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August 2, 2023

Darktrace's Detection of Ransomware & Syssphinx

Read how Darktrace identified an attack technique by the threat group, Syssphinx. Learn how Darktrace's quick identification process can spot a threat.
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
Adam Potter
Senior Cyber Analyst
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02
Aug 2023

Introduction

As the threat of costly cyber-attacks continues represent a real concern to security teams across the threat landscape, more and more organizations are strengthening their defenses with additional security tools to identify attacks and protect their networks. As a result, malicious actors are being forced to adapt their tactics, modify existing variants of malicious software, or utilize entirely new variants.  

Symantec recently released an article about Syssphinx, the financially motivated cyber threat group previously known for their point-of-sale attacks. Syssphinx attempts to deploy ransomware on customer networks via a modified version of their ‘Sardonic’ backdoor. Such activity highlights the ability of threat actors to alter the composition and presentation of payloads, tools, and tactics.

Darktrace recently detected some of the same indicators suggesting a likely Syssphinx compromise within the network of a customer trialing the Darktrace DETECT™ and RESPOND™ products. Despite the potential for variations in the construction of backdoors and payloads used by the group, Darktrace’s anomaly-based approach to threat detection allowed it to stitch together a detailed account of compromise activity and identify the malicious activity prior to disruptive events on the customer’s network.

What is Syssphinx?

Syssphinx is a notorious cyber threat entity known for its financially motivated compromises.  Also referred to as FIN8, Syssphinx has been observed as early as 2016 and is largely known to target private sector entities in the retail, hospitality, insurance, IT, and financial sectors.[1]

Although Syssphinx primarily began focusing on point-of-sale style attacks, the activity associated with the group has more recently incorporated ransomware variants into their intrusions in a potential bid to further extract funds from target organizations.[2]

Syssphinx Sardonic Backdoor

Given this gradual opportunistic incorporation of ransomware, it should not be surprising that Syssphinx has slowly expanded its repertoire of tools.  When primarily performing point-of-sale compromises, the group was known for its use of point-of-sale specific malwares including BadHatch, PoSlurp/PunchTrack, and PowerSniff/PunchBuggy/ShellTea.[3]

However, in a seeming response to updates in detection systems while using previous indicators of compromise (IoCs), Syssphinx began to modify its BadHatch malware.  This resulted in the use of a C++ derived backdoor known as “Sardonic”, which has the ability to aggregate host credentials, spawn additional command sessions, and deliver payloads to compromised devices via dynamic-link library (DLL).[4],[5]

Analysis of the latest version of Sardonic reveals further changes to the malware to elude detection. These shifts include the implementation of the backdoor in the C programming language, and additional over-the-network communication obfuscation techniques. [6]

During the post-exploitation phase, the group tends to rely on “living-off-the-land” tactics, whereby an attacker utilizes tools already present within the organization’s digital environment to avoid detection. Syssphinx seems to utilize system-native tools such as PowerShell and the Windows Management Instrumentation (WMI) interface.[7] It is also not uncommon to see Windows-based vulnerability exploits employed on compromised devices. This has been observed by researchers who have examined previous iterations of Syssphinx backdoors.[8] Syssphinx also appears to exhibit elements of strategic patience and discipline in its operations, with significant time gaps in operations noted by researchers. During this time, it appears likely that updates and tweaks were applied to Syssphinx payloads.

Compromise Details

In late April 2023, Darktrace identified an active compromise on the network of a prospective customer who was trialing Darktrace DETECT+RESPOND. The customer, a retailer in EMEA with hundreds of tracked devices, reached out to the Darktrace Analyst team via the Ask the Expert (ATE) service for support and further investigation, following the encryption of their server and backup data storage in an apparent ransomware attack. Although the encryption events fell outside Darktrace’s purview due to a limited set up of trial appliances, Darktrace was able to directly track early stages of the compromise before exfiltration and encryption events began. If a full deployment had been set up and RESPOND functionality had been configured in autonomous response mode, Darktrace may have helped mitigate such encryption events and would have aided in the early identification of this ransomware attack.

Initial Intrusion and Establishment of Command and Control (C2) Infrastructure

As noted by security researchers, Syssphinx largely relies on social engineering and phishing emails to deliver its backdoor payloads. As there were no Darktrace/Email™ products deployed for this customer, it would be difficult to directly observe the exact time and manner of initial payload delivery related to this compromise. This is compounded by the fact that the customer had only recently began using Darktrace’s products during their trial period. Given the penchant for patience and delay by Syssphinx, it is possible that the intrusion began well before Darktrace had visibility of the organization’s network.

However, beginning on April 30, 2023, at 07:17:31 UTC, Darktrace observed the domain controller dc01.corp.XXXX  making repeated SSL connections to the endpoint 173-44-141-47[.]nip[.]io. In addition to the multiple open-source intelligence (OSINT) flags for this endpoint, the construction of the domain parallels that of the initial domain used to deliver a backdoor, as noted by Symantec in their analysis (37-10-71-215[.]nip[.]io). This activity likely represented the initial beaconing being performed by the compromised device. Additionally, an elevated level of incoming external data over port 443 was observed during this time, which may be associated with the delivery of the Sardonic backdoor payload. Given the unusual use of port 443 to perform SSH connections later seen in the kill chain of this attack, this activity could also parallel the employment of embedded backdoor payloads seen in the latest iteration of the Sardonic backdoor noted by Symantec.

Figure 1: Graph of the incoming external data surrounding the time of the initial establishment of command and control communication for the domain controller. As seen in the graph, the spike in incoming external data during this time may parallel the delivery of Syssphinx Sardonic backdoor.

Regardless, the domain controller proceeded to make repeated connections over port 443 to the noted domain.

Figure 2: Breach event log for the domain controller making repeated connections over port 443 to the rare external destination endpoint in constitute the establishment of C2 communication.

Internal Reconnaissance/Privilege Escalation

Following the establishment of C2 communication, Darktrace detected numerous elements of internal reconnaissance. On Apr 30, 2023, at 22:06:26 UTC, the desktop device desktop_02.corp.XXXX proceeded to perform more than 100 DRSGetNCChanges requests to the aforementioned domain controller. These commands, which are typically implemented over the RPC protocol on the DRSUAPI interface, are frequently utilized in Active Directory sync attacks to copy Active Directory information from domain controllers. Such activity, when not performed by new domain controllers to sync Active Directory contents, can indicate malicious domain or user enumeration, credential compromise or Active Directory enumeration.

Although the affected device made these requests to the previously noted domain controller, which was already compromised, such activity may have further enabled the compromise by allowing the threat actor to transfer these details to a more easily manageable device.

The device performing these DRSGetNCChanges requests would later be seen performing lateral movement activity and making connections to malicious endpoints.

Figure 3: Breach log highlighting the DRS operations performed by the corporate device to the destination domain controller. Such activity is rarely authorized for devices not tagged as administrative or as domain controllers.

Execution and Lateral Movement

At 23:09:53 UTC on April 30, 2023, the original domain server proceeded to make multiple uncommon WMI calls to a destination server on the same subnet (server01.corp.XXXX). Specifically, the device was observed making multiple RPC calls to IWbem endpoints on the server, which included login and ExecMethod (method execution) commands on the destination device. This destination device later proceeded to conduct additional beaconing activity to C2 endpoints and exfiltrate data.

Figure 4: Breach log for the domain controller performing WMI commands to the destination server during the lateral movement phase of the breach.

Similarly, beginning on May 1, 2023, at 00:11:09 UTC, the device desktop_02.corp.XXXX made multiple WMI requests to two additional devices, one server and one desktop, within the same subnet as the original domain controller. During this time, desktop_02.corp.XXXX  also utilized SMBv1, an outdated and typically non-compliant version communication protocol, to write the file rclone.exe to the same two destination devices. Rclone.exe, and its accompanying bat file, is a command-line tool developed by IT provider Rclone, to perform file management tasks. During this time, Darktrace also observed the device reading and deleting an unexpected numeric file on the ADMIN$ of the destination server, which may represent additional defense evasion techniques and tool staging.

Figure 5: Event log highlighting the writing of rclone.exe using the outdated SMBv1 communication protocol.
Figure 6: SMB logs indicating the reading and deletion of numeric string files on ADMIN$ shares of the destination devices during the time of the rclone.exe SMB writes. Such activity may be associated with tool staging and could indicate potential defense evasion techniques.

Given that the net loader sample analyzed by Symantec injects the backdoor into a WmiPrvSE.exe process, the use of WMI operations is not unexpected. Employment of WMI also correlates with the previously mentioned “living-off-the-land” tactics, as WMI services are commonly used for regular network and system administration purposes. Moreover, the staging of rclone.exe, a legitimate file management tool, for data exfiltration underscores attempts to blend into existing and expected network traffic and remain undetected on the customer’s network.

Data Exfiltration and Impact

Initial stages of data exfiltration actually began prior to some of the lateral movement events described above. On April 30, 2023, 23:09:47 the device server01.corp.XXXX, transferred nearly 11 GB of data to 173.44[.]141[.]47, as well as to the rare external IP address 170.130[.]55[.]77, which appears to have served as the main exfiltration destination during this compromise. Furthermore, the host made repeated connections to the same external IP associated with the initial suspicious beaconing activity (173.44[.]141[.]47) over SSL.

While the data exfiltration event unfolded, the device, server01.corp.XXXX, made multiple HTTP requests to 37.10[.]71[.]215, which featured URIs requesting the rclone.exe and rclone.bat files. This IP address was directly involved in the sample analyzed by Symantec. Furthermore, one of the devices that received the SMB file writes of rclone.exe and the WMI commands from desktop_02.corp.XXXX also performed SSL beaconing to endpoints associated with the compromise.

Between 01:20:45 - 03:31:41 UTC on May 1, 2023, a Darktrace detected a series of devices on the network performing a repeated pattern of activity, namely external connectivity followed by suspicious file downloads and external data transfer operations. Specifically, each affected device made multiple HTTP requests to 37.10[.]71[.]215 for rclone files. The devices proceeded to download the executable and/or binary files, and then transfer large amounts of data to the aforementioned endpoints, 170.130[.]55[.]77 and or 173-44-141-47[.]nip[.]io. Although the devices involved in data exfiltration utilized port 443 as a destination port, the connections actually used the SSH protocol. Darktrace recognized this behavior as unusual as port 443 is typically associated with the SSL protocol, while port 22 is reserved for SSH. Therefore, this activity may represent the threat actor’s attempts to remain undetected by security tools.

This unexpected use of SSH over port 443 also correlates with the descriptions of the new Sardonic backdoor according to threat researchers. Further beaconing and exfiltration activity was performed by an additional host one day later whereby the device made suspicious repeated connections to the aforementioned external hosts.

Figure 7: Connection details highlighting the use of port 443 for SSH connections during the exfiltration events.

In total, nine separate devices were involved in this pattern of activity. Five of these devices were labeled as ‘administrative’ devices according to their hostnames. Over the course of the entire exfiltration event, the attackers exfiltrated almost 61 GB of data from the organization’s environment.

Figure 8: Graph showing the levels of external data transfer from a breach device for one day on either side of the breach time. There is a large spike in such activity during the time of the breach that underscores the exfiltration events.

In addition to the individual anomaly detections by DETECT, Darktrace’s Cyber AI Analyst™ launched an autonomous investigation into the unusual behavior carried out by affected devices, connecting and collating multiple security events into one AI Analyst Incident. AI Analyst ensures that Darktrace can recognize and link the individual steps of a wider attack, rather than just identifying isolated incidents. While traditional security tools may mistake individual breaches as standalone activity, Darktrace’s AI allows it to provide unparalleled visibility over emerging attacks and their kill chains. Furthermore, Cyber AI Analyst’s instant autonomous investigations help to save customer security teams invaluable time in triaging incidents in comparison with human teams who would have to commit precious time and resources to conduct similar pattern analysis.

In this specific case, AI Analyst identified 44 separate security events from 18 different devices and was able to tie them together into one incident. The events that made up this AI Analyst Incident included:

  • Possible SSL Command and Control
  • Possible HTTP Command and Control
  • Unusual Repeated Connections
  • Suspicious Directory Replication ServiceActivity
  • Device / New or Uncommon WMI Activity
  • SMB Write of Suspicious File
  • Suspicious File Download
  • Unusual External Data Transfer
  • Unusual External Data Transfer to MultipleRelated Endpoints
Figure 9: Cyber AI Incident log highlighting multiple unusual anomalies and connecting them into one incident.

Had Darktrace RESPOND been enabled in autonomous response mode on the network of this prospective customer, it would have been able to take rapid mitigative action to block the malicious external connections used for C2 communication and subsequent data exfiltration, ideally halting the attack at this stage. As previously discussed, the limited network configuration of this trial customer meant that the encryption events unfortunately took place outside of Darktrace’s scope. When fully configured on a customer environment, Darktrace DETECT can identify such encryption attempts as soon as they occur. Darktrace RESPOND, in turn, would be able to immediately intervene by applying preventative actions like blocking internal connections that may represent file encryption, or limiting potentially compromised devices to a previously established pattern of life, ensuring they cannot carry out any suspicious activity.

Conclusion

Despite the limitations posed by the customer’s trial configuration, Darktrace demonstrated its ability to detect malicious activity associated with Syssphinx and track it across multiple stages of the kill chain.

Darktrace’s ability to identify the early stages of a compromise and various steps of the kill chain, highlights the necessity for machine learning-enabled, anomaly-based detection. In the face of threats such as Syssphinx, that exhibit the propensity to recast backdoor payloads and incorporate on “living-off-the-land” tactics, signatures and rules-based detection may not prove as effective. While Syssphinx and other threat groups will continue to adopt new tools, methods, and techniques, Darktrace’s Self-Learning AI is uniquely positioned to meet the challenge of such threats.

Appendix

DETECT Model Breaches Observed

•      Anomalous Server Activity / Anomalous External Activity from Critical Network Device

•      Anomalous Connection / Anomalous DRSGetNCChanges Operation

•      Device / New or Uncommon WMI Activity

•      Compliance / SMB Drive Write

•      Anomalous Connection / Data Sent to Rare Domain

•      Anomalous Connection / Uncommon 1 GiB Outbound

•      Unusual Activity / Unusual External Data Transfer

•      Unusual Activity / Unusual External Data to New Endpoints

•      Compliance / SSH to Rare External Destination

•      Anomalous Connection / Unusual SMB Version 1 Connectivity

•      Anomalous File / EXE from Rare External Location

•      Anomalous File / Script from Rare External Location

•      Compromise / Suspicious File and C2

•      Device / Initial Breach Chain Compromise

AI Analyst Incidents Observed

•      Possible SSL Command and Control

•      Possible HTTP Command and Control

•      Unusual Repeated Connections

•      Suspicious Directory Replication Service Activity

•      Device / New or Uncommon WMI Activity

•      SMB Write of Suspicious File

•      Suspicious File Download

•      Unusual External Data Transfer

•      Unusual External Data Transfer to Multiple Related Endpoints

IoCs

IoC - Type - Description

37.10[.]71[.]215 – IP – C2 + payload endpoint

173-44-141-47[.]nip[.]io – Hostname – C2 – payload

173.44[.]141[.]47 – IP – C2 + potential payload

170.130[.]55[.]77 – IP – Data exfiltration endpoint

Rclone.exe – Exe File – Common data tool

Rclone.bat – Script file – Common data tool

MITRE ATT&CK Mapping

Command and Control

T1071 - Application Layer Protocol

T1071.001 – Web protocols

T1573 – Encrypted channels

T1573.001 – Symmetric encryption

T1573.002 – Asymmetric encryption

T1571 – Non-standard port

T1105 – Ingress tool transfer

Execution

T1047 – Windows Management Instrumentation

Credential Access

T1003 – OS Credential Dumping

T1003.006 – DCSync

Lateral Movement

T1570 – Lateral Tool Transfer

T1021 - Remote Services

T1021.002 - SMB/Windows Admin Shares

T1021.006 – Windows Remote Management

Exfiltration

T1048 - Exfiltration Over Alternative Protocol

T1048.001 - Exfiltration Over Symmetric Encrypted Non-C2 Protocol

T1048.002 - Exfiltration Over Symmetric Encrypted Non-C2 Protocol

T1041 - Exfiltration Over C2 Channel

References

[1] https://cyberscoop.com/syssphinx-cybercrime-ransomware/

[2] https://symantec-enterprise-blogs.security.com/blogs/threat-intelligence/Syssphinx-FIN8-backdoor

[3] https://www.bleepingcomputer.com/news/security/fin8-deploys-alphv-ransomware-using-sardonic-malware-variant/

[4] https://symantec-enterprise-blogs.security.com/blogs/threat-intelligence/Syssphinx-FIN8-backdoor

[5] https://thehackernews.com/2023/07/fin8-group-using-modified-sardonic.html

[6] https://symantec-enterprise-blogs.security.com/blogs/threat-intelligence/Syssphinx-FIN8-backdoor

[7] https://symantec-enterprise-blogs.security.com/blogs/threat-intelligence/Syssphinx-FIN8-backdoor

[8] https://www.mandiant.com/resources/blog/windows-zero-day-payment-cards

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
Adam Potter
Senior Cyber Analyst

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May 6, 2026

When Trust Becomes the Attack Surface: Supply-Chain Attacks in an Era of Automation and Implicit Trust

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Software supply-chain attacks in 2026

Software supply-chain attacks now represent the primary threat shaping the 2026 security landscape. Rather than relying on exploits at the perimeter, attackers are targeting the connective tissue of modern engineering environments: package managers, CI/CD automation, developer systems, and even the security tools organizations inherently trust.

These incidents are not isolated cases of poisoned code. They reflect a structural shift toward abusing trusted automation and identity at ecosystem scale, where compromise propagates through systems designed for speed, not scrutiny. Ephemeral build runners, regardless of provider, represent high‑trust, low‑visibility execution zones.

The Axios compromise and the cascading Trivy campaign illustrate how quickly this abuse can move once attacker activity enters build and delivery workflows. This blog provides an overview of the latest supply chain and security tool incidents with Darktrace telemetry and defensive actions to improve organizations defensive cyber posture.

1. Why the Axios Compromise Scaled

On 31 March 2026, attackers hijacked the npm account of Axios’s lead maintainer, publishing malicious versions 1.14.1 and 0.30.4 that silently pulled in a malicious dependency, plain‑crypto‑[email protected]. Axios is a popular HTTP client for node.js and  processes 100 million weekly downloads and appears in around 80% of cloud and application environments, making this a high‑leverage breach [1].

The attack chain was simple yet effective:

  • A compromised maintainer account enabled legitimate‑looking malicious releases.
  • The poisoned dependency executed Remote Access Trojans (RATs) across Linux, macOS and Windows systems.
  • The malware beaconed to a remote command-and-control (C2) server every 60 seconds in a loop, awaiting further instructions.
  • The installer self‑cleaned by deleting malicious artifacts.

All of this matters because a single maintainer compromise was enough to project attacker access into thousands of trusted production environments without exploiting a single vulnerability.

A view from Darktrace

Multiple cases linked with the Axios compromise were identified across Darktrace’s customer base in March 2026, across both Darktrace / NETWORK and Darktrace / CLOUD deployments.

In one Darktrace / CLOUD deployment, an Azure Cloud Asset was observed establishing new external HTTP connectivity to the IP 142.11.206[.]73 on port 8000. Darktrace deemed this activity as highly anomalous for the device based on several factors, including the rarity of the endpoint across the network and the unusual combination of protocol and port for this asset. As a result, the triggering the "Anomalous Connection / Application Protocol on Uncommon Port" model was triggered in Darktrace / CLOUD. Detection was driven by environmental context rather than a known indicator at the time. Subsequent reporting later classified the destination as malicious in relation to the Axios supply‑chain compromise, reinforcing the gap that often exists between initial attacker activity and the availability of actionable intelligence. [5]

Additionally, shortly before this C2 connection, the device was observed communicating with various endpoints associated with the NPM package manager, further reinforcing the association with this attack.

Darktrace’s detection of the unusual external connection to 142.11[.]206[.]73 via port 8000.  
Figure 1: Darktrace’s detection of the unusual external connection to 142.11[.]206[.]73 via port 8000.  

Within Axios cases observed within Darktrace / NETWORK customer environments, activity generally focused on the use of newly observed cURL user agents in outbound connections to the C2 URL sfrclak[.]com/6202033, alongside the download of malicious files.

In other cases, Darktrace / NETWORK customers with Microsoft Defender for Endpoint integration received alerts flagging newly observed system executables and process launches associated with C2 communication.

A Security Integration Alert from Microsoft Defender for Endpoint associated with the Axios supply chain attack.
Figure 2: A Security Integration Alert from Microsoft Defender for Endpoint associated with the Axios supply chain attack.

2. Why Trivy bypassed security tooling trust

Between late February and March 22, 2026, the threat group TeamPCP leveraged credentials from a previous incident to insert malicious artifacts across Trivy’s distribution ecosystem, including its CI automation, release binaries, Visual Studio Code extensions, and Docker container images [2].

While public reporting has emphasized GitHub Actions, Darktrace telemetry highlights attacker execution within CI/CD runner environments, including ephemeral build runners. These execution contexts are typically granted broad trust and limited visibility, allowing malicious activity within build automation to blend into expected operational workflows, regardless of provider.

This was a coordinated multi‑phase attack:

  • 75 of 76  of trivy-action tags and all setup‑trivy tags were force‑pushed to deliver a malicious payload.
  • A malicious binary (v0.69.4) was distributed across all major distribution channels.
  • Developer machines were compromised, receiving a persistent backdoor and a self-propagating worm.
  • Secrets were exfiltrated at scale, including SSH keys, Kuberenetes tokens, database passwords, and cloud credentials across Amazon Web Service (AWS), Azure, and Google Cloud Platform (GCP).

Within Darktrace’s customer base, an AWS EC2 instance monitored by Darktrace / CLOUD  appeared to have been impacted by the Trivy attack. On March 19, the device was seen connecting to the attacker-controlled C2 server scan[.]aquasecurtiy[.]org (45.148.10[.]212), triggering the model 'Anomalous Server Activity / Outgoing from Server’ in Darktrace / CLOUD.

Despite this limited historical context, Darktrace assessed this activity as suspicious due to the rarity of the destination endpoint across the wider deployment. This resulted in the triggering of a model alert and the generation of a Cyber AI Analyst incident to further analyze and correlate the attack activity.

TeamPCP’s continued abused of GitHub Actions against security and IT tooling has also been observed more recently in Darktrace’s customer base. On April 22, an AWS asset was seen connecting to the C2 endpoint audit.checkmarx[.]cx (94.154.172[.]43). The timing of this activity suggests a potential link to a malicious Bitwarden package distributed by the threat actor, which was only available for a short timeframe on April 22. [4][3]

Figure 3: A model alert flagging unusual external connectivity from the AWS asset, as seen in Darktrace / CLOUD .

While the Trivy activity originated within build automation, the underlying failure mode mirrors later intrusions observed via management tooling. In both cases, attackers leveraged platforms designed for scale and trust to execute actions that blended into normal operational noise until downstream effects became visible.

Quest KACE: Legacy Risk, Real Impact

The Quest KACE System Management Appliance (SMA) incident reinforces that software risk is not confined to development pipelines alone. High‑trust infrastructure and management platforms are increasingly leveraged by adversaries when left unpatched or exposed to the internet.

Throughout March 2026, attackers exploited CVE 2025-32975 to authentication on outdated, internet-facing KACE appliances, gaining administrative control and pushing remote payloads into enterprise environments. Organizations still running pre-patch versions effectively handed adversaries a turnkey foothold, reaffirming a simple strategic truth: legacy management systems are now part of the supply-chain threat surface, and treating them as “low-risk utilities” is no longer defensible [3].

Within the Darktrace customer base, a potential case was identified in mid-March involving an internet-facing server that exhibited the use of a new user agent alongside unusual file downloads and unexpected external connectivity. Darktrace identified the device downloading file downloads from "216.126.225[.]156/x", "216.126.225[.]156/ct.py" and "216.126.225[.]156/n", using the user agents, "curl/8.5.0" & "Python-urllib/3.9".

The timeframe and IoCs observed point towards likely exploitation of CVE‑2025‑32975. As with earlier incidents, the activity became visible through deviations in expected system behavior rather than through advance knowledge of exploitation or attacker infrastructure. The delay between observed exploitation and its addition to the Known Exploited Vulnerabilities (KEV) catalogue underscores a recurring failure: retrospective validation cannot keep pace with adversaries operating at automation speed.

The strategic pattern: Ecosystem‑scale adversaries

The Axios and Trivy compromises are not anomalies; they are signals of a structural shift in the threat landscape. In this post-trust era, the compromise of a single maintainer, repository token, or CI/CD tag can produce large-scale blast radiuses with downstream victims numbering in the thousands. Attackers are no longer just exploiting vulnerabilities; they are exploiting infrastructure privileges, developer trust relationships, and automated build systems that the industry has generally under secured.

Supply‑chain compromise should now be treated as an assumed breach scenario, not a specialized threat class, particularly across build, integration, and management infrastructure. Organizations must operate under the assumption that compromise will occur within trusted software and automation layers, not solely at the network edge or user endpoint. Defenders should therefore expect compromise to emerge from trusted automation layers before it is labelled, validated, or widely understood.

The future of supply‑chain defense lies in continuous behavioral visibility, autonomous detection across developer and build environments, and real‑time anomaly identification.

As AI increasingly shapes software development and security operations, defenders must assume adversaries will also operate with AI in the loop. The defensive edge will come not from predicting specific compromises, but from continuously interrogating behavior across environments humans can no longer feasibly monitor at scale.

Credit to Nathaniel Jones (VP, Security & AI Strategy, FCISCO), Emma Foulger (Global Threat Research Operations Lead), Justin Torres (Senior Cyber Analyst), Tara Gould (Malware Research Lead)

Edited by Ryan Traill (Content Manager)

Appendices

References:

1)         https://www.infosecurity-magazine.com/news/hackers-hijack-axios-npm-package/

2)         https://thehackernews.com/2026/03/trivy-hack-spreads-infostealer-via.html

3)         https://thehackernews.com/2026/03/hackers-exploit-cve-2025-32975-cvss-100.html

4)         https://www.endorlabs.com/learn/shai-hulud-the-third-coming----inside-the-bitwarden-cli-2026-4-0-supply-chain-attack

5)         https://socket.dev/blog/axios-npm-package-compromised?trk=public_post_comment-text

IoCs

- 142.11.206[.]73 – IP Address – Axios supply chain C2

- sfrclak[.]com – Hostname – Axios supply chain C2

- hxxp://sfrclak[.]com:8000/6202033 - URI – Axios supply chain payload

- 45.148.10[.]212 – IP Address – Trivy supply chain C2

- scan.aquasecurtiy[.]org – Hostname - Trivy supply chain C2

- 94.154.172[.]43 – IP Address - Checkmarx/Bitwarden supply chain C2

- audit.checkmarx[.]cx – Hostname - Checkmarx/Bitwarder supply chain C2

- 216.126.225[.]156 – IP Address – Quest KACE exploitation C2

- 216.126.225[.]156/32 - URI – Possible Quest KACE exploitation payload

- 216.126.225[.]156/ct.py - URI - Possible Quest KACE exploitation payload

- 216.126.225[.]156/n - URI - Possible Quest KACE exploitation payload

- 216.126.225[.]156/x - URI - Possible Quest KACE exploitation payload

- e1ec76a0e1f48901566d53828c34b5dc – MD5 - Possible Quest KACE exploitation payload

- d3beab2e2252a13d5689e9911c2b2b2fc3a41086 – SHA1 - Possible Quest KACE exploitation payload

- ab6677fcbbb1ff4a22cc3e7355e1c36768ba30bbf5cce36f4ec7ae99f850e6c5 – SHA256 - Possible Quest KACE exploitation payload

- 83b7a106a5e810a1781e62b278909396 – MD5 - Possible Quest KACE exploitation payload

- deb4b5841eea43cb8c5777ee33ee09bf294a670d – SHA1 - Possible Quest KACE exploitation payload

- b1b2f1e36dcaa36bc587fda1ddc3cbb8e04c3df5f1e3f1341c9d2ec0b0b0ffaf – SHA256 - Possible Quest KACE exploitation payload

Darktrace Model Detections

Anomalous Connection / Application Protocol on Uncommon Port

Anomalous Server Activity / Outgoing from Server

Anomalous Connection / New User Agent to IP Without Hostname

Anomalous File / EXE from Rare External Location

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 Suspicious File Pattern of Life Block

Device / New User Agent

Device / Internet Facing Device with High Priority Alert

Anomalous File / New User Agent Followed By Numeric File Download

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About the author
Nathaniel Jones
VP, Security & AI Strategy, Field CISO

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May 5, 2026

How email-delivered prompt injection attacks can target enterprise AI – and why it matters

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What are email-delivered prompt injection attacks?

As organizations rapidly adopt AI assistants to improve productivity, a new class of cyber risk is emerging alongside them: email-delivered AI prompt injection. Unlike traditional attacks that target software vulnerabilities or rely on social engineering, this is the act of embedding malicious or manipulative instructions into content that an AI system will process as part of its normal workflow. Because modern AI tools are designed to ingest and reason over large volumes of data, including emails, documents, and chat histories, they can unintentionally treat hidden attacker-controlled text as legitimate input.  

At Darktrace, our analysis has shown an increase of 90% in the number of customer deployments showing signals associated with potential prompt injection attempts since we began monitoring for this type of activity in late 2025. While it is not always possible to definitively attribute each instance, internal scoring systems designed to identify characteristics consistent with prompt injection have recorded a growing number of high-confidence matches. The upward trend suggests that attackers are actively experimenting with these techniques.

Recent examples of prompt injection attacks

Two early examples of this evolving threat are HashJack and ShadowLeak, which illustrate prompt injection in practice.

HashJack is a novel prompt injection technique discovered in November 2025 that exploits AI-powered web browsers and agentic AI browser assistants. By hiding malicious instructions within the URL fragment (after the # symbol) of a legitimate, trusted website, attackers can trick AI web assistants into performing malicious actions – potentially inserting phishing links, fake contact details, or misleading guidance directly into what appears to be a trusted AI-generated output.

ShadowLeak is a prompt injection method to exfiltrate PII identified in September 2025. This was a flaw in ChatGPT (now patched by OpenAI) which worked via an agent connected to email. If attackers sent the target an email containing a hidden prompt, the agent was tricked into leaking sensitive information to the attacker with no user action or visible UI.

What’s the risk of email-delivered prompt injection attacks?

Enterprise AI assistants often have complete visibility across emails, documents, and internal platforms. This means an attacker does not need to compromise credentials or move laterally through an environment. If successful, they can influence the AI to retrieve relevant information seamlessly, without the labor of compromise and privilege escalation.

The first risk is data exfiltration. In a prompt injection scenario, malicious instructions may be embedded within an ordinary email. As in the ShadowLeak attack, when AI processes that content as part of a legitimate task, it may interpret the hidden text as an instruction. This could result in the AI disclosing sensitive data, summarizing confidential communications, or exposing internal context that would otherwise require significant effort to obtain.

The second risk is agentic workflow poisoning. As AI systems take on more active roles, prompt injection can influence how they behave over time. An attacker could embed instructions that persist across interactions, such as causing the AI to include malicious links in responses or redirect users to untrusted resources. In this way, the attacker inserts themselves into the workflow, effectively acting as a man-in-the-middle within the AI system.

Why can’t other solutions catch email-delivered prompt injection attacks?

AI prompt injection challenges many of the assumptions that traditional email security is built on. It does not fit the usual patterns of phishing, where the goal is to trick a user into clicking a link or opening an attachment.  

Most security solutions are designed to detect signals associated with user engagement: suspicious links, unusual attachments, or social engineering cues. Prompt injection avoids these indicators entirely, meaning there are fewer obvious red flags.

In this case, the intention is actually the opposite of user solicitation. The objective is simply for the email to be delivered and remain in the inbox, appearing benign and unremarkable. The malicious element is not something the recipient is expected to engage with, or even notice.

Detection is further complicated by the nature of the prompts themselves. Unlike known malware signatures or consistent phishing patterns, injected prompts can vary widely in structure and wording. This makes simple pattern-matching approaches, such as regex, unreliable. A broad rule set risks generating large numbers of false positives, while a narrow one is unlikely to capture the diversity of possible injections.

How does Darktrace catch these types of attacks?

The Darktrace approach to email security more generally is to look beyond individual indicators and assess context, which also applies here.  

For example, our prompt density score identifies clusters of prompt-like language within an email rather than just single occurrences. Instead of treating the presence of a phrase as a blocking signal, the focus is on whether there is an unusual concentration of these patterns in a way that suggests injection. Additional weighting can be applied where there are signs of obfuscation. For example, text that is hidden from the user – such as white font or font size zero – but still readable by AI systems can indicate an attempt to conceal malicious prompts.

This is combined with broader behavioral signals. The same communication context used to detect other threats remains relevant, such as whether the content is unusual for the recipient or deviates from normal patterns.

Ask your email provider about email-delivered AI prompt injection

Prompt injection targets not just employees, but the AI systems they rely on, so security approaches need to account for both.

Though there are clear indications of emerging activity, it remains to be seen how popular prompt injection will be with attackers going forward. Still, considering the potential impact of this attack type, it’s worth checking if this risk has been considered by your email security provider.

Questions to ask your email security provider

  • What safeguards are in place to prevent emails from influencing AI‑driven workflows over time?
  • How do you assess email content that’s benign for a human reader, but may carry hidden instructions intended for AI systems?
  • If an email contains no links, no attachments, and no social engineering cues, what signals would your platform use to identify malicious intent?

Visit the Darktrace / EMAIL product hub to discover how we detect and respond to advanced communication threats.  

Learn more about securing AI in your enterprise.

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About the author
Kiri Addison
Senior Director of Product
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