 2022, the operators of Raccoon Stealer announced that they would be suspending their operations because one of their core developers had been killed during the Russia-Ukraine conflict [2]. The presence of the hardcoded RC4 key ‘edinayarossiya’ (Russian for ‘United Russia’) within observed Raccoon Stealer v2 samples [3] provides potential evidence of the Raccoon Stealer operators’ allegiances.

Recent details shared by the US Department of Justice [4]/[5] indicate that it was in fact the arrest, rather than the death, of an operator which led the Raccoon Stealer team to suspend their operations [6]. As a result of the FBI, along with law enforcement partners in Italy and the Netherlands, dismantling Raccoon Stealer infrastructure in March 2022 [4], the Raccoon Stealer team was forced to build a new version of the info-stealer.  

On the 17th May 2022, the completion of v2 of the info-stealer was announced on the Raccoon Stealer Telegram channel [7].  Since its release in May 2022, Raccoon Stealer v2 has become extremely popular amongst cybercriminals. The prevalence of Raccoon Stealer v2 in the wider landscape has been reflected in Darktrace’s client base, with hundreds of infections being observed within client networks on a monthly basis.   

Since Darktrace’s SOC first saw a Raccoon Stealer v2 infection on the 22nd May 2022, the info-stealer has undergone several subtle changes. However, the info-stealer’s general pattern of network activity has remained essentially unchanged.  

How Does Raccoon Stealer v2 Infection Work?

A Raccoon Stealer v2 infection typically starts with a user attempting to download cracked or free software from an SEO-promoted website. Attempting to download software from one of these cracked/free software websites redirects the user’s browser (typically via several .xyz or .cfd endpoints) to a page providing download instructions. In May, June, and July, many of the patterns of download behavior observed by Darktrace’s SOC matched the pattern of behavior observed in a cracked software campaign reported by Avast in June [8].   

webpage whose download instructions led to a Raccoon Stealer v2
Figure 1: Above is a webpage whose download instructions led to a Raccoon Stealer v2 sample hosted on Discord CDN
example of a webpage whose download instructions led to a Raccoon Stealer v2
Figure 2: Above is an example of a webpage whose download instructions led to a Raccoon Stealer v2 sample hosted on Bitbucket
example of a webpage whose download instructions led to a Raccoon Stealer v2
Figure 3: Above is an example of a webpage whose download instructions led to a Raccoon Stealer v2 sample hosted on MediaFire

Following the instructions on the download instruction page causes the user’s device to download a password-protected RAR file from a file storage service such as ‘cdn.discordapp[.]com’, ‘mediafire[.]com’, ‘mega[.]nz’, or ‘bitbucket[.]org’. Opening the downloaded file causes the user’s device to execute Raccoon Stealer v2. 

The Event Log for an infected device,
Figure 4: The Event Log for an infected device, taken from Darktrace’s Threat Visualiser interface, shows a device contacting two cracked software websites (‘crackedkey[.]org’ and ‘crackedpc[.]co’) before contacting a webpage (‘premiumdownload[.]org) providing instructions to download Raccoon Stealer v2 from Bitbucket

Once Raccoon Stealer v2 is running on a device, it will make an HTTP POST request with the target URI ‘/’ and an unusual user-agent string (such as ‘record’, ‘mozzzzzzzzzzz’, or ‘TakeMyPainBack’) to a C2 server. This POST request consists of three strings: a machine GUID, a username, and a 128-bit RC4 key [9]. The posted data has the following form:

machineId=X | Y & configId=Z (where X is a machine GUID, Y is a username and Z is a 128-bit RC4 key) 

PCAP showing a device making an HTTP POST request with the User Agent header ‘record’ 
Figure 5:PCAP showing a device making an HTTP POST request with the User Agent header ‘record’ 
PCAP showing a device making an HTTP POST request with the User Agent header ‘mozzzzzzzzzzz’
Figure 6: PCAP showing a device making an HTTP POST request with the User Agent header ‘mozzzzzzzzzzz’
PCAP showing a device making an HTTP POST request with the User Agent header ‘TakeMyPainBack’
Figure 7: PCAP showing a device making an HTTP POST request with the User Agent header ‘TakeMyPainBack’

The C2 server responds to the info-stealer’s HTTP POST request with custom-formatted configuration details. These configuration details consist of fields which tell the info-stealer what files to download, what data to steal, and what target URI to use in its subsequent exfiltration POST requests. Below is a list of the fields Darktrace has observed in the configuration details retrieved by Raccoon Stealer v2 samples:

  • a ‘libs_mozglue’ field, which specifies a download address for a Firefox library named ‘mozglue.dll’
  • a ‘libs_nss3’ field, which specifies a download address for a Network System Services (NSS) library named ‘nss3.dll’ 
  • a ‘libs_freebl3’ field, which specifies a download address for a Network System Services (NSS) library named ‘freebl3.dll’
  • a ‘libs_softokn3’ field, which specifies a download address for a Network System Services (NSS) library named ‘softokn3.dll’
  • a ‘libs_nssdbm3’ field, which specifies a download address for a Network System Services (NSS) library named ‘nssdbm3.dll’
  • a ‘libs_sqlite3’ field, which specifies a download address for a SQLite command-line program named ‘sqlite3.dll’
  • a ‘libs_ msvcp140’ field, which specifies a download address for a Visual C++ runtime library named ‘msvcp140.dll’
  • a ‘libs_vcruntime140’ field, which specifies a download address for a Visual C++ runtime library named ‘vcruntime140.dll’
  • a ‘ldr_1’ field, which specifies the download address for a follow-up payload for the sample to download 
  • ‘wlts_X’ fields (where X is the name of a crypto-wallet application), which specify data for the sample to obtain from the specified crypto-wallet application
  • ‘ews_X’ fields (where X is the name of a crypto-wallet browser extension), which specify data for the sample to obtain from the specified browser extension
  • ‘xtntns_X’ fields (where X is the name of a password manager browser extension), which specify data for the sample to obtain from the specified browser extension
  • a ‘tlgrm_Telegram’ field, which specifies data for the sample to obtain from the Telegram Desktop application 
  • a ‘grbr_Desktop’ field, which specifies data within a local ‘Desktop’ folder for the sample to obtain 
  • a ‘grbr_Documents’ field, which specifies data within a local ‘Documents’ folder for the sample to obtain
  • a ‘grbr_Recent’ field, which specifies data within a local ‘Recent’ folder for the sample to obtain
  • a ‘grbr_Downloads’ field, which specifies data within a local ‘Downloads’ folder for the sample to obtain
  • a ‘sstmnfo_System Info.txt’ field, which specifies whether the sample should gather and exfiltrate a profile of the infected host 
  • a ‘scrnsht_Screenshot.jpeg’ field, which specifies whether the sample should take and exfiltrate screenshots of the infected host
  • a ‘token’ field, which specifies a 32-length string of hexadecimal digits for the sample to use as the target URI of its HTTP POST requests containing stolen data 

After retrieving its configuration data, Raccoon Stealer v2 downloads the library files specified in the ‘libs_’ fields. Unusual user-agent strings (such as ‘record’, ‘qwrqrwrqwrqwr’, and ‘TakeMyPainBack’) are used in the HTTP GET requests for these library files. In all Raccoon Stealer v2 infections seen by Darktrace, the paths of the URLs specified in the ‘libs_’ fields have the following form:

/aN7jD0qO6kT5bK5bQ4eR8fE1xP7hL2vK/X (where X is the name of the targeted DLL file) 

Advanced Search logs for an infected host
Figure 8: Advanced Search logs for an infected host, found on Darktrace’s Advanced Search interface, show a device making an HTTP POST request to retrieve configuration details, and then making HTTP GET requests with the User Agent header ‘record’ for DLL files
Advanced Search logs for an infected host
Figure 9: Advanced Search logs for an infected host, found on Darktrace’s Advanced Search interface, show a device making an HTTP POST request to retrieve configuration details, and then making HTTP GET requests with the User Agent header ‘qwrqrwrqwrqwr’ for DLL files
Advanced Search logs for an infected host
Figure 10: Advanced Search logs for an infected host, found on Darktrace’s Advanced Search interface, show a device making an HTTP POST request to retrieve configuration details, and then making HTTP GET requests with the User Agent header ‘TakeMyPainBack’ for DLL files

Raccoon Stealer v2 uses the DLLs which it downloads to gain access to sensitive data (such as cookies, credit card details, and login details) saved in browsers running on the infected host.  

Depending on the data provided in the configuration details, Raccoon Stealer v2 will typically seek to obtain, in addition to sensitive data saved in browsers, the following information:

  • Information about the Operating System and applications installed on the infected host
  • Data from specified crypto-wallet software
  • Data from specified crypto-wallet browser extensions
  • Data from specified local folders
  • Data from Telegram Desktop
  • Data from specified password manager browser extensions
  • Screenshots of the infected host 

Raccoon Stealer v2 exfiltrates the data which it obtains to its C2 server by making HTTP POST requests with unusual user-agent strings (such as ‘record’, ‘rc2.0/client’, ‘rqwrwqrqwrqw’, and ‘TakeMyPainBack’) and target URIs matching the 32-length string of hexadecimal digits specified in the ‘token’ field of the configuration details. The stolen data exfiltrated by Raccoon Stealer typically includes files named ‘System Info.txt’, ‘---Screenshot.jpeg’, ‘\cookies.txt’, and ‘\passwords.txt’. 

Advanced Search logs for an infected host
Figure 11: Advanced Search logs for an infected host, found on Darktrace’s Advanced Search interface, show a device retrieving configuration details via a POST request, downloading several DLLs, and then exfiltrating files named ‘System Info.txt’ and ‘---Screenshot.jpeg’
Advanced Search logs for an infected host
Figure 12: Advanced Search logs for an infected host, found on Darktrace’s Advanced Search interface, show a device retrieving configuration details via a POST request, downloading several DLLs, and then exfiltrating a file named ‘System Info.txt’ 
Advanced Search logs for an infected host
Figure 13: Advanced Search logs for an infected host, found on Darktrace’s Advanced Search interface, show a device retrieving configuration details via a POST request, downloading several DLLs, and then exfiltrating files named ‘System Info.txt’, ‘\cookies.txt’ and ‘\passwords.txt’
Advanced Search logs for an infected host
Figure 14: Advanced Search logs for an infected host, found on Darktrace’s Advanced Search interface, show a device retrieving configuration details via a POST request, downloading several DLLs, and then exfiltrating a file named ‘System Info.txt’

If a ‘ldr_1’ field is present in the retrieved configuration details, then Raccoon Stealer will complete its operation by downloading the binary file specified in the ‘ldr_1’ field. In all observed cases, the paths of the URLs specified in the ‘ldr_1’ field end in a sequence of digits, followed by ‘.bin’. The follow-up payload seems to vary between infections, likely due to this additional-payload feature being customizable by Raccoon Stealer affiliates. In many cases, the info-stealer, CryptBot, was delivered as the follow-up payload. 

Darktrace Coverage of Raccoon Stealer

Once a user’s device becomes infected with Raccoon Stealer v2, it will immediately start to communicate over HTTP with a C2 server. The HTTP requests made by the info-stealer have an empty Host header (although Host headers were used by early v2 samples) and highly unusual User Agent headers. When Raccoon Stealer v2 was first observed in May 2022, the user-agent string ‘record’ was used in its HTTP requests. Since then, it appears that the operators of Raccoon Stealer have made several changes to the user-agent strings used by the info-stealer,  likely in an attempt to evade signature-based detections. Below is a timeline of the changes to the info-stealer’s user-agent strings, as observed by Darktrace’s SOC:

  • 22nd May 2022: Samples seen using the user-agent string ‘record’
  • 2nd July 2022: Samples seen using the user-agent string ‘mozzzzzzzzzzz’
  • 29th July 2022: Samples seen using the user-agent string ‘rc2.0/client’
  • 10th August 2022: Samples seen using the user-agent strings ‘qwrqrwrqwrqwr’ and ‘rqwrwqrqwrqw’
  • 16th Sep 2022: Samples seen using the user-agent string ‘TakeMyPainBack’

The presence of these highly unusual user-agent strings within infected devices’ HTTP requests causes the following Darktrace DETECT/Network models to breach:

  • Device / New User Agent
  • Device / New User Agent and New IP
  • Anomalous Connection / New User Agent to IP Without Hostname
  • Device / Three or More New User Agents

These DETECT models look for devices making HTTP requests with unusual user-agent strings, rather than specific user-agent strings which are known to be malicious. This method of detection enables the models to continually identify Raccoon Stealer v2 HTTP traffic, despite the changes made to the info-stealer’s user-agent strings.   

After retrieving configuration details from a C2 server, Raccoon Stealer v2 samples make HTTP GET requests for several DLL libraries. Since these GET requests are directed towards highly unusual IP addresses, the downloads of the DLLs cause the following DETECT models to breach:

  • Anomalous File / EXE from Rare External Location
  • Anomalous File / Script from Rare External Location
  • Anomalous File / Multiple EXE from Rare External Locations

Raccoon Stealer v2 samples send data to their C2 server via HTTP POST requests with an absent Host header. Since these POST requests lack a Host header and have a highly unusual destination IP, their occurrence causes the following DETECT model to breach:

  • Anomalous Connection / Posting HTTP to IP Without Hostname

Certain Raccoon Stealer v2 samples download (over HTTP) a follow-up payload once they have exfiltrated data. Since the target URIs of the HTTP GET requests made by v2 samples end in a sequence of digits followed by ‘.bin’, the samples’ downloads of follow-up payloads cause the following DETECT model to breach:

  • Anomalous File / Numeric File Download

If Darktrace RESPOND/Network is configured within a customer’s environment, then Raccoon Stealer v2 activity should cause the following inhibitive actions to be autonomously taken on infected systems: 

  • Enforce pattern of life — This action results in a device only being able to make connections which are normal for it to make
  • Enforce group pattern of life — This action results in a device only being able to make connections which are normal for it or any of its peers to make
  • Block matching connections — This action results in a device being unable to make connections to particular IP/Port pairs
  • Block all outgoing traffic — This action results in a device being unable to make any connections 
The Event Log for an infected device
Figure 15: The Event Log for an infected device, taken from Darktrace’s Threat Visualiser interface, shows Darktrace RESPOND taking inhibitive actions in response to the HTTP activities of a Raccoon Stealer v2 sample downloaded from MediaFire

Given that Raccoon Stealer v2 infections move extremely fast, with the time between initial infection and data exfiltration sometimes less than a minute, the availability of Autonomous Response technology such as Darktrace RESPOND is vital for the containment of Raccoon Stealer v2 infections.  

Timeline of Darktrace stopping raccoon stealer.
Figure 16: Figure displaying the steps of a Raccoon Stealer v2 infection, along with the corresponding Darktrace detections

Conclusion

Since the release of Raccoon Stealer v2 back in 2022, the info-stealer has relentlessly infected the devices of unsuspecting users. Once the info-stealer infects a user’s device, it retrieves and then exfiltrates sensitive information within a matter of minutes. The distinctive pattern of network behavior displayed by Raccoon Stealer v2 makes the info-stealer easy to spot. However, the changes which the Raccoon Stealer operators make to the User Agent headers of the info-stealer’s HTTP requests make anomaly-based methods key for the detection of the info-stealer’s HTTP traffic. The operators of Raccoon Stealer can easily change the superficial features of their malware’s C2 traffic, however, they cannot easily change the fact that their malware causes highly unusual network behavior. Spotting this behavior, and then autonomously responding to it, is likely the best bet which organizations have at stopping a Raccoon once it gets inside their networks.  

Thanks to the Threat Research Team for its contributions to this blog.

References

[1] https://www.microsoft.com/security/blog/2022/05/17/in-hot-pursuit-of-cryware-defending-hot-wallets-from-attacks/

[2] https://twitter.com/3xp0rtblog/status/1507312171914461188

[3] https://www.esentire.com/blog/esentire-threat-intelligence-malware-analysis-raccoon-stealer-v2-0

[4] https://www.justice.gov/usao-wdtx/pr/newly-unsealed-indictment-charges-ukrainian-national-international-cybercrime-operation

[5] https://www.youtube.com/watch?v=Fsz6acw-ZJ

[6] https://riskybiznews.substack.com/p/raccoon-stealer-dev-didnt-die-in

[7] https://medium.com/s2wblog/raccoon-stealer-is-back-with-a-new-version-5f436e04b20d

[8] https://blog.avast.com/fakecrack-campaign

[9] https://blog.sekoia.io/raccoon-stealer-v2-part-2-in-depth-analysis/

Appendices

MITRE ATT&CK Mapping

Resource Development

• T1588.001 — Obtain Capabilities: Malware

• T1608.001 — Stage Capabilities: Upload Malware

• T1608.005 — Stage Capabilities: Link Target

• T1608.006 — Stage Capabilities: SEO Poisoning

Execution

•  T1204.002 — User Execution: Malicious File

Credential Access

• T1555.003 — Credentials from Password Stores:  Credentials from Web Browsers

• T1555.005 — Credentials from Password Stores:  Password Managers

• T1552.001 — Unsecured Credentials: Credentials  In Files

Command and Control

•  T1071.001 — Application Layer Protocol: Web Protocols

•  T1105 — Ingress Tool Transfer

IOCS

Type

IOC

Description

User-Agent String

record

String used in User Agent header of  Raccoon Stealer v2’s HTTP requests

User-Agent  String

mozzzzzzzzzzz

String used inUser Agent header of Raccoon Stealer v2’s HTTP requests

User-Agent String

rc2.0/client

String used in User Agent header of  Raccoon Stealer v2’s HTTP requests

User-Agent  String

qwrqrwrqwrqwr

String used in  User Agent header of Raccoon Stealer v2’s HTTP requests

User-Agent String

rqwrwqrqwrqw

String used in User Agent header of  Raccoon Stealer v2’s HTTP requests

User-Agent  String

TakeMyPainBack

String used in  User Agent header of Raccoon Stealer v2’s HTTP requests

Domain Name

brain-lover[.]xyz  

Raccoon Stealer v2 C2 infrastructure

Domain  Name

polar-gift[.]xyz

Raccoon Stealer  v2 C2 infrastructure

Domain Name

cool-story[.]xyz

Raccoon Stealer v2 C2 infrastructure

Domain  Name

fall2sleep[.]xyz

Raccoon Stealer  v2 C2 infrastructure

Domain Name

broke-bridge[.]xyz

Raccoon Stealer v2 C2 infrastructure

Domain  Name

use-freedom[.]xyz

Raccoon Stealer  v2 C2 infrastructure

Domain Name

just-trust[.]xyz

Raccoon Stealer v2 C2 infrastructure

Domain  Name

soft-viper[.]site

Raccoon Stealer  v2 C2 infrastructure

Domain Name

tech-lover[.]xyz

Raccoon Stealer v2 C2 infrastructure

Domain  Name

heal-brain[.]xyz

Raccoon Stealer  v2 C2 infrastructure

Domain Name

love-light[.]xyz

Raccoon Stealer v2 C2 infrastructure

IP  Address

104.21.80[.]14

Raccoon Stealer  v2 C2 infrastructure

IP Address

107.152.46[.]84

Raccoon Stealer v2 C2 infrastructure

IP  Address

135.181.147[.]255

Raccoon Stealer  v2 C2 infrastructure

IP Address

135.181.168[.]157

Raccoon Stealer v2 C2 infrastructure

IP  Address

138.197.179[.]146

Raccoon Stealer  v2 C2 infrastructure

IP Address

141.98.169[.]33

Raccoon Stealer v2 C2 infrastructure

IP  Address

146.19.170[.]100

Raccoon Stealer  v2 C2 infrastructure

IP Address

146.19.170[.]175

Raccoon Stealer v2 C2 infrastructure

IP  Address

146.19.170[.]98

Raccoon Stealer  v2 C2 infrastructure

IP Address

146.19.173[.]33

Raccoon Stealer v2 C2 infrastructure

IP  Address

146.19.173[.]72

Raccoon Stealer  v2 C2 infrastructure

IP Address

146.19.247[.]175

Raccoon Stealer v2 C2 infrastructure

IP  Address

146.19.247[.]177

Raccoon Stealer  v2 C2 infrastructure

IP Address

146.70.125[.]95

Raccoon Stealer v2 C2 infrastructure

IP  Address

152.89.196[.]234

Raccoon Stealer  v2 C2 infrastructure

IP Address

165.225.120[.]25

Raccoon Stealer v2 C2 infrastructure

IP  Address

168.100.10[.]238

Raccoon Stealer  v2 C2 infrastructure

IP Address

168.100.11[.]23

Raccoon Stealer v2 C2 infrastructure

IP  Address

168.100.9[.]234

Raccoon Stealer  v2 C2 infrastructure

IP Address

170.75.168[.]118

Raccoon Stealer v2 C2 infrastructure

IP  Address

172.67.173[.]14

Raccoon Stealer  v2 C2 infrastructure

IP Address

172.86.75[.]189

Raccoon Stealer v2 C2 infrastructure

IP  Address

172.86.75[.]33

Raccoon Stealer  v2 C2 infrastructure

IP Address

174.138.15[.]216

Raccoon Stealer v2 C2 infrastructure

IP  Address

176.124.216[.]15

Raccoon Stealer  v2 C2 infrastructure

IP Address

185.106.92[.]14

Raccoon Stealer v2 C2 infrastructure

IP  Address

185.173.34[.]161

Raccoon Stealer  v2 C2 infrastructure

IP Address

185.173.34[.]161  

Raccoon Stealer v2 C2 infrastructure

IP  Address

185.225.17[.]198

Raccoon Stealer  v2 C2 infrastructure

IP Address

185.225.19[.]190

Raccoon Stealer v2 C2 infrastructure

IP  Address

185.225.19[.]229

Raccoon Stealer  v2 C2 infrastructure

IP Address

185.53.46[.]103

Raccoon Stealer v2 C2 infrastructure

IP  Address

185.53.46[.]76

Raccoon Stealer  v2 C2 infrastructure

IP Address

185.53.46[.]77

Raccoon Stealer v2 C2 infrastructure

IP  Address

188.119.112[.]230

Raccoon Stealer  v2 C2 infrastructure

IP Address

190.117.75[.]91

Raccoon Stealer v2 C2 infrastructure

IP  Address

193.106.191[.]182

Raccoon Stealer  v2 C2 infrastructure

IP Address

193.149.129[.]135

Raccoon Stealer v2 C2 infrastructure

IP  Address

193.149.129[.]144

Raccoon Stealer  v2 C2 infrastructure

IP Address

193.149.180[.]210

Raccoon Stealer v2 C2 infrastructure

IP  Address

193.149.185[.]192

Raccoon Stealer  v2 C2 infrastructure

IP Address

193.233.193[.]50

Raccoon Stealer v2 C2 infrastructure

IP  Address

193.43.146[.]138

Raccoon Stealer  v2 C2 infrastructure

IP Address

193.43.146[.]17

Raccoon Stealer v2 C2 infrastructure

IP  Address

193.43.146[.]192

Raccoon Stealer  v2 C2 infrastructure

IP Address

193.43.146[.]213

Raccoon Stealer v2 C2 infrastructure

IP  Address

193.43.146[.]214

Raccoon Stealer  v2 C2 infrastructure

IP Address

193.43.146[.]215

Raccoon Stealer v2 C2 infrastructure

IP  Address

193.43.146[.]26

Raccoon Stealer  v2 C2 infrastructure

IP Address

193.43.146[.]45

Raccoon Stealer v2 C2 infrastructure

IP  Address

193.56.146[.]177

Raccoon Stealer  v2 C2 infrastructure

IP Address

194.180.174[.]180

Raccoon Stealer v2 C2 infrastructure

IP  Address

195.201.148[.]250

Raccoon Stealer  v2 C2 infrastructure

IP Address

206.166.251[.]156

Raccoon Stealer v2 C2 infrastructure

IP  Address

206.188.196[.]200

Raccoon Stealer  v2 C2 infrastructure

IP Address

206.53.53[.]18

Raccoon Stealer v2 C2 infrastructure

IP  Address

207.154.195[.]173

Raccoon Stealer  v2 C2 infrastructure

IP Address

213.252.244[.]2

Raccoon Stealer v2 C2 infrastructure

IP  Address

38.135.122[.]210

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.10.20[.]248

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.11.19[.]99

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.133.216[.]110

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.133.216[.]145

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.133.216[.]148

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.133.216[.]249

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.133.216[.]71

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.140.146[.]169

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.140.147[.]245

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.142.212[.]100

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.142.213[.]24

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.142.215[.]91

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.142.215[.]91  

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.142.215[.]92

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.144.29[.]18

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.144.29[.]243

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.15.156[.]11

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.15.156[.]2

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.15.156[.]31

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.15.156[.]31

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.150.67[.]156

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.153.230[.]183

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.153.230[.]228

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.159.251[.]163

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.159.251[.]164

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.61.136[.]67

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.61.138[.]162

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.67.228[.]8

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.67.231[.]202

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.67.34[.]152

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.67.34[.]234

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.8.144[.]187

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.8.144[.]54

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.8.144[.]55

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.8.145[.]174

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.8.145[.]83

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.8.147[.]39

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.8.147[.]79

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.84.0.152

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.86.86[.]78

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.89.54[.]110

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.89.54[.]110

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.89.54[.]95

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.89.55[.]115

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.89.55[.]117

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.89.55[.]193

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.89.55[.]198

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.89.55[.]20

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.89.55[.]84

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.92.156[.]150

Raccoon Stealer  v2 C2 infrastructure

IP Address

5.182.36[.]154

Raccoon Stealer v2 C2 infrastructure

IP  Address

5.182.36[.]230

Raccoon Stealer  v2 C2 infrastructure

IP Address

5.182.36[.]231

Raccoon Stealer v2 C2 infrastructure

IP  Address

5.182.36[.]232

Raccoon Stealer  v2 C2 infrastructure

IP Address

5.182.36[.]233

Raccoon Stealer v2 C2 infrastructure

IP  Address

5.182.39[.]34

Raccoon Stealer  v2 C2 infrastructure

IP Address

5.182.39[.]74

Raccoon Stealer v2 C2 infrastructure

IP  Address

5.182.39[.]75

Raccoon Stealer  v2 C2 infrastructure

IP Address

5.182.39[.]77

Raccoon Stealer v2 C2 infrastructure

IP  Address

5.252.118[.]33

Raccoon Stealer  v2 C2 infrastructure

IP Address

5.252.176[.]62

Raccoon Stealer v2 C2 infrastructure

IP  Address

5.252.177[.]217

Raccoon Stealer  v2 C2 infrastructure

IP Address

5.252.177[.]234

Raccoon Stealer v2 C2 infrastructure

IP  Address

5.252.177[.]43

Raccoon Stealer  v2 C2 infrastructure

IP Address

5.252.177[.]47

Raccoon Stealer v2 C2 infrastructure

IP  Address

5.252.177[.]92

Raccoon Stealer  v2 C2 infrastructure

IP Address

5.252.177[.]98

Raccoon Stealer v2 C2 infrastructure

IP  Address

5.252.22[.]142

Raccoon Stealer  v2 C2 infrastructure

IP Address

5.252.23[.]100

Raccoon Stealer v2 C2 infrastructure

IP  Address

5.252.23[.]25

Raccoon Stealer  v2 C2 infrastructure

IP Address

5.252.23[.]76

Raccoon Stealer v2 C2 infrastructure

IP  Address

51.195.166[.]175

Raccoon Stealer  v2 C2 infrastructure

IP Address

51.195.166[.]176

Raccoon Stealer v2 C2 infrastructure

IP  Address

51.195.166[.]194

Raccoon Stealer  v2 C2 infrastructure

IP Address

51.81.143[.]169

Raccoon Stealer v2 C2 infrastructure

IP  Address

62.113.255[.]110

Raccoon Stealer  v2 C2 infrastructure

IP Address

65.109.3[.]107

Raccoon Stealer v2 C2 infrastructure

IP  Address

74.119.192[.]56

Raccoon Stealer  v2 C2 infrastructure

IP Address

74.119.192[.]73

Raccoon Stealer v2 C2 infrastructure

IP  Address

77.232.39[.]101

Raccoon Stealer  v2 C2 infrastructure

IP Address

77.73.133[.]0

Raccoon Stealer v2 C2 infrastructure

IP  Address

77.73.133[.]4

Raccoon Stealer  v2 C2 infrastructure

IP Address

77.73.134[.]45

Raccoon Stealer v2 C2 infrastructure

IP  Address

77.75.230[.]25

Raccoon Stealer  v2 C2 infrastructure

IP Address

77.75.230[.]39

Raccoon Stealer v2 C2 infrastructure

IP  Address

77.75.230[.]70

Raccoon Stealer  v2 C2 infrastructure

IP Address

77.75.230[.]93

Raccoon Stealer v2 C2 infrastructure

IP  Address

77.91.100[.]101

Raccoon Stealer  v2 C2 infrastructure

IP Address

77.91.102[.]12

Raccoon Stealer v2 C2 infrastructure

IP  Address

77.91.102[.]230

Raccoon Stealer  v2 C2 infrastructure

IP Address

77.91.102[.]44

Raccoon Stealer v2 C2 infrastructure

IP  Address

77.91.102[.]57

Raccoon Stealer  v2 C2 infrastructure

IP Address

77.91.102[.]84

Raccoon Stealer v2 C2 infrastructure

IP  Address

77.91.103[.]31

Raccoon Stealer  v2 C2 infrastructure

IP Address

77.91.73[.]154

Raccoon Stealer v2 C2 infrastructure

IP  Address

77.91.73[.]213

Raccoon Stealer  v2 C2 infrastructure

IP Address

77.91.73[.]32

Raccoon Stealer v2 C2 infrastructure

IP  Address

77.91.74[.]67

Raccoon Stealer  v2 C2 infrastructure

IP Address

78.159.103[.]195

Raccoon Stealer v2 C2 infrastructure

IP  Address

78.159.103[.]196

Raccoon Stealer  v2 C2 infrastructure

IP Address

80.66.87[.]23

Raccoon Stealer v2 C2 infrastructure

IP  Address

80.66.87[.]28

Raccoon Stealer  v2 C2 infrastructure

IP Address

80.71.157[.]112

Raccoon Stealer v2 C2 infrastructure

IP  Address

80.71.157[.]138

Raccoon Stealer  v2 C2 infrastructure

IP Address

80.92.204[.]202

Raccoon Stealer v2 C2 infrastructure

IP  Address

87.121.52[.]10

Raccoon Stealer  v2 C2 infrastructure

IP Address

88.119.175[.]187

Raccoon Stealer v2 C2 infrastructure

IP  Address

89.185.85[.]53

Raccoon Stealer  v2 C2 infrastructure

IP Address

89.208.107[.]42

Raccoon Stealer v2 C2 infrastructure

IP  Address

89.39.106[.]78

Raccoon Stealer  v2 C2 infrastructure

IP Address

91.234.254[.]126

Raccoon Stealer v2 C2 infrastructure

IP  Address

94.131.104[.]16

Raccoon Stealer  v2 C2 infrastructure

IP Address

94.131.104[.]17

Raccoon Stealer v2 C2 infrastructure

IP  Address

94.131.104[.]18

Raccoon Stealer  v2 C2 infrastructure

IP Address

94.131.106[.]116

Raccoon Stealer v2 C2 infrastructure

IP  Address

94.131.106[.]224

Raccoon Stealer  v2 C2 infrastructure

IP Address

94.131.107[.]132

Raccoon Stealer v2 C2 infrastructure

IP  Address

94.131.107[.]138

Raccoon Stealer  v2 C2 infrastructure

IP Address

94.131.96[.]109

Raccoon Stealer v2 C2 infrastructure

IP  Address

94.131.97[.]129

Raccoon Stealer  v2 C2 infrastructure

IP Address

94.131.97[.]53

Raccoon Stealer v2 C2 infrastructure

IP  Address

94.131.97[.]56

Raccoon Stealer  v2 C2 infrastructure

IP Address

94.131.97[.]57

Raccoon Stealer v2 C2 infrastructure

IP  Address

94.131.98[.]5

Raccoon Stealer  v2 C2 infrastructure

IP Address

94.158.244[.]114

Raccoon Stealer v2 C2 infrastructure

IP  Address

94.158.244[.]119

Raccoon Stealer  v2 C2 infrastructure

IP Address

94.158.244[.]21

Raccoon Stealer v2 C2 infrastructure

IP  Address

94.158.247[.]24

Raccoon Stealer  v2 C2 infrastructure

IP Address

94.158.247[.]26

Raccoon Stealer v2 C2 infrastructure

IP  Address

94.158.247[.]30

Raccoon Stealer  v2 C2 infrastructure

IP Address

94.158.247[.]44

Raccoon Stealer v2 C2 infrastructure

IP  Address

95.216.109[.]16

Raccoon Stealer  v2 C2 infrastructure

IP Address

95.217.124[.]179

Raccoon Stealer v2 C2 infrastructure

URI

/aN7jD0qO6kT5bK5bQ4eR8fE1xP7hL2vK/mozglue.dll

URI used in  download of library file

URI

/aN7jD0qO6kT5bK5bQ4eR8fE1xP7hL2vK/nss3.dll

URI used in download of library file

URI

/aN7jD0qO6kT5bK5bQ4eR8fE1xP7hL2vK/freebl3.dll

URI used in  download of library file

URI

/aN7jD0qO6kT5bK5bQ4eR8fE1xP7hL2vK/softokn3.dll

URI used in download of library file

URI

/aN7jD0qO6kT5bK5bQ4eR8fE1xP7hL2vK/nssdbm3.dll

URI used in  download of library file

URI

/aN7jD0qO6kT5bK5bQ4eR8fE1xP7hL2vK/sqlite3.dll

URI used in download of library file

URI

/aN7jD0qO6kT5bK5bQ4eR8fE1xP7hL2vK/msvcp140.dll

URI used in  download of library file

URI

/aN7jD0qO6kT5bK5bQ4eR8fE1xP7hL2vK/vcruntime140.dll

URI used in download of library file

URI

/C9S2G1K6I3G8T3X7/56296373798691245143.bin

URI used in  download of follow-up payload

URI

/O6K3E4G6N9S8S1/91787438215733789009.bin

URI used in download of follow-up  payload

URI

/Z2J8J3N2S2Z6X2V3S0B5/45637662345462341.bin

URI used in  download of follow-up payload

URI

/rgd4rgrtrje62iuty/19658963328526236.bin

URI used in download of follow-up  payload

URI

/sd325dt25ddgd523/81852849956384.bin

URI used in  download of follow-up payload

URI

/B0L1N2H4R1N5I5S6/40055385413647326168.bin

URI used in download of follow-up  payload

URI

/F5Q8W3O3O8I2A4A4B8S8/31427748106757922101.bin

URI used in  download of follow-up payload

URI

/36141266339446703039.bin

URI used in download of follow-up  payload

URI

/wH0nP0qH9eJ6aA9zH1mN/1.bin

URI used in  download of follow-up payload

URI

/K2X2R1K4C6Z3G8L0R1H0/68515718711529966786.bin

URI used in download of follow-up  payload

URI

/C3J7N6F6X3P8I0I0M/17819203282122080878.bin

URI used in  download of follow-up payload

URI

/W9H1B8P3F2J2H2K7U1Y7G5N4C0Z4B/18027641.bin

URI used in download of follow-up  payload

URI

/P2T9T1Q6P7Y5J3D2T0N0O8V/73239348388512240560937.bin

URI used in  download of follow-up payload

URI

/W5H6O5P0E4Y6P8O1B9D9G0P9Y9G4/671837571800893555497.bin

URI used in download of follow-up  payload

URI

/U8P2N0T5R0F7G2J0/898040207002934180145349.bin

URI used in  download of follow-up payload

URI

/AXEXNKPSBCKSLMPNOMNRLUEPR/3145102300913020.bin

URI used in download of follow-up  payload

URI

/wK6nO2iM9lE7pN7e/7788926473349244.bin

URI used in  download of follow-up payload

URI

/U4N9B5X5F5K2A0L4L4T5/84897964387342609301.bin

URI used in download of follow-up  payload

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
SOC Analyst

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October 14, 2025

Inside Akira’s SonicWall Campaign: Darktrace’s Detection and Response

akira sonicwallDefault blog imageDefault blog image

Introduction: Background on Akira SonicWall campaign

Between July and August 2025, security teams worldwide observed a surge in Akira ransomware incidents involving SonicWall SSL VPN devices [1]. Initially believed to be the result of an unknown zero-day vulnerability, SonicWall later released an advisory announcing that the activity was strongly linked to a previously disclosed vulnerability, CVE-2024-40766, first identified over a year earlier [2].

On August 20, 2025, Darktrace observed unusual activity on the network of a customer in the US. Darktrace detected a range of suspicious activity, including network scanning and reconnaissance, lateral movement, privilege escalation, and data exfiltration. One of the compromised devices was later identified as a SonicWall virtual private network (VPN) server, suggesting that the incident was part of the broader Akira ransomware campaign targeting SonicWall technology.

As the customer was subscribed to the Managed Detection and Response (MDR) service, Darktrace’s Security Operations Centre (SOC) team was able to rapidly triage critical alerts, restrict the activity of affected devices, and notify the customer of the threat. As a result, the impact of the attack was limited - approximately 2 GiB of data had been observed leaving the network, but any further escalation of malicious activity was stopped.

Threat Overview

CVE-2024-40766 and other misconfigurations

CVE-2024-40766 is an improper access control vulnerability in SonicWall’s SonicOS, affecting Gen 5, Gen 6, and Gen 7 devices running SonicOS version 7.0.1 5035 and earlier [3]. The vulnerability was disclosed on August 23, 2024, with a patch released the same day. Shortly after, it was reported to be exploited in the wild by Akira ransomware affiliates and others [4].

Almost a year later, the same vulnerability is being actively targeted again by the Akira ransomware group. In addition to exploiting unpatched devices affected by CVE-2024-40766, security researchers have identified three other risks potentially being leveraged by the group [5]:

*The Virtual Office Portal can be used to initially set up MFA/TOTP configurations for SSLVPN users.

Thus, even if SonicWall devices were patched, threat actors could still target them for initial access by reusing previously stolen credentials and exploiting other misconfigurations.

Akira Ransomware

Akira ransomware was first observed in the wild in March 2023 and has since become one of the most prolific ransomware strains across the threat landscape [6]. The group operates under a Ransomware-as-a-Service (RaaS) model and frequently uses double extortion tactics, pressuring victims to pay not only to decrypt files but also to prevent the public release of sensitive exfiltrated data.

The ransomware initially targeted Windows systems, but a Linux variant was later observed targeting VMware ESXi virtual machines [7]. In 2024, it was assessed that Akira would continue to target ESXi hypervisors, making attacks highly disruptive due to the central role of virtualisation in large-scale cloud deployments. Encrypting the ESXi file system enables rapid and widespread encryption with minimal lateral movement or credential theft. The lack of comprehensive security protections on many ESXi hypervisors also makes them an attractive target for ransomware operators [8].

Victimology

Akira is known to target organizations across multiple sectors, most notably those in manufacturing, education, and healthcare. These targets span multiple geographic regions, including North America, Latin America, Europe and Asia-Pacific [9].

Geographical distribution of organization’s affected by Akira ransomware in 2025 [9].
Figure 1: Geographical distribution of organization’s affected by Akira ransomware in 2025 [9].

Common Tactics, Techniques and Procedures (TTPs) [7][10]

Initial Access
Targets remote access services such as RDP and VPN through vulnerability exploitation or stolen credentials.

Reconnaissance
Uses network scanning tools like SoftPerfect and Advanced IP Scanner to map the environment and identify targets.

Lateral Movement
Moves laterally using legitimate administrative tools, typically via RDP.

Persistence
Employs techniques such as Kerberoasting and pass-the-hash, and tools like Mimikatz to extract credentials. Known to create new domain accounts to maintain access.

Command and Control
Utilizes remote access tools including AnyDesk, RustDesk, Ngrok, and Cloudflare Tunnel.

Exfiltration
Uses tools such as FileZilla, WinRAR, WinSCP, and Rclone. Data is exfiltrated via protocols like FTP and SFTP, or through cloud storage services such as Mega.

Darktrace’s Coverage of Akira ransomware

Reconnaissance

Darktrace first detected of unusual network activity around 05:10 UTC, when a desktop device was observed performing a network scan and making an unusual number of DCE-RPC requests to the endpoint mapper (epmapper) service. Network scans are typically used to identify open ports, while querying the epmapper service can reveal exposed RPC services on the network.

Multiple other devices were also later seen with similar reconnaissance activity, and use of the Advanced IP Scanner tool, indicated by connections to the domain advanced-ip-scanner[.]com.

Lateral movement

Shortly after the initial reconnaissance, the same desktop device exhibited unusual use of administrative tools. Darktrace observed the user agent “Ruby WinRM Client” and the URI “/wsman” as the device initiated a rare outbound Windows Remote Management (WinRM) connection to two domain controllers (REDACTED-dc1 and REDACTED-dc2). WinRM is a Microsoft service that uses the WS-Management (WSMan) protocol to enable remote management and control of network devices.

Darktrace also observed the desktop device connecting to an ESXi device (REDACTED-esxi1) via RDP using an LDAP service credential, likely with administrative privileges.

Credential access

At around 06:26 UTC, the desktop device was seen fetching an Active Directory certificate from the domain controller (REDACTED-dc1) by making a DCE-RPC request to the ICertPassage service. Shortly after, the device made a Kerberos login using the administrative credential.

Figure 3: Darktrace’s detection of the of anomalous certificate download and subsequent Kerberos login.

Further investigation into the device’s event logs revealed a chain of connections that Darktrace’s researchers believe demonstrates a credential access technique known as “UnPAC the hash.”

This method begins with pre-authentication using Kerberos’ Public Key Cryptography for Initial Authentication (PKINIT), allowing the client to use an X.509 certificate to obtain a Ticket Granting Ticket (TGT) from the Key Distribution Center (KDC) instead of a password.

The next stage involves User-to-User (U2U) authentication when requesting a Service Ticket (ST) from the KDC. Within Darktrace's visibility of this traffic, U2U was indicated by the client and service principal names within the ST request being identical. Because PKINIT was used earlier, the returned ST contains the NTLM hash of the credential, which can then be extracted and abused for lateral movement or privilege escalation [11].

Flowchart of Kerberos PKINIT pre-authentication and U2U authentication [12].
Figure 4: Flowchart of Kerberos PKINIT pre-authentication and U2U authentication [12]
Figure 5: Device event log showing the Kerberos Login and Kerberos Ticket events

Analysis of the desktop device’s event logs revealed a repeated sequence of suspicious activity across multiple credentials. Each sequence included a DCE-RPC ICertPassage request to download a certificate, followed by a Kerberos login event indicating PKINIT pre-authentication, and then a Kerberos ticket event consistent with User-to-User (U2U) authentication.

Darktrace identified this pattern as highly unusual. Cyber AI Analyst determined that the device used at least 15 different credentials for Kerberos logins over the course of the attack.

By compromising multiple credentials, the threat actor likely aimed to escalate privileges and facilitate further malicious activity, including lateral movement. One of the credentials obtained via the “UnPAC the hash” technique was later observed being used in an RDP session to the domain controller (REDACTED-dc2).

C2 / Additional tooling

At 06:44 UTC, the domain controller (REDACTED-dc2) was observed initiating a connection to temp[.]sh, a temporary cloud hosting service. Open-source intelligence (OSINT) reporting indicates that this service is commonly used by threat actors to host and distribute malicious payloads, including ransomware [13].

Shortly afterward, the ESXi device was observed downloading an executable named “vmwaretools” from the rare external endpoint 137.184.243[.]69, using the user agent “Wget.” The repeated outbound connections to this IP suggest potential command-and-control (C2) activity.

Cyber AI Analyst investigation into the suspicious file download and suspected C2 activity between the ESXI device and the external endpoint 137.184.243[.]69.
Figure 6: Cyber AI Analyst investigation into the suspicious file download and suspected C2 activity between the ESXI device and the external endpoint 137.184.243[.]69.
Packet capture (PCAP) of connections between the ESXi device and 137.184.243[.]69.
Figure 7: Packet capture (PCAP) of connections between the ESXi device and 137.184.243[.]69.

Data exfiltration

The first signs of data exfiltration were observed at around 7:00 UTC. Both the domain controller (REDACTED-dc2) and a likely SonicWall VPN device were seen uploading approximately 2 GB of data via SSH to the rare external endpoint 66.165.243[.]39 (AS29802 HVC-AS). OSINT sources have since identified this IP as an indicator of compromise (IoC) associated with the Akira ransomware group, known to use it for data exfiltration [14].

Cyber AI Analyst incident view highlighting multiple unusual events across several devices on August 20. Notably, it includes the “Unusual External Data Transfer” event, which corresponds to the anomalous 2 GB data upload to the known Akira-associated endpoint 66.165.243[.]39.
Figure 8: Cyber AI Analyst incident view highlighting multiple unusual events across several devices on August 20. Notably, it includes the “Unusual External Data Transfer” event, which corresponds to the anomalous 2 GB data upload to the known Akira-associated endpoint 66.165.243[.]39.

Cyber AI Analyst

Throughout the course of the attack, Darktrace’s Cyber AI Analyst autonomously investigated the anomalous activity as it unfolded and correlated related events into a single, cohesive incident. Rather than treating each alert as isolated, Cyber AI Analyst linked them together to reveal the broader narrative of compromise. This holistic view enabled the customer to understand the full scope of the attack, including all associated activities and affected assets that might otherwise have been dismissed as unrelated.

Overview of Cyber AI Analyst’s investigation, correlating all related internal and external security events across affected devices into a single pane of glass.
Figure 9: Overview of Cyber AI Analyst’s investigation, correlating all related internal and external security events across affected devices into a single pane of glass.

Containing the attack

In response to the multiple anomalous activities observed across the network, Darktrace's Autonomous Response initiated targeted mitigation actions to contain the attack. These included:

  • Blocking connections to known malicious or rare external endpoints, such as 137.184.243[.]69, 66.165.243[.]39, and advanced-ip-scanner[.]com.
  • Blocking internal traffic to sensitive ports, including 88 (Kerberos), 3389 (RDP), and 49339 (DCE-RPC), to disrupt lateral movement and credential abuse.
  • Enforcing a block on all outgoing connections from affected devices to contain potential data exfiltration and C2 activity.
Autonomous Response actions taken by Darktrace on an affected device, including the blocking of malicious external endpoints and internal service ports.
Figure 10: Autonomous Response actions taken by Darktrace on an affected device, including the blocking of malicious external endpoints and internal service ports.

Managed Detection and Response

As this customer was an MDR subscriber, multiple Enhanced Monitoring alerts—high-fidelity models designed to detect activity indicative of compromise—were triggered across the network. These alerts prompted immediate investigation by Darktrace’s SOC team.

Upon determining that the activity was likely linked to an Akira ransomware attack, Darktrace analysts swiftly acted to contain the threat. At around 08:05 UTC, devices suspected of being compromised were quarantined, and the customer was promptly notified, enabling them to begin their own remediation procedures without delay.

A wider campaign?

Darktrace’s SOC and Threat Research teams identified at least three additional incidents likely linked to the same campaign. All targeted organizations were based in the US, spanning various industries, and each have indications of using SonicWall VPN, indicating it had likely been targeted for initial access.

Across these incidents, similar patterns emerged. In each case, a suspicious executable named “vmwaretools” was downloaded from the endpoint 85.239.52[.]96 using the user agent “Wget”, bearing some resemblance to the file downloads seen in the incident described here. Data exfiltration was also observed via SSH to the endpoints 107.155.69[.]42 and 107.155.93[.]154, both of which belong to the same ASN also seen in the incident described in this blog: S29802 HVC-AS. Notably, 107.155.93[.]154 has been reported in OSINT as an indicator associated with Akira ransomware activity [15]. Further recent Akira ransomware cases have been observed involving SonicWall VPN, where no similar executable file downloads were observed, but SSH exfiltration to the same ASN was. These overlapping and non-overlapping TTPs may reflect the blurring lines between different affiliates operating under the same RaaS.

Lessons from the campaign

This campaign by Akira ransomware actors underscores the critical importance of maintaining up-to-date patching practices. Threat actors continue to exploit previously disclosed vulnerabilities, not just zero-days, highlighting the need for ongoing vigilance even after patches are released. It also demonstrates how misconfigurations and overlooked weaknesses can be leveraged for initial access or privilege escalation, even in otherwise well-maintained environments.

Darktrace’s observations further reveal that ransomware actors are increasingly relying on legitimate administrative tools, such as WinRM, to blend in with normal network activity and evade detection. In addition to previously documented Kerberos-based credential access techniques like Kerberoasting and pass-the-hash, this campaign featured the use of UnPAC the hash to extract NTLM hashes via PKINIT and U2U authentication for lateral movement or privilege escalation.

Credit to Emily Megan Lim (Senior Cyber Analyst), Vivek Rajan (Senior Cyber Analyst), Ryan Traill (Analyst Content Lead), and Sam Lister (Specialist Security Researcher)

Appendices

Darktrace Model Detections

Anomalous Connection / Active Remote Desktop Tunnel

Anomalous Connection / Data Sent to Rare Domain

Anomalous Connection / New User Agent to IP Without Hostname

Anomalous Connection / Possible Data Staging and External Upload

Anomalous Connection / Rare WinRM Incoming

Anomalous Connection / Rare WinRM Outgoing

Anomalous Connection / Uncommon 1 GiB Outbound

Anomalous Connection / Unusual Admin RDP Session

Anomalous Connection / Unusual Incoming Long Remote Desktop Session

Anomalous Connection / Unusual Incoming Long SSH Session

Anomalous Connection / Unusual Long SSH Session

Anomalous File / EXE from Rare External Location

Anomalous Server Activity / Anomalous External Activity from Critical Network Device

Anomalous Server Activity / Outgoing from Server

Anomalous Server Activity / Rare External from Server

Compliance / Default Credential Usage

Compliance / High Priority Compliance Model Alert

Compliance / Outgoing NTLM Request from DC

Compliance / SSH to Rare External Destination

Compromise / Large Number of Suspicious Successful Connections

Compromise / Sustained TCP Beaconing Activity To Rare Endpoint

Device / Anomalous Certificate Download Activity

Device / Anomalous SSH Followed By Multiple Model Alerts

Device / Anonymous NTLM Logins

Device / Attack and Recon Tools

Device / ICMP Address Scan

Device / Large Number of Model Alerts

Device / Network Range Scan

Device / Network Scan

Device / New User Agent To Internal Server

Device / Possible SMB/NTLM Brute Force

Device / Possible SMB/NTLM Reconnaissance

Device / RDP Scan

Device / Reverse DNS Sweep

Device / Suspicious SMB Scanning Activity

Device / UDP Enumeration

Unusual Activity / Unusual External Data to New Endpoint

Unusual Activity / Unusual External Data Transfer

User / Multiple Uncommon New Credentials on Device

User / New Admin Credentials on Client

User / New Admin Credentials on Server

Enhanced Monitoring Models

Compromise / Anomalous Certificate Download and Kerberos Login

Device / Initial Attack Chain Activity

Device / Large Number of Model Alerts from Critical Network Device

Device / Multiple Lateral Movement Model Alerts

Device / Suspicious Network Scan Activity

Unusual Activity / Enhanced Unusual External Data Transfer

Antigena/Autonomous Response Models

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

Antigena / Network / External Threat / Antigena Suspicious Activity Block

Antigena / Network / External Threat / Antigena Suspicious File Block

Antigena / Network / Insider Threat / Antigena Large Data Volume Outbound Block

Antigena / Network / Insider Threat / Antigena Network Scan Block

Antigena / Network / Insider Threat / Antigena Unusual Privileged User Activities Block

Antigena / Network / Manual / Quarantine Device

Antigena / Network / Significant Anomaly / Antigena Alerts Over Time Block

Antigena / Network / Significant Anomaly / Antigena Controlled and Model Alert

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

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

Antigena / Network / Significant Anomaly / Antigena Significant Anomaly from Client Block

Antigena / Network / Significant Anomaly / Antigena Significant Server Anomaly Block

Antigena / Network / Significant Anomaly / Repeated Antigena Alerts

List of Indicators of Compromise (IoCs)

·      66.165.243[.]39 – IP Address – Data exfiltration endpoint

·      107.155.69[.]42 – IP Address – Probable data exfiltration endpoint

·      107.155.93[.]154 – IP Address – Likely Data exfiltration endpoint

·      137.184.126[.]86 – IP Address – Possible C2 endpoint

·      85.239.52[.]96 – IP Address – Likely C2 endpoint

·      hxxp://85.239.52[.]96:8000/vmwarecli  – URL – File download

·      hxxp://137.184.126[.]86:8080/vmwaretools – URL – File download

MITRE ATT&CK Mapping

Initial Access – T1190 – Exploit Public-Facing Application

Reconnaissance – T1590.002 – Gather Victim Network Information: DNS

Reconnaissance – T1590.005 – Gather Victim Network Information: IP Addresses

Reconnaissance – T1592.004 – Gather Victim Host Information: Client Configurations

Reconnaissance – T1595 – Active Scanning

Discovery – T1018 – Remote System Discovery

Discovery – T1046 – Network Service Discovery

Discovery – T1083 – File and Directory Discovery

Discovery – T1135 – Network Share Discovery

Lateral Movement – T1021.001 – Remote Services: Remote Desktop Protocol

Lateral Movement – T1021.004 – Remote Services: SSH

Lateral Movement – T1021.006 – Remote Services: Windows Remote Management

Lateral Movement – T1550.002 – Use Alternate Authentication Material: Pass the Hash

Lateral Movement – T1550.003 – Use Alternate Authentication Material: Pass the Ticket

Credential Access – T1110.001 – Brute Force: Password Guessing

Credential Access – T1649 – Steal or Forge Authentication Certificates

Persistence, Privilege Escalation – T1078 – Valid Accounts

Resource Development – T1588.001 – Obtain Capabilities: Malware

Command and Control – T1071.001 – Application Layer Protocol: Web Protocols

Command and Control – T1105 – Ingress Tool Transfer

Command and Control – T1573 – Encrypted Channel

Collection – T1074 – Data Staged

Exfiltration – T1041 – Exfiltration Over C2 Channel

Exfiltration – T1048 – Exfiltration Over Alternative Protocol

References

[1] https://thehackernews.com/2025/08/sonicwall-investigating-potential-ssl.html

[2] https://www.sonicwall.com/support/notices/gen-7-and-newer-sonicwall-firewalls-sslvpn-recent-threat-activity/250804095336430

[3] https://psirt.global.sonicwall.com/vuln-detail/SNWLID-2024-0015

[4] https://arcticwolf.com/resources/blog/arctic-wolf-observes-akira-ransomware-campaign-targeting-sonicwall-sslvpn-accounts/

[5] https://www.rapid7.com/blog/post/dr-akira-ransomware-group-utilizing-sonicwall-devices-for-initial-access/

[6] https://www.ic3.gov/AnnualReport/Reports/2024_IC3Report.pdf

[7] https://www.cisa.gov/news-events/cybersecurity-advisories/aa24-109a

[8] https://blog.talosintelligence.com/akira-ransomware-continues-to-evolve/

[9] https://www.ransomware.live/map?year=2025&q=akira

[10] https://attack.mitre.org/groups/G1024/
[11] https://labs.lares.com/fear-kerberos-pt2/#UNPAC

[12] https://www.thehacker.recipes/ad/movement/kerberos/unpac-the-hash

[13] https://www.s-rminform.com/latest-thinking/derailing-akira-cyber-threat-intelligence)

[14] https://fieldeffect.com/blog/update-akira-ransomware-group-targets-sonicwall-vpn-appliances

[15] https://arcticwolf.com/resources/blog/arctic-wolf-observes-july-2025-uptick-in-akira-ransomware-activity-targeting-sonicwall-ssl-vpn/

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Emily Megan Lim
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September 30, 2025

Out of Character: Detecting Vendor Compromise and Trusted Relationship Abuse with Darktrace

vendor email compromiseDefault blog imageDefault blog image

What is Vendor Email Compromise?

Vendor Email Compromise (VEC) refers to an attack where actors breach a third-party provider to exploit their access, relationships, or systems for malicious purposes. The initially compromised entities are often the target’s existing partners, though this can extend to any organization or individual the target is likely to trust.

It sits at the intersection of supply chain attacks and business email compromise (BEC), blending technical exploitation with trust-based deception. Attackers often infiltrate existing conversations, leveraging AI to mimic tone and avoid common spelling and grammar pitfalls. Malicious content is typically hosted on otherwise reputable file sharing platforms, meaning any shared links initially seem harmless.

While techniques to achieve initial access may have evolved, the goals remain familiar. Threat actors harvest credentials, launch subsequent phishing campaigns, attempt to redirect invoice payments for financial gain, and exfiltrate sensitive corporate data.

Why traditional defenses fall short

These subtle and sophisticated email attacks pose unique challenges for defenders. Few busy people would treat an ongoing conversation with a trusted contact with the same level of suspicion as an email from the CEO requesting ‘URGENT ASSISTANCE!’ Unfortunately, many traditional secure email gateways (SEGs) struggle with this too. Detecting an out-of-character email, when it does not obviously appear out of character, is a complex challenge. It’s hardly surprising, then, that 83% of organizations have experienced a security incident involving third-party vendors [1].  

This article explores how Darktrace detected four different vendor compromise campaigns for a single customer, within a two-week period in 2025.  Darktrace / EMAIL successfully identified the subtle indicators that these seemingly benign emails from trusted senders were, in fact, malicious. Due to the configuration of Darktrace / EMAIL in this customer’s environment, it was unable to take action against the malicious emails. However, if fully enabled to take Autonomous Response, it would have held all offending emails identified.

How does Darktrace detect vendor compromise?

The answer lies at the core of how Darktrace operates: anomaly detection. Rather than relying on known malicious rules or signatures, Darktrace learns what ‘normal’ looks like for an environment, then looks for anomalies across a wide range of metrics. Despite the resourcefulness of the threat actors involved in this case, Darktrace identified many anomalies across these campaigns.

Different campaigns, common traits

A wide variety of approaches was observed. Individuals, shared mailboxes and external contractors were all targeted. Two emails originated from compromised current vendors, while two came from unknown compromised organizations - one in an associated industry. The sender organizations were either familiar or, at the very least, professional in appearance, with no unusual alphanumeric strings or suspicious top-level domains (TLDs). Subject line, such as “New Approved Statement From [REDACTED]” and “[REDACTED] - Proposal Document” appeared unremarkable and were not designed to provoke heightened emotions like typical social engineering or BEC attempts.

All emails had been given a Microsoft Spam Confidence Level of 1, indicating Microsoft did not consider them to be spam or malicious [2]. They also passed authentication checks (including SPF, and in some cases DKIM and DMARC), meaning they appeared to originate from an authentic source for the sender domain and had not been tampered with in transit.  

All observed phishing emails contained a link hosted on a legitimate and commonly used file-sharing site. These sites were often convincingly themed, frequently featuring the name of a trusted vendor either on the page or within the URL, to appear authentic and avoid raising suspicion. However, these links served only as the initial step in a more complex, multi-stage phishing process.

A legitimate file sharing site used in phishing emails to host a secondary malicious link.
Figure 1: A legitimate file sharing site used in phishing emails to host a secondary malicious link.
Another example of a legitimate file sharing endpoint sent in a phishing email and used to host a malicious link.
Figure 2: Another example of a legitimate file sharing endpoint sent in a phishing email and used to host a malicious link.

If followed, the recipient would be redirected, sometimes via CAPTCHA, to fake Microsoft login pages designed to capturing credentials, namely http://pub-ac94c05b39aa4f75ad1df88d384932b8.r2[.]dev/offline[.]html and https://s3.us-east-1.amazonaws[.]com/s3cure0line-0365cql0.19db86c3-b2b9-44cc-b339-36da233a3be2ml0qin/s3cccql0.19db86c3-b2b9-44cc-b339-36da233a3be2%26l0qn[.]html#.

The latter made use of homoglyphs to deceive the user, with a link referencing ‘s3cure0line’, rather than ‘secureonline’. Post-incident investigation using open-source intelligence (OSINT) confirmed that the domains were linked to malicious phishing endpoints [3] [4].

Fake Microsoft login page designed to harvest credentials.
Figure 3: Fake Microsoft login page designed to harvest credentials.
Phishing kit with likely AI-generated image, designed to harvest user credentials. The URL uses ‘s3cure0line’ instead of ‘secureonline’, a subtle misspelling intended to deceive users.
Figure 4: Phishing kit with likely AI-generated image, designed to harvest user credentials. The URL uses ‘s3cure0line’ instead of ‘secureonline’, a subtle misspelling intended to deceive users.

Darktrace Anomaly Detection

Some senders were unknown to the network, with no previous outbound or inbound emails. Some had sent the email to multiple undisclosed recipients using BCC, an unusual behavior for a new sender.  

Where the sender organization was an existing vendor, Darktrace recognized out-of-character behavior, in this case it was the first time a link to a particular file-sharing site had been shared. Often the links themselves exhibited anomalies, either being unusually prominent or hidden altogether - masked by text or a clickable image.

Crucially, Darktrace / EMAIL is able to identify malicious links at the time of processing the emails, without needing to visit the URLs or analyze the destination endpoints, meaning even the most convincing phishing pages cannot evade detection – meaning even the most convincing phishing emails cannot evade detection. This sets it apart from many competitors who rely on crawling the endpoints present in emails. This, among other things, risks disruption to user experience, such as unsubscribing them from emails, for instance.

Darktrace was also able to determine that the malicious emails originated from a compromised mailbox, using a series of behavioral and contextual metrics to make the identification. Upon analysis of the emails, Darktrace autonomously assigned several contextual tags to highlight their concerning elements, indicating that the messages contained phishing links, were likely sent from a compromised account, and originated from a known correspondent exhibiting out-of-character behavior.

A summary of the anomalous email, confirming that it contained a highly suspicious link.
Figure 5: Tags assigned to offending emails by Darktrace / EMAIL.

Figure 6: A summary of the anomalous email, confirming that it contained a highly suspicious link.

Out-of-character behavior caught in real-time

In another customer environment around the same time Darktrace / EMAIL detected multiple emails with carefully crafted, contextually appropriate subject lines sent from an established correspondent being sent to 30 different recipients. In many cases, the attacker hijacked existing threads and inserted their malicious emails into an ongoing conversation in an effort to blend in and avoid detection. As in the previous, the attacker leveraged a well-known service, this time ClickFunnels, to host a document containing another malicious link. Once again, they were assigned a Microsoft Spam Confidence Level of 1, indicating that they were not considered malicious.

The legitimate ClickFunnels page used to host a malicious phishing link.
Figure 7: The legitimate ClickFunnels page used to host a malicious phishing link.

This time, however, the customer had Darktrace / EMAIL fully enabled to take Autonomous Response against suspicious emails. As a result, when Darktrace detected the out-of-character behavior, specifically, the sharing of a link to a previously unused file-sharing domain, and identified the likely malicious intent of the message, it held the email, preventing it from reaching recipients’ inboxes and effectively shutting down the attack.

Figure 8: Darktrace / EMAIL’s detection of malicious emails inserted into an existing thread.*

*To preserve anonymity, all real customer names, email addresses, and other identifying details have been redacted and replaced with fictitious placeholders.

Legitimate messages in the conversation were assigned an Anomaly Score of 0, while the newly inserted malicious emails identified and were flagged with the maximum score of 100.

Key takeaways for defenders

Phishing remains big business, and as the landscape evolves, today’s campaigns often look very different from earlier versions. As with network-based attacks, threat actors are increasingly leveraging legitimate tools and exploiting trusted relationships to carry out their malicious goals, often staying under the radar of security teams and traditional email defenses.

As attackers continue to exploit trusted relationships between organizations and their third-party associates, security teams must remain vigilant to unexpected or suspicious email activity. Protecting the digital estate requires an email solution capable of identifying malicious characteristics, even when they originate from otherwise trusted senders.

Credit to Jennifer Beckett (Cyber Analyst), Patrick Anjos (Senior Cyber Analyst), Ryan Traill (Analyst Content Lead), Kiri Addison (Director of Product)

Appendices

IoC - Type - Description + Confidence  

- http://pub-ac94c05b39aa4f75ad1df88d384932b8.r2[.]dev/offline[.]html#p – fake Microsoft login page

- https://s3.us-east-1.amazonaws[.]com/s3cure0line-0365cql0.19db86c3-b2b9-44cc-b339-36da233a3be2ml0qin/s3cccql0.19db86c3-b2b9-44cc-b339-36da233a3be2%26l0qn[.]html# - link to domain used in homoglyph attack

MITRE ATT&CK Mapping  

Tactic – Technique – Sub-Technique  

Initial Access - Phishing – (T1566)  

References

1.     https://gitnux.org/third-party-risk-statistics/

2.     https://learn.microsoft.com/en-us/defender-office-365/anti-spam-spam-confidence-level-scl-about

3.     https://www.virustotal.com/gui/url/5df9aae8f78445a590f674d7b64c69630c1473c294ce5337d73732c03ab7fca2/detection

4.     https://www.virustotal.com/gui/url/695d0d173d1bd4755eb79952704e3f2f2b87d1a08e2ec660b98a4cc65f6b2577/details

The content provided in this blog is published by Darktrace for general informational purposes only and reflects our understanding of cybersecurity topics, trends, incidents, and developments at the time of publication. While we strive to ensure accuracy and relevance, the information is provided “as is” without any representations or warranties, express or implied. Darktrace makes no guarantees regarding the completeness, accuracy, reliability, or timeliness of any information presented and expressly disclaims all warranties.

Nothing in this blog constitutes legal, technical, or professional advice, and readers should consult qualified professionals before acting on any information contained herein. Any references to third-party organizations, technologies, threat actors, or incidents are for informational purposes only and do not imply affiliation, endorsement, or recommendation.

Darktrace, its affiliates, employees, or agents shall not be held liable for any loss, damage, or harm arising from the use of or reliance on the information in this blog.

The cybersecurity landscape evolves rapidly, and blog content may become outdated or superseded. We reserve the right to update, modify, or remove any content

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