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July 18, 2024

Investigating the Adaptive Jupyter Information Stealer

Find out how to safeguard your organization from the Jupyter information stealer with strategies revealed by Darktrace's in-depth investigation.
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
Nahisha Nobregas
SOC Analyst
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18
Jul 2024

What is Malware as a Service (MaaS)?

Malware as a Service (MaaS) is a model where cybercriminals develop and sell or lease malware to other attackers.

This approach allows individuals or groups with limited technical skills to launch sophisticated cyberattacks by purchasing or renting malware tools and services. MaaS is often provided through online marketplaces on the dark web, where sellers offer various types of malware, including ransomware, spyware, and trojans, along with support services such as updates and customer support.

The Growing MaaS Marketplace

The Malware-as-a-Service (MaaS) marketplace is rapidly expanding, with new strains of malware being regularly introduced and attracting waves of new and previous attackers. The low barrier for entry, combined with the subscription-like accessibility and lucrative business model, has made MaaS a prevalent tool for cybercriminals. As a result, MaaS has become a significant concern for organizations and their security teams, necessitating heightened vigilance and advanced defense strategies.

Examples of Malware as a Service

  • Ransomware as a Service (RaaS): Providers offer ransomware kits that allow users to launch ransomware attacks and share the ransom payments with the service provider.
  • Phishing as a Service: Services that provide phishing kits, including templates and email lists, to facilitate phishing campaigns.
  • Botnet as a Service: Renting out botnets to perform distributed denial-of-service (DDoS) attacks or other malicious activities.
  • Information Stealer: Information stealers are a type of malware specifically designed to collect sensitive data from infected systems, such as login credentials, credit card numbers, personal identification information, and other valuable data.

How does information stealer malware work?

Information stealers are an often-discussed type MaaS tool used to harvest personal and proprietary information such as administrative credentials, banking information, and cryptocurrency wallet details. This information is then exfiltrated from target networks via command-and-control (C2) communication, allowing threat actors to monetize the data. Information stealers have also increasingly been used as an initial access vector for high impact breaches including ransomware attacks, employing both double and triple extortion tactics.

After investigating several prominent information stealers in recent years, the Darktrace Threat Research team launched an investigation into indicators of compromise (IoCs) associated with another variant in late 2023, namely the Jupyter information stealer.

What is Jupyter information stealer and how does it work?

The Jupyter information stealer (also known as Yellow Cockatoo, SolarMarker, and Polazert) was first observed in the wild in late 2020. Multiple variants have since become part of the wider threat landscape, however, towards the end of 2023 a new variant was observed. This latest variant achieved greater stealth and updated its delivery method, targeting browser extensions such as Edge, Firefox, and Chrome via search engine optimization (SEO) poisoning and malvertising. This then redirects users to download malicious files that typically impersonate legitimate software, and finally initiates the infection and the attack chain for Jupyter [3][4]. In recently noted cases, users download malicious executables for Jupyter via installer packages created using InnoSetup – an open-source compiler used to create installation packages in the Windows OS.

The latest release of Jupyter reportedly takes advantage of signed digital certificates to add credibility to downloaded executables, further supplementing its already existing tactics, techniques and procedures (TTPs) for detection evasion and sophistication [4]. Jupyter does this while still maintaining features observed in other iterations, such as dropping files into the %TEMP% folder of a system and using PowerShell to decrypt and load content into memory [4]. Another reported feature includes backdoor functionality such as:

  • C2 infrastructure
  • Ability to download and execute malware
  • Execution of PowerShell scripts and commands
  • Injecting shellcode into legitimate windows applications

Darktrace Coverage of Jupyter information stealer

In September 2023, Darktrace’s Threat Research team first investigated Jupyter and discovered multiple IoCs and TTPs associated with the info-stealer across the customer base. Across most investigated networks during this time, Darktrace observed the following activity:

  • HTTP POST requests over destination port 80 to rare external IP addresses (some of these connections were also made via port 8089 and 8090 with no prior hostname lookup).
  • HTTP POST requests specifically to the root directory of a rare external endpoint.
  • Data streams being sent to unusual external endpoints
  • Anomalous PowerShell execution was observed on numerous affected networks.

Taking a further look at the activity patterns detected, Darktrace identified a series of HTTP POST requests within one customer’s environment on December 7, 2023. The HTTP POST requests were made to the root directory of an external IP address, namely 146.70.71[.]135, which had never previously been observed on the network. This IP address was later reported to be malicious and associated with Jupyter (SolarMarker) by open-source intelligence (OSINT) [5].

Device Event Log indicating several connections from the source device to the rare external IP address 146.70.71[.]135 over port 80.
Figure 1: Device Event Log indicating several connections from the source device to the rare external IP address 146.70.71[.]135 over port 80.

This activity triggered the Darktrace / NETWORK model, ‘Anomalous Connection / Posting HTTP to IP Without Hostname’. This model alerts for devices that have been seen posting data out of the network to rare external endpoints without a hostname. Further investigation into the offending device revealed a significant increase in external data transfers around the time Darktrace alerted the activity.

This External Data Transfer graph demonstrates a spike in external data transfer from the internal device indicated at the top of the graph on December 7, 2023, with a time lapse shown of one week prior.
Figure 2: This External Data Transfer graph demonstrates a spike in external data transfer from the internal device indicated at the top of the graph on December 7, 2023, with a time lapse shown of one week prior.

Packet capture (PCAP) analysis of this activity also demonstrates possible external data transfer, with the device observed making a POST request to the root directory of the malicious endpoint, 146.70.71[.]135.

PCAP of a HTTP POST request showing streams of data being sent to the endpoint, 146.70.71[.]135.
Figure 3: PCAP of a HTTP POST request showing streams of data being sent to the endpoint, 146.70.71[.]135.

In other cases investigated by the Darktrace Threat Research team, connections to the rare external endpoint 67.43.235[.]218 were detected on port 8089 and 8090. This endpoint was also linked to Jupyter information stealer by OSINT sources [6].

Darktrace recognized that such suspicious connections represented unusual activity and raised several model alerts on multiple customer environments, including ‘Compromise / Large Number of Suspicious Successful Connections’ and ‘Anomalous Connection / Multiple Connections to New External TCP Port’.

In one instance, a device that was observed performing many suspicious connections to 67.43.235[.]218 was later observed making suspicious HTTP POST connections to other malicious IP addresses. This included 2.58.14[.]246, 91.206.178[.]109, and 78.135.73[.]176, all of which had been linked to Jupyter information stealer by OSINT sources [7] [8] [9].

Darktrace further observed activity likely indicative of data streams being exfiltrated to Jupyter information stealer C2 endpoints.

Graph displaying the significant increase in the number of HTTP POST requests with No Get made by an affected device, likely indicative of Jupyter information stealer C2 activity.
Figure 4: Graph displaying the significant increase in the number of HTTP POST requests with No Get made by an affected device, likely indicative of Jupyter information stealer C2 activity.

In several cases, Darktrace was able to leverage customer integrations with other security vendors to add additional context to its own model alerts. For example, numerous customers who had integrated Darktrace with Microsoft Defender received security integration alerts that enriched Darktrace’s model alerts with additional intelligence, linking suspicious activity to Jupyter information stealer actors.

The security integration model alerts ‘Security Integration / Low Severity Integration Detection’ and (right image) ‘Security Integration / High Severity Integration Detection’, linking suspicious activity observed by Darktrace with Jupyter information stealer (SolarMarker).
Figure 5: The security integration model alerts ‘Security Integration / Low Severity Integration Detection’ and (right image) ‘Security Integration / High Severity Integration Detection’, linking suspicious activity observed by Darktrace with Jupyter information stealer (SolarMarker).

Conclusion

The MaaS ecosystems continue to dominate the current threat landscape and the increasing sophistication of MaaS variants, featuring advanced defense evasion techniques, poses significant risks once deployed on target networks.

Leveraging anomaly-based detections is crucial for staying ahead of evolving MaaS threats like Jupyter information stealer. By adopting AI-driven security tools like Darktrace / NETWORK, organizations can more quickly identify and effectively detect and respond to potential threats as soon as they emerge. This is especially crucial given the rise of stealthy information stealing malware strains like Jupyter which cannot only harvest and steal sensitive data, but also serve as a gateway to potentially disruptive ransomware attacks.

Credit to Nahisha Nobregas (Senior Cyber Analyst), Vivek Rajan (Cyber Analyst)

References

1.     https://www.paloaltonetworks.com/cyberpedia/what-is-multi-extortion-ransomware

2.     https://flashpoint.io/blog/evolution-stealer-malware/

3.     https://blogs.vmware.com/security/2023/11/jupyter-rising-an-update-on-jupyter-infostealer.html

4.     https://www.morphisec.com/hubfs/eBooks_and_Whitepapers/Jupyter%20Infostealer%20WEB.pdf

5.     https://www.virustotal.com/gui/ip-address/146.70.71.135

6.     https://www.virustotal.com/gui/ip-address/67.43.235.218/community

7.     https://www.virustotal.com/gui/ip-address/2.58.14.246/community

8.     https://www.virustotal.com/gui/ip-address/91.206.178.109/community

9.     https://www.virustotal.com/gui/ip-address/78.135.73.176/community

Appendices

Darktrace Model Detections

  • Anomalous Connection / Posting HTTP to IP Without Hostname
  • Compromise / HTTP Beaconing to Rare Destination
  • Unusual Activity / Unusual External Data to New Endpoints
  • Compromise / Slow Beaconing Activity To External Rare
  • Compromise / Large Number of Suspicious Successful Connections
  • Anomalous Connection / Multiple Failed Connections to Rare Endpoint
  • Compromise / Excessive Posts to Root
  • Compromise / Sustained SSL or HTTP Increase
  • Security Integration / High Severity Integration Detection
  • Security Integration / Low Severity Integration Detection
  • Anomalous Connection / Multiple Connections to New External TCP Port
  • Unusual Activity / Unusual External Data Transfer

AI Analyst Incidents:

  • Unusual Repeated Connections
  • Possible HTTP Command and Control to Multiple Endpoints
  • Possible HTTP Command and Control

List of IoCs

Indicators – Type – Description

146.70.71[.]135

IP Address

Jupyter info-stealer C2 Endpoint

91.206.178[.]109

IP Address

Jupyter info-stealer C2 Endpoint

146.70.92[.]153

IP Address

Jupyter info-stealer C2 Endpoint

2.58.14[.]246

IP Address

Jupyter info-stealer C2 Endpoint

78.135.73[.]176

IP Address

Jupyter info-stealer C2 Endpoint

217.138.215[.]105

IP Address

Jupyter info-stealer C2 Endpoint

185.243.115[.]88

IP Address

Jupyter info-stealer C2 Endpoint

146.70.80[.]66

IP Address

Jupyter info-stealer C2 Endpoint

23.29.115[.]186

IP Address

Jupyter info-stealer C2 Endpoint

67.43.235[.]218

IP Address

Jupyter info-stealer C2 Endpoint

217.138.215[.]85

IP Address

Jupyter info-stealer C2 Endpoint

193.29.104[.]25

IP Address

Jupyter info-stealer C2 Endpoint

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
Nahisha Nobregas
SOC Analyst

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May 20, 2026

Prompt Security in Enterprise AI: Strengths, Weaknesses, and Common Approaches

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How enterprise AI Agents are changing the risk landscape  

Generative AI Agents are changing the way work gets done inside enterprises, and subsequently how security risks may emerge. Organizations have quickly realized that providing these agents with wider access to tooling, internal information, and granting permissions for the agent to perform autonomous actions can greatly increase the efficiency of employee workflows.

Early deployments of Generative AI systems led many organizations to scope individual components as self-contained applications: a chat interface, a model, and a prompt, with guardrails placed at the boundary. Research from Gartner has shown that while the volume and scope of Agentic AI deployments in enterprise environments is rapidly accelerating, many of the mechanisms required to manage risk, trust, and cost are still maturing.

The issue now resides on whether an agent can be influenced, misdirected, or manipulated in ways that leads to unsafe behavior across a broader system.

Why prompt security matters in enterprise AI

Prompt security matters in enterprise AI because prompts are the primary way users and systems interact with Agentic AI models, making them one of the earliest and most visible indicators of how these systems are being used and where risk may emerge.

For security teams, prompt monitoring is a logical starting point for understanding enterprise AI usage, providing insight into what types of questions are being asked and tasks are being given to AI Agents, how these systems are being guided, and whether interactions align with expected behavior. Complete prompt security takes this one step further, filtering out or blocking sensitive or dangerous content to prevent risks like prompt injection and data leakage.

However, visibility only at the prompt layer can create a false sense of security. Prompts show what was asked, but not always why it was asked, or what downstream actions were triggered by the agent across connected systems, data sources, or applications.

What prompt security reveals  

The primary function of prompt security is to minimize risks associated with generative and agentic AI use, but monitoring and analysis of prompts can also grant insight into use cases for particular agents and model. With comprehensive prompt security, security teams should be able to answer the following questions for each prompt:

  • What task was the user attempting to complete?
  • What data was included in the request, and was any of the data high-risk or confidential?
  • Was the interaction high-risk, potentially malicious, or in violation of company policy?
  • Was the prompt anomalous (in comparison to previous prompts sent to the agent / model)?

Improving visibility at this layer is a necessary first step, allowing organizations to establish a baseline for how AI systems are being used and where potential risks may exist.  

Prompt security alone does not provide a complete view of risk. Further data is needed to understand how the prompt is interpreted, how context is applied, what autonomous actions the agent takes (if any), or what downstream systems are affected. Understanding the outcome of a query is just as important for complete prompt security as understanding the input prompt itself – for example, a perfectly normal, low-risk prompt may inadvertently result in an agent taking a high-risk action.

Comprehensive AI security systems like Darktrace / SECURE AI can monitor and analyze both the prompt submitted to a Generative AI system, as well as the responses and chain-of-thought of the system, providing greater insight into the behavior of the system. Darktrace / SECURE AI builds on the core Darktrace methodology, learning the expected behaviors of your organization and identifying deviations from the expected pattern of life.

How organizations address prompt security today

As prompt-level visibility has become a focus, a range of approaches have emerged to make this activity more observable and controllable. Various monitoring and logging tools aim to capture prompt inputs to be analyzed after the fact.  

Input validation and filtering systems attempt to intervene earlier, inspecting prompts before they reach the model. These controls look for known jailbreak patterns, language indicative of adversarial attacks, or ambiguous instructions which could push the system off course.

Importantly, for a prompt security solution to be accurate and effective, prompts must be continually observed and governed, rather than treated as a point-in-time snapshot.  

Where prompt security breaks down in real environments

In more complex environments, especially those involving multiple agents or extensive tool use, AI security becomes harder to define and control.

Agent-to-Agent communications can be harder to monitor and trace as these happen without direct user interaction. Communication between agents can create routes for potential context leakage between agents, unintentional privilege escalation, or even data leakage from a higher privileged agent to a lower privileged one.

Risk is shaped not just by what is asked, but by the conditions in which that prompt operates and the actions an agent takes. Controls at the orchestration layer are starting to reflect this reality. Techniques such as context isolation, scoped memory, and role-based boundaries aim to limit how far a prompt’s influence can extend.  

Furthermore, Shadow AI usage can be difficult to monitor. AI systems that are deployed outside of formal governance structures and Generative AI systems hosted on unknown endpoints can fly under the radar and can go unseen by monitoring tools, leaving a critical opening where adversarial prompts may go undetected. Darktrace / SECURE AI features comprehensive detection of Shadow AI usage, helping organizations identify potential risk areas.

How prompt security fits in a broader AI risk model

Prompt security is an important starting point, but it is not a complete security strategy. As AI systems become more integrated into enterprise environments, the risks extend to what resources the system can access, how it interprets context, and what actions it is allowed to take across connected tools and workflows.

This creates a gap between visibility and control. Prompt security alone allows security teams to observe prompt activity but falls short of creating a clear understanding of how that activity translates into real-world impact across the organization.

Closing that gap requires a broader approach, one that connects signals across human and AI agent identities, SaaS, cloud, and endpoint environments. It means understanding not just how an AI system is being used, but how that usage interacts with the rest of the digital estate.

Prompt security, in that sense, is less of a standalone solution and more of an entry point into a larger problem: securing AI across the enterprise as a whole.

Explore how Darktrace / SECURE AI brings prompt security to enterprises

Darktrace brings more than a decade of AI expertise, built on an enterprise‑wide platform designed to operate in and understand the behaviors of the complex, ambiguous environments where today’s AI now lives. With Darktrace / SECURE AI, enterprises can safely adopt, manage, monitor, and build AI within their business.  

Learn about Darktrace / SECURE AI here.

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Jamie Bali
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May 20, 2026

State of AI Cybersecurity 2026: 77% of security stacks include AI, but trust is lagging

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Findings in this blog are taken from Darktrace’s annual State of AI Cybersecurity Report 2026.

AI is a contributing member of nearly every modern cybersecurity team. As we discussed earlier in this blog series, rapid AI adoption is expanding the attack surface in ways that security professionals have never before experienced while also empowering attackers to operate at unprecedented speed and scale. It’s only logical that defenders are harnessing the power of AI to fight back.

After all, AI can help cybersecurity teams spot the subtle signs of novel threats before humans can, investigate events more quickly and thoroughly, and automate response. But although AI has been widely adopted, this technology is also frequently misunderstood, and occasionally viewed with suspicion.

For CISOs, the cybersecurity marketplace can be noisy. Making sense of competing vendors’ claims to distinguish the solutions that truly deliver on AI’s full potential from those that do not isn’t always easy. Without a nuanced understanding of the different types of AI used across the cybersecurity stack, it is difficult to make informed decisions about which vendors to work with or how to gain the most value from their solutions. Many security leaders are turning to Managed Security Service Providers (MSSPs) for guidance and support.

The right kinds of AI in the right places?

Back in 2024, when we first conducted this annual survey, more than a quarter of respondents were only vaguely familiar with generative AI or hadn’t heard of it at all. Today, GenAI plays a role in 77% of security stacks. This percentage marks a rapid increase in both awareness and adoption over a relatively short period of time.

According to security professionals, different types of AI are widely integrated into cybersecurity tooling:

  • 67% report that their organization’s security stack uses supervised machine learning
  • 67% report that theirs uses agentic AI
  • 58% report that theirs uses natural language processing (NLP)
  • 35% report that theirs uses unsupervised machine learning

But their responses suggest that organizations aren’t always using the most valuable types of AI for the most relevant use cases.

Despite all the recent attention AI has gotten, supervised machine learning isn’t new. Cybersecurity vendors have been experimenting with models trained on hand-labeled datasets for over a decade. These systems are fed large numbers of examples of malicious activity – for instance, strains of ransomware – and use these examples to generalize common indicators of maliciousness – such as the TTPs of multiple known ransomware strains – so that the models can identify similar attacks in the future. This approach is more effective than signature-based detection, since it isn’t tied to an individual byte sequence or file hash. However, supervised machine learning models can miss patterns or features outside the training data set. When adversarial behavior shifts, these systems can’t easily pivot.

Unsupervised machine learning, by contrast, can identify key patterns and trends in unlabeled data without human input. This enables it to classify information independently and detect anomalies without needing to be taught about past threats. Unsupervised learning can continuously learn about an environment and adapt in real time.

One key distinction between supervised and unsupervised machine learning is that supervised learning algorithms require periodic updating and re-training, whereas unsupervised machine learning trains itself while it works.

The question of trust

Even as AI moves into the mainstream, security professionals are eyeing it with a mix of enthusiasm and caution. Although 89% say they have good visibility into the reasoning behind AI-generated outputs, 74% are limiting AI’s ability to take autonomous action in their SOC until explainability improves. 86% do not allow AI to take even small remediation actions without human oversight.

This model, commonly known as “human in the loop,” is currently the norm across the industry. It seems like a best-of-both-worlds approach that allows teams to experience the benefits of AI-accelerated response without relinquishing control – or needing to trust an AI system.

Keeping humans somewhat in the loop is essential for getting the best out of AI. Analysts will always need to review alerts, make judgement calls, and set guardrails for AI's behavior. Their input helps AI models better understand what “normal” looks like, improving their accuracy over time.

However, relying on human confirmation has real costs – it delays response, increases the cognitive burden analysts must bear, and creates potential coverage gaps when security teams are overwhelmed or unavailable. The traditional model, in which humans monitor and act on every alert, is no longer workable at scale.

If organizations depend too heavily on in-the-loop humans, they risk recreating the very problem AI is meant to solve: backlogs of alerts waiting for analyst review. Removing the human from the loop can buy back valuable time, which analysts can then invest in building a proactive security posture. They can also focus more closely on the most critical incidents, where human attention is truly needed.

Allowing AI to operate autonomously requires trust in its decision-making. This trust can be built gradually over time, with autonomous operations expanding as trust grows. But it also requires knowledge and understanding of AI — what it is, how it works, and how best to deploy it at enterprise scale.

Looking for help in all the right places

To gain access to these capabilities in a way that’s efficient and scalable, growing numbers of security leaders are looking for outsourced support. In fact, 85% of security professionals prefer to obtain new SOC capabilities in the form of a managed service.

This makes sense: Managed Security Service Providers (MSSPs) can deliver deep, continuously available expertise without the cost and complexity of building an in-house team. Outsourcing also allows organizations to scale security coverage up or down as needs change, stay current with evolving threats and regulatory requirements, and leverage AI-native detection and response without needing to manage the AI tools themselves.

Preferences for MSSP-delivered security operations are particularly strong in the education, energy (87%), and healthcare sectors. This makes sense: all are high-value targets for threat actors, and all tend to have limited cybersecurity budgets, so the need for a partner who can deliver affordable access to expertise at scale is strong. Retailers also voiced a strong preference for MSSP-delivered services. These companies are tasked with managing large volumes of consumer personal and financial data, and with transforming an industry traditionally thought of as a late adopter to a vanguard of cyber defense. Technology companies, too, have a marked preference for SOC capabilities delivered by MSSPs. This may simply be because they understand the complexity of the threat landscape – and the advantages of specialized expertise — so well.

In order to help as many organizations as possible – from major enterprises to small and midmarket companies – benefit from enterprise-grade, AI-native security, Darktrace is making it easier for MSSPs to deliver its technology. The ActiveAI Security Portal introduces an alert dashboard designed to increase the speed and efficiency of alert triage, while a new AI-powered managed email security solution is giving MSSPs an edge in the never-ending fight against advanced phishing attacks – helping partners as well as organizations succeed on the frontlines of cyber defense.

Explore the full State of AI Cybersecurity 2026 report for deeper insights into how security leaders are responding to AI-driven risks.

Learn more about securing AI in your enterprise.

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