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July 6, 2023

How Darktrace Foiled QR Code Phishing

Explore Darktrace's successful detection of QR code phishing. Understand the methods used to thwart these sophisticated cyber threats.
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
Alexandra Sentenac
Cyber Analyst
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06
Jul 2023

What is a QR Code?

Invented by a Japanese company in 1994 to label automobile parts, Quick Response codes, best known as QR codes, are rapidly becoming ubiquitous everywhere in the world. Their design, inspired by the board and black and white pieces of the game of Go, permits the storage of more information than regular barcodes and to access that information more quickly. The COVID-19 pandemic contributed to their increased popularity as it conveniently replaced physical media of all types for the purpose of content sharing. It is now common to see them in restaurant menus, plane tickets, advertisements and even in stickers containing minimal to no text pasted on lamp posts and other surfaces, enticing passers-by to scan its content. 

QR Code Phishing Attacks (Quishing)

Recently, threat actors have been identified using QR codes too to embed malicious URLs leading the unsuspecting user to compromised websites containing malware or designed to harvest credentials. In the past month, Darktrace has observed an increase in the number of phishing emails leveraging malicious QR codes for malware distribution and/or credential harvesting, a new form of social engineering attack labelled “Quishing” (i.e., QR code phishing).

Between June 13 and June 22, 2023, Darktrace protected a tech company against one such Quishing attack when five of its senior employees were sent malicious emails impersonating the company’s IT department. The emails contained a QR code that led to a login page designed to harvest the credentials of these senior staff members. Fortunately for the customer, Darktrace / EMAIL thwarted this phishing campaign in the first instance and the emails never reached the employee inboxes. 

Trends in Quishing Attacks

The Darktrace/Email team have noticed a recent and rapid increase in QR code abuse, suggesting that it is a growing tactic used by threat actors to deliver malicious payload links. This trend has also been observed by other security solutions [1] [2] [3] [4]. The Darktrace/Email team has identified malicious emails abusing QR codes in multiple ways. Examples include embedded image links which load a QR code and QR code images being delivered as attachments, such as those explored in this case study. Darktrace/Email is continually refining its detection of malicious QR codes and QR code extraction capabilities so that it can detect and block them regardless of their size and location within the email.   

Quishing Attack Overview

The attack consisted of five emails, each sent from different sender and envelope addresses, displayed common points between them. The emails all conveyed a sense of urgency, either via the use of words such as “urgent”, “now”, “required” or “important” in the subject field or by marking the email as high priority, thus making the recipient believe the message is pressing and requires immediate attention. 

Additionally, the subject of three of the emails directly referred to two factor authentication (2FA) enabling or QR code activation. Another particularity of these emails was that three of them attempted to impersonate the internal IT team of the company by inserting the company domain alongside strings, such as “it-desk” and “IT”, into the personal field of the emails. Email header fields like this are often abused by attackers to trick users by pretending to be an internal department or senior employee, thus avoiding more thorough validation checks. Both instilling a sense of urgency and including a known domain or name in the personal field are techniques that help draw attention to the email and maximize the chances that it is opened and engaged by the recipient. 

However, threat actors also need to make sure that the emails actually reach the intended inboxes, and this can be done in several ways. In this case, several tactics were employed. Two of the five emails were sent from legitimate sender addresses that successfully passed SPF validation, suggesting they were sent from compromised accounts. SPF is a standard email authentication method that tells the receiving email servers whether emails have been sent from authorized servers for a given domain. Without SPF validation, emails are more likely to be categorized as spam and be sent to the junk folder as they do not come from authorized sources.

Another of the malicious emails, which also passed SPF checks, used a health care facility company domain in the header-from address field but was actually sent from a different domain (i.e., envelope domain), which lowers the value of the SPF authentication. However, the envelope domain observed in this instance belonged to a company recently acquired by the tech company targeted by the campaign.

This shows a high level of targeting from the attackers, who likely hoped that this detail would make the email more familiar and less suspicious. In another case, the sender domain (i.e., banes-gn[.]com) had been created just 6 days prior, thus lowering the chances of there being open-source intelligence (OSINT) available on the domain. This reduces the chances of the email being detected by traditional email security solutions relying on signatures and known-bad lists.

Darktrace Detects Quishing Attack

Despite its novelty, the domain was detected and assessed as highly suspicious by Darktrace. Darktrace/Email was able to recognize all of the emails as spoofing and impersonation attempts and applied the relevant tags to them, namely “IT Impersonation” and “Fake Account Alert”, depending on the choice of personal field and subject. The senders of the five emails had no prior history or association with the recipient nor the company as no previous correspondence had been observed between the sender and recipient. The tags applied informed on the likely intent and nature of the suspicious indicators present in the email, as shown in Figure 1. 

Darktrace/Email UI
Figure 1: Email log overview page, displaying important information clearly and concisely. 

Quishing Attack Tactics

Minimal Plain Text

Another characteristic shared by these emails was that they had little to no text included in the body of the email and they did not contain a plain text portion, as shown in Figure 2. For most normal emails sent by email clients and most automated programs, an email will contain an HTML component and a text component, in addition to any potential attachments present. All the emails had one image attachment, suggesting the bulk of the message was displayed in the image rather than the email body. This hinders textual analysis and filtering of the email for suspicious keywords and language that could reveal its phishing intent. Additionally, the emails were well-formatted and used the logo of the well-known corporation Microsoft, suggesting some level of technical ability on the part of the attackers. 

Figure 2: Email body properties giving additional insights into the content of the email. 

Attachment and link payloads

The threat actors employed some particularly innovative and novel techniques with regards to the attachments and link payloads within these emails. As previously stated, all emails contained an image attachment and one or two links. Figure 3 shows that Darktrace/Email detected that the malicious links present in these emails were located in the attachments, rather than the body of the email. This is a technique often employed by threat actors to bypass link analysis by security gateways. Darktrace/Email was also able to detect this link as a QR code link, as shown in Figure 4.

Figure 3: Further properties and metrics regarding the location of the link within the email. 
Figure 4: Darktrace / EMAIL analyzes multiple metrics and properties related to links, some of which are detailed here. 

The majority of the text, as well as the malicious payload, was contained within the image attachment, which for one of the emails looked like this: 

example of quishing email
Figure 5: Redacted screenshot of the image payload contained in one of the emails. 

Convincing Appearance

As shown, the recipient is asked to setup 2FA authentication for their account within two days if they don’t want to be locked out. The visual formatting of the image, which includes a corporate logo and Privacy Statement and Acceptable Use Policy notices, is well balanced and convincing. The payload, in this case the QR code containing a malicious link, is positioned in the centre so as to draw attention and encourage the user to scan and click. This is a type of email employees are increasingly accustomed to receiving in order to log into corporate networks and applications. Therefore, recipients of such malicious emails might assume represents expected business activity and thus engage with the QR code without questioning it, especially if the email is claiming to be from the IT department.  

Malicious Redirection

Two of the Quishing emails contained links to legitimate file storage and sharing solutions Amazon Web Services (AWS) and and InterPlanetary File System (IPFS), whose domains are less likely to be blocked by traditional security solutions. Additionally, the AWS domain link contained a redirect to a different domain that has been flagged as malicious by multiple security vendors [5]. Malicious redirection was observed in four of the five emails, initially from well-known and benign services’ domains such as bing[.]com and login[.]microsoftonline[.]com. This technique allows attackers to hide the real destination of the link from the user and increase the likelihood that the link is clicked. In two of the emails, the redirect domain had only recently been registered, and in one case, the redirect domain observed was hosted on the new .zip top level domain (i.e., docusafe[.]zip). The domain name suggests it is attempting to masquerade as a compressed file containing important documentation. As seen in Figure 6, a new Darktrace/Email feature allows customers to safely view the final destination of the link, which in this case was a seemingly fake Microsoft login page which could be used to harvest corporate credentials.

Figure 6: Safe preview available from the Darktrace/Email Console showing the destination webpage of one of the redirect links observed.

Gathering Account Credentials

Given the nature of the landing page, it is highly likely that this phishing campaign had the objective of stealing the recipients’ credentials, as further indicated by the presence of the recipients’ email addresses in the links. Additionally, these emails were sent to senior employees, likely in an attempt to gather high value credentials to use in future attacks against the company. Had they succeeded, this would have represented a serious security incident, especially considering that 61% of attacks in 2023 involved stolen or hacked credentials according to Verizon’s 2023 data breach investigations report [6]. However, these emails received the highest possible anomaly score (100%) and were held by Darktrace/Email, thus ensuring that their intended recipients were never exposed to them. 

Looking at the indicators of compromise (IoCs) identified in this campaign, it appears that several of the IPs associated with the link payloads have been involved in previous phishing campaigns. Exploring the relations tab for these IPs in Virus Total, some of the communicating files appear to be .eml files and others have generic filenames including strings such as “invoice” “remittance details” “statement” “voice memo”, suggesting they have been involved in other phishing campaigns seemingly related to payment solicitation and other fraud attempts.

Figure 7: Virus Total’s relations tab for the IP 209.94.90[.]1 showing files communicating with the IP. 

Conclusion

Even though the authors of this Quishing campaign used all the tricks in the book to ensure that their emails would arrive unactioned by security tools to the targeted high value recipients’ inboxes, Darktrace/Email was able to immediately recognize the phishing attempts for what they were and block the emails from reaching their destination. 

This campaign used both classic and novel tactics, techniques, and procedures, but ultimately were detected and thwarted by Darktrace/Email. It is yet another example of the increasing attack sophistication mentioned in a previous Darktrace blog [7], wherein the attack landscape is moving from low-sophistication, low-impact, and generic phishing tactics to more targeted, sophisticated and higher impact attacks. Darktrace/Email does not rely on historical data nor known-bad lists and is best positioned to protect organizations from these highly targeted and sophisticated attacks.

References

[1] https://www.infosecurity-magazine.com/opinions/qr-codes-vulnerability-cybercrimes/ 

[2] https://www.helpnetsecurity.com/2023/03/21/qr-scan-scams/ 

[3] https://www.techtarget.com/searchsecurity/feature/Quishing-on-the-rise-How-to-prevent-QR-code-phishing 

[4] https://businessplus.ie/tech/qr-code-phishing-hp/ 

[5] https://www.virustotal.com/gui/domain/fistulacure.com

[6] https://www.verizon.com/business/en-gb/resources/reports/dbir/ ; https://www.verizon.com/business/en-gb/resources/reports/dbir/

[7] https://darktrace.com/blog/shifting-email-conversation 

Darktrace Model Detections 

Association models

No Sender or Content Association

New Sender

Unknown Sender

Low Sender Association

Link models

Focused Link to File Storage

Focused Rare Classified Links

New Unknown Hidden Redirect

High Risk Link + Low Sender Association

Watched Link Type

High Classified Link

File Storage From New

Hidden Link To File Storage

New Correspondent Classified Link

New Unknown Redirect

Rare Hidden Classified Link

Rare Hidden Link

Link To File Storage

Link To File Storage and Unknown Sender

Open Redirect

Unknown Sender Isolated Rare Link

Visually Prominent Link

Visually Prominent Link Unexpected For Sender

Low Link Association

Low Link Association and Unknown Sender

Spoof models

Fake Support Style

External Domain Similarities

Basic Known Entity Similarities

Unusual models

Urgent Request Banner

Urgent Request Banner + Basic Suspicious Sender

Very Young Header Domain

Young Header Domain

Unknown User Tracking

Unrelated Personal Name Address

Unrelated Personal Name Address + Freemail

Unusual Header TLD

Unusual Connection From Unknown

Unbroken Personal

Proximity models

Spam + Unknown Sender

Spam

Spam models

Unlikely Freemail Correspondence

Unlikely Freemail Personalization

General Indicators models

Incoming Mail Security Warning Message

Darktrace Model Tags

Credential Harvesting

Internal IT Impersonation

Multistage payload

Lookalike Domain

Phishing Link

Email Account Takeover

Fake Account Alert

Low Mailing History

No Association

Spoofing Indicators

Unknown Correspondent

VIP

Freemail

IoC - Type - Description & Confidence

fistulacure[.]com

domain

C2 Infrastructure

docusafe[.]zip

domain

Possible C2 Infrastructure

mwmailtec[.]com

domain

Possible C2 Infrastructure

czeromedia[.]com

domain

Possible C2 Infrastructure

192.40.165[.]109

IP address

Probable C2 Infrastructure

209.94.90[.]1

IP address

C2 Infrastructure

52.61.107[.]58

IP address

Possible C2 Infrastructure

40.126.32[.]133

IP address

Possible C2 Infrastructure

211.63.158[.]157

IP address

Possible C2 Infrastructure

119.9.27[.]129

IP address

Possible C2 Infrastructure

184.25.204[.]33

IP address

Possible C2 Infrastructure

40.107.8[.]107

IP address

Probable C2 Infrastructure

40.107.212[.]111

IP address

Possible Infrastructure

27.86.113[.]2

IP address

Possible C2 Infrastructure

192.40.191[.]19

IP address

Possible C2 Infrastructure

157.205.202[.]217

IP address

Possible C2 Infrastructure

a31f1f6063409ecebe8893e36d0048557142cbf13dbaf81af42bf14c43b12a48

SHA256 hash

Possible Malicious File

4c4fb35ab6445bf3749b9d0ab1b04f492f2bc651acb1bbf7af5f0a47502674c9

SHA256 hash

Possible Malicious File

f9c51d270091c34792b17391017a09724d9a7890737e00700dc36babeb97e252

SHA256 hash

Possible Malicious File

9f8ccfd616a8f73c69d25fd348b874d11a036b4d2b3fc7dbb99c1d6fa7413d9a

SHA256 hash

Possible Malicious File

b748894348c32d1dc5702085d70d846c6dd573296e79754df4857921e707c439

SHA256 hash

Possible Malicious File

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
Alexandra Sentenac
Cyber Analyst

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June 24, 2026

From Click to Command: Behavioral Detection of AppleScript-Led MacOS Intrusions

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Introduction

Darktrace’s Threat Research team is publishing this analysis to help defenders understand an active pattern of macOS tradecraft observed in multiple customer environments. This post summarizes the behaviors observed, how they were assessed, and what defenders can do now.

Across multiple environments, Darktrace observed a consistent MacOS intrusion pattern beginning with ClickFix-style user-assisted “update” execution and transitioning into AppleScript-driven post-compromise activity and sustained outbound signaling.

While individual indicators were low-confidence, the repeated convergence of weak behavioral signals — including HTTP POST beaconing, rare or IP-only destinations, SSL anomalies, and abnormal client characteristics — provided a defensible indication of command-and-control establishment Darktrace detection and response in these cases was driven by behavior over artifacts. In the highest-confidence instances, automated containment disrupted outbound signaling before sustained tasking could occur.

Background

ClickFix-style activity typically relies on user-assisted execution and plausible “update” pretexting, followed by post-execution use of native tools to keep the footprint light. In MacOS environments, AppleScript and other built-in scripting mechanisms enable flexible post-compromise workflows while minimizing stable file-based indicators.

Following execution, affected devices exhibited a consistent behavioral pattern. AppleScript or equivalent native scripting activity was observed initiating follow-on workflows, after which outbound communications began to establish a structured rhythm.

These communications were characterized by repeated HTTP POST requests to low-prevalence or IP-only endpoints, often combined with unusual SSL properties and client identifiers that diverged from baseline device behavior. Individually, these signals were weak. When correlated across time and devices, they formed a pattern consistent with control establishment rather than benign software activity.

In higher-confidence cases, Autonomous Response actions were able to reduce or halt outbound signaling, interrupting the attacker’s ability to maintain control.

Detection Timeline

In representative cases, the sequence unfolded as follows:

Stage 1 – Initial Execution

Initial activity began with suspicious or masqueraded execution on a MacOS endpoint, consistent with ClickFix-style user deception.

Stage 2 – Post-Execution Scripting

This was followed closely by native scripting activity, most commonly AppleScript, indicating the transition into post-execution workflow.

Stage 3 – Outbound Communications

Outbound communications then emerged, initially sporadic but quickly forming a consistent cadence of HTTP POST requests to rare external endpoints.

Stage 4 – Anomaly Convergence

As activity persisted, additional anomalies became visible — unusual SSL characteristics, abnormal user agents, and connections to infrastructure with no prior network prevalence.

Stage 5 – Autonomous Response

In the most mature stages of the activity, automated containment actions disrupted outbound communications on affected devices, limiting the attacker’s ability to continue tasking while investigations progressed.

Darktrace coverage and detections

The following use-case highlights systems likely affected by malicious macOS intrusion activity linked by Microsoft to the Democratic People’s Republic of Korea (DPRK) [1], with indications of suspicious behavior observed between March 1 and May 3, 2026. The activity overlaps with patterns described in recent reporting on DPRK-nexus MacOS intrusions [1], though attribution confidence in this case remains moderate and based on behavioral alignment rather than solely infrastructure linkage.

Analyst confidence emerged through the correlation of multiple weak signals across time and devices. This included model coverage for rare external communications, sustained beaconing patterns, repeated HTTP POSTs, and anomalous client characteristics. Where enabled, Autonomous Response actions disrupted the most active outbound paths to reduce the attacker’s ability to maintain control while Darktrace’s investigation continued.

Notably, this highly anomalous behavior included:

  • Outbound connections to the rare external endpoint, zoom[.]uswebob[.]us associated with IP address, 148.72.73[.]98 [2][3] over port 443
  • Outbound connections to the rare external endpoint, check02id[.]com associated with IP address, 83.136.210[.]180 [4] over port 7365
  • Outbound connections to the rare external endpoints, 104.145.210[.]107 [5] over port 8443 and 83.136.208[.]48 [6] over port 443
  • Outbound connections to the rare external endpoint, 83.136.208[.]246 [7] over port 6783 with observed URI `/api/daemon` and a PowerShell user agent

Darktrace’s detection initially highlighted a desktop device (running MacOS) engaging in anomalous behavior as early as March 12, 2026. Starting on March 12, the source device triggered a ‘Possible Doppelganger Attack’ alert including connectivity to the hostname "zoom[.]uswebob[.]us · 148.72.73[.]98" over port 443 (TCP, HTTPS, H2). This model highlights a device connecting to a location that is rare but masquerades as legitimate software, such as Zoom in this case, a commonly used technique to blend into expected traffic [2] [3].

 Initial connectivity observed to the rare external hostname, zoom[.]uswebob[.]us · 148.72.73[.]98, over port 443.
Figure 1: Initial connectivity observed to the rare external hostname, zoom[.]uswebob[.]us · 148.72.73[.]98, over port 443.

This was followed roughly seven later by a connection to 104.145.210[.]107 over port 8443, during which approximately 250 KiB of data of inbound data and 30 MiB of outbound data was observed, triggering the ‘Unusual Activity / Unusual External Data to New Endpoint’ in Darktrace.

Quickly after this connection, Darktrace’s Autonomous Response intervened, blocking the device’s access to the unusual external location and halting the data exfiltration attempt.

Figure 2: Darktrace’s detection of unusual data exfiltration, shortly followed by an Autonomous Response action to block it.

The device continued to consistently trigger model alerts relating to unusual external connectivity, including 'Posting HTTP to IP Without Hostname', 'Anomalous Connection / Rare External SSL Self-Signed' alerts, until well after 3 PM that day.

Figure 3: Additional external connectivity to new IP without a hostname, including connectivity to 83.136.208[.]246, alongside an anomalous ‘curl/8.7.1’ user agent and ‘/api/daemon’ URI.
Figure 4: Continued external SSL connectivity to IP 83.136.208[.]48, including connectivity to 83.136.208[.]246, alongside an anomalous ‘curl/8.7.1’ user agent and ‘/api/daemon’ URI.
Figure 5: Continued external HTTP connectivity to hostname, check02id[.]com · 83.136.210[.]180, alongside an anomalous ‘Go-http-client/1,1’ user agent.

From March 13 to March 28, the device continued exhibit unusual connectivity to various endpoints (e.g., 83.136.208[.]48, 83.136.208[.]246, check02id[.]com · 83.136.210[.]180), with the 'Multiple HTTP POSTs to Rare Hostname' model consistently triggering.

Windows OS Case

Pivoting over to an additional device, this time running Windows OS, anomalous behavior was also observed between March 30 and April 20. Notably, on March 30, the device was observed making a large number of suspicious external connection attempts to 83.136.208[.]246 over port 6783, all of which failed.

A further indicator was observed on April 1 with PowerShell connectivity to the same rare endpoint (83.136.208[.]246, port 6783), using the URI '/api/daemon' and the user agent 'Mozilla/5.0 (Windows NT; Windows NT 10.0; fr-FR) WindowsPowerShell/5.1.26100.7920'.  Additional alerts included 'New User Agent to IP Without Hostname' and 'Anomalous Github Download', alongside activity involving the same endpoint.

Figure 6 : ‘Anomalous Powershell to Rare External Destination’ and ‘Github Download’ model alerts. This behavior involved connectivity with the endpoints ‘83.136.208[.]246’ and ‘github[.]com’.

The device continued triggering 'Posting HTTP to IP Without Hostname' & 'PowerShell to External Rare' alerts between April 4 and April 20 across multiple related endpoints (i.e., 83.136.208[.]48, 83.136.208[.]246, check02id[.]com · 83.136.210[.]180).

Darktrace’s Autonomous Response capability was able to block suspicious PowerShell attempts to unusual external locations, as shown below in an example from April 20.

Figure 7:  Autonomous Response intervening to block an unusual PowerShell connection to an external destination.

Cyber AI Analyst investigations

In higher-confidence instances, Darktrace’s Cyber AI Analyst investigations helped connect otherwise separate model alerts into a single incident narrative, highlighting the attacker’s progression from post-execution scripting into sustained outbound signaling. This contextual stitching is particularly valuable in macOS scenarios where static artefacts are limited, and behavioral sequencing defines the intrusion.

Cyber AI Analyst investigations highlighted alerts on March 12, including unusual repeated connections and possible SSL command-and-control (C2) to multiple endpoints:

Figure 8: Cyber AI Analyst investigation linking events into a unified incident.

Autonomous Response

In addition to the containment actions detailed earlier, Autonomous Response implemented multiple additional measures to contain suspicious activity throughout the course of this attack. Whenever unusual external connectivity was detected, Darktrace blocked it, closing down potential C2 channels. Likewise, when data exfiltration attempts were identified, these connections were stopped to prevent the potential loss of sensitive data.

Figure 9: Autonomous Response actions implemented by Darktrace in response to suspicious connectivity in mid-March.

Furthermore, in cases where a device was deemed to have carried out a significant number of anomalous activities, Darktrace enforced a “pattern of life” on the device, preventing it from deviating from its expected behavior while allowing legitimate business operations to continue uninterrupted.

Figure 10: Autonomous Response actions implemented by Darktrace in response to suspicious connectivity in April, including the “Enforce Pattern of Life” action.

Conclusion

macOS intrusion tradecraft continues to shift toward native tooling and lightweight control channels designed to evade signature-led controls.

The repeated convergence of rare destinations, POST-based signaling, and anomalous client behavior — observed across time and across devices — provided sufficient evidence to act early and with confidence.

As macOS tradecraft continues to evolve, the defender advantage increasingly lies not in signatures, but in the ability to reason from behavior.

Credit to Justin Torres (Senior Cyber Analyst), Nathaniel Jones (VP, Security & AI Strategy, FCISO)

Edited by Ryan Traill (Content Manager)

Appendices

Darktrace Model Alert Coverage:

/ NETWORK-based model alerts:

·       Anomalous Connection::Multiple HTTP POSTs to Rare Hostname

·       Anomalous Connection::Rare External SSL Self-Signed

·       Anomalous Connection::Powershell to Rare External

·       Anomalous Connection::New User Agent to IP Without Hostname

·       Anomalous Connection::Posting HTTP to IP Without Hostname

·       Compromise::Fast Beaconing to DGA

·       Compromise::Large Number of Suspicious Failed Connections

·       Device::Anomalous Github Download

·       Device::New PowerShell User Agent

·       Unusual Activity::Unusual External Data to New Endpoint

/ NETWORK-based Autonomous Response model alerts:

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

·       Antigena / Network::Significant Anomaly::Antigena Controlled and Model Breach

·       Antigena / Network::Significant Anomaly::Antigena Breaches Over Time Block

Indicators of Compromise (IoCs)

IP/Hostname:

·       zoom[.]uswebob[.]us · 148.72.73[.]98

·       83.136.208[.]246

·       check02id[.]com · 83.136.210[.]180

·       83.136.208[.]48

·       104.145.210[.]107

URIs:

·       /api/daemon

Destination Port Usage:

·       6783

·       5202

·       443

·       7365

·       8443

ASN:

·       AS400897 PETROSKY

·       AS398256 AS-ULTAHOST

User agents:

·       Mozilla/5.0 (Windows NT; Windows NT 10.0; fr-FR) WindowsPowerShell/5.1.26100.7920

·       Go-http-client/1.1

·       curl/8.7.1

MITRE ATT&CK Mapping

(Technique Name - Tactic - ID - Sub-Technique of)

·       Browser Session Hijacking - COLLECTION - T1185

·       Web Protocols - COMMAND AND CONTROL - T1071.001 - T1071

·       Install Digital Certificate - RESOURCE DEVELOPMENT - T1608.003 - T1608

·       PowerShell - EXECUTION - T1059.001 - T1059

·       Domain Generation Algorithms - COMMAND AND CONTROL - T1568.002 - T1568

·       Non-Standard Port - COMMAND AND CONTROL - T1571

·       Malware - RESOURCE DEVELOPMENT - T1588.001 - T1588

·       Web Service - COMMAND AND CONTROL - T1102

·       Code Repositories - COLLECTION - T1213.003 - T1213

·       Exploitation of Remote Services - LATERAL MOVEMENT - T1210

·       Exfiltration Over C2 Channel - EXFILTRATION - T1041

·       Exfiltration to Cloud Storage - EXFILTRATION - T1567.002 - T1567

References:

[1] https://www.microsoft.com/en-us/security/blog/2026/04/16/dissecting-sapphire-sleets-macos-intrusion-from-lure-to-compromise/

[2] https://radar.securityalliance.org/advisory-on-dprk-unc1069-fake-microsoft-teams-and-zoom-calls/

[3] https://www.virustotal.com/gui/domain/uswebob.us

[4] https://www.virustotal.com/gui/ip-address/83.136.210.180/community

[5] https://www.virustotal.com/gui/ip-address/104.145.210.107/community

[6] https://www.virustotal.com/gui/ip-address/83.136.208.48/community

[7] https://www.virustotal.com/gui/ip-address/83.136.208.246/community

[8] https://www.darktrace.com/blog/applescript-abuse-unpacking-a-macos-phishing-campaign

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About the author
Justin Torres
Cyber Analyst

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June 24, 2026

A New Security Challenge: The Curious Case of Prompt Language Analysis

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Why prompt analysis is emerging as a key AI security challenge

If securing AI has been one of the defining cybersecurity conversations of the past year, prompt analysis is quickly becoming one of its most interesting frontiers.

Security leaders are under pressure to understand how AI is being used across the business. In some organizations, that means governing employee use of chatbots. In others, it means overseeing copilots embedded into SaaS platforms, monitoring coding assistants, or assessing the growing footprint of autonomous agents. However different these use cases may appear on the surface, they share a common factor: humans and machines are usually interacting with enterprise systems through language.  

How prompt language differs from traditional security telemetry

For years, defenders have become used to working with familiar forms of telemetry: email traffic, network connections, API calls, endpoint processes, authentication events. Prompt language is different. It is not simply another log source. It is an expression of intent, instruction, curiosity, urgency, and sometimes manipulation. It reflects the end-goal of a user or agent, but not always with enough surrounding context to interpret the risk correctly.

Why existing security approaches only partially explain prompt risk

A growing number of vendors are approaching the task of securing AI from the angle they know best. Perimeter vendors are extending web or browser controls into AI usage. Identity vendors are emphasizing agent permissions and access governance. Data security and DLP providers are focusing on content inspection and exfiltration risk. All of these perspectives matter, but individually can’t fully explain the problem.

The challenge with securing AI is not just that a new application category has emerged. It is that language has become a new operating layer in the enterprise.

Employees now use prompts to summarize documents, generate code, analyze spreadsheets, query internal knowledge, and trigger multi-step actions through agents. In each case, prompt language acts as the interface between human intent and machine execution. That makes prompts incredibly valuable from a security perspective as they can hint at misuse, policy violations, data exposure, or attempts to circumvent controls. However, they can also be deeply ambiguous when viewed in isolation. That ambiguity is the heart of the issue.

Prompts as behavioral signals, not just text to classify

A prompt by itself tells you what was asked. It does not necessarily tell you whether the request is expected, risky, accidental, or entirely legitimate in context. Two nearly identical prompts can carry very different meanings depending on the role and function of who issued them, what systems they can access, and what actions followed. In other words, prompts are not just text to classify. They are behavioral signals to interpret.

Example: How context changes prompt risk entirely

Consider a common enterprise scenario. An employee is pulled into a new project with an aggressive deadline. Almost overnight, their use of AI tools spikes. They begin prompting more frequently, working across unfamiliar documents, querying new data sources, and interacting with more systems than usual to accelerate delivery. Viewed narrowly, this may look suspicious. Prompt volume increases, file access patterns change, API and SaaS activity rise. From some vantage points, it may resemble insider risk or unmanaged AI usage.

But now add context. Imagine that, earlier that day, the employee received instructions from a senior leader asking them to support a time-sensitive initiative. Their communication history shows that this leader is a legitimate reporting-line superior. Their recent collaboration patterns align with the new project team. Their subsequent activity, while unusual for that individual’s baseline, is consistent with the business task they were assigned.

What initially looked like a risk event may actually be a normal response to business pressure. Without the surrounding context of communication, organizational relationships, and broader behavioral patterns, prompt activity alone could generate more noise than insight.

The reverse is also true. A prompt may appear benign on the surface while the context around it suggests elevated risk. A request that seems routine could originate from a compromised user, a newly connected external agent, a shadow AI workflow, or a user acting outside their normal role. The language itself may not contain anything obviously malicious, but the surrounding conditions may tell a very different story.

What security teams need to analyze prompts effectively

The future of prompt analysis is not just about understanding language. It is about understanding language in context.

To do that well, security teams need more than prompt inspection. They need to understand:

  • Who is issuing the prompt, whether human or agent
  • How that identity normally behaves across the enterprise
  • What systems, data, and workflows are connected to the interaction
  • Which relationships and communications explain the surrounding activity
  • Whether the downstream actions align with expected business behavior

When those layers are absent, prompt analysis can become another isolated control surface: useful in theory, but limited in practice. Security teams may detect unusual wording but miss the operational function behind it, overreact to benign changes in behavior, or miss subtle misuse because the prompt itself did not appear dangerous.

How organizations should think about prompt analysis going forward

Security teams have seen this pattern before. In the cloud, posture without runtime context left important gaps. In identity, access control without behavioral understanding missed misuse that looked legitimate on paper. In data security, content inspection without business context often created friction without resolving risk. AI is exposing the same lesson again: controls are strongest when they are coordinated, not isolated. As organizations work to secure AI and identify gaps across their security operations, prompt analysis will become an increasingly important source of insight, but only as part of a broader strategy.

Prompt analysis will undoubtedly become more common, as prompts are one of the clearest windows into how people and agents are using AI systems. However, what matters most is not simply collecting prompts or filtering dangerous phrases, but being able to place that language inside a wider behavioral and operational picture.

Organizations that already have a broader understanding of how work gets done across the enterprise will be better positioned to make sense of prompt language as this category matures. They will be better able to distinguish urgency from abuse, experimentation from exfiltration, and productive AI adoption from hidden risk.

Figure 1: Darktrace / SECURE AI reconstructs the full sequence of events, showing every user and agent interaction in context, with risky prompts highlighted and categorized, including PII, sensitive data, and other policy violations.

At Darktrace, this is the key lesson emerging from the market: prompt language does matter, but it does not stand alone. It is most valuable when treated as a new behavioral input that can enrich understanding across the enterprise, not as a self-contained source of truth.

Why prompts become less useful when analyzed in isolation

The curious case of prompt language analysis, then, is this: the more important prompts become, the less useful they are in a vacuum.

The real opportunity is not just to see what was asked. It is to understand why it was asked, what it meant in that moment, and what happened next.

For a deeper look at how organizations are approaching this challenge from the strengths of prompt analysis to its limitations in isolation see Prompt Security in Enterprise AI: Strengths, Weaknesses, and Common Approaches, which expands on the role prompt-level controls play within a broader, context-driven security strategy.

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About the author
Nabil Zoldjalali
VP, Field CISO
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