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October 4, 2020

Wide Scale Email Compromise Due to Mimecast Miss

Learn how a Mimecast misstep led to a large-scale email compromise and how DarkTrace AI detected the threat. Stay informed and protected against 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
Dan Fein
VP, Product
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04
Oct 2020

In the last few years, email attacks have rapidly increased in volume and sophistication, with well-researched and convincing impersonation attacks accompanying rising cases of account takeovers. Their sophistication has particularly accelerated over the course of 2020, with globally pertinent news and more businesses embracing new ways of working proving to be fertile content for email attacks.

In this threat landscape, traditional email tools – which create rules for what ‘bad’ emails look like based on past campaigns – are missing these novel and sophisticated hoax emails.

This blog looks at an Australian logistics company that had Mimecast operating in its Microsoft 365 environment, but moved to an autonomous approach to email security when a malicious email — deemed benign by all other tools — was detected by Darktrace’s AI.

The company was trialling Antigena Email which was installed in passive mode, meaning it wasn’t configured to actively interfere. However, looking into the email dashboard allows us to see what actions the technology would have taken – and the consequences of relying purely on gateways to stop advanced threats.

Without AI taking action, compromising one employee’s email account was all the attacker needed to continue making headway throughout the business. The attacker accessed several sensitive files, gathering details of employees and credit card transactions, and then began communicating with others in the organization, sending out over two hundred further emails to take hold of more employee accounts. This activity was picked up in real time by Darktrace’s Microsoft 365 SaaS Module.

Details of the attack

The company was under sustained attack from a cyber-criminal who had already performed account hijacks on a number of their trusted partners. Abusing their trusted relationships, the attacker sent out several tailored emails from these partners’ accounts to the Australian company. All used the same convention in the subject – RFP for [compromised company’s name] – and all appeared to be credential harvesting.

Figure 1: A sample of the malicious emails from the hijacked accounts; the red icon indicating that Antigena Email would have held these emails back

Each of these emails contained a malicious payload, which was a file storage (SharePoint) link, hidden behind the below text. It’s likely the attacker did this to bypass mail link analysis. Mimecast did rewrite the link for analysis, but it failed to identify it as malicious.

Figure 2: Darktrace surfaces the text behind which the link was hidden

When clicked on, the link took the victim to a fake Microsoft login page for credential harvesting. This was an accurate replica of a genuine login page and sent email and password combinations directly to the attacker for further account compromise.

Figure 3: The fake Microsoft login page

A number of employees read the email, including the CEO; however only one person – a general manager – appeared to get their email account hijacked by the attacker.

Figure 4: An interactive snapshot of Antigena Email’s user interface

About three hours after opening the malicious email, an anomalous SaaS login was detected on the account from an IP address not seen across the business before.

Open source analysis of the IP address showed that it was a high fraud risk ISP, which runs anonymizing VPNs and servers – this may have been how the attacker overcame geofencing rules.

Shortly afterwards, Darktrace detected an anonymous sharing link being created for a password file.

Figure 5: Darktrace’s SaaS Module revealing the anomalous creation of a link

Darktrace revealed that this file was subsequently accessed by the anomalous IP address. Deeper analysis showed that the attacker repeated this methodology, making previously protected resources publicly available, before immediately accessing them publicly via the same IP address. Darktrace AI observed the attacker accessing potentially sensitive information, including a file that appeared to hold information about credit card transactions, as well as a document containing passwords.

Figure 6: Darktrace’s SaaS Console surfaces the unusual activity on the compromised account

Perpetuating the attack

The following day, after the attacker had exhausted all sensitive information they could elicit from the compromised email account, they then used that account to send out further malicious emails to trusted business associates using the same methodology as before – sending fake and targeted RFPs in an attempt to compromise credentials. Darktrace’s SaaS Module identified this anomalous behavior, graphically revealing that the attacker sent out over 1,600 tailored emails over the course of 25 minutes.

Figure 7: A graphical representation of the burst of emails sent over a 25 minute period

Why AI is needed to fight modern email threats

For the logistics company in question, this incident served as a wake-up call. The Managed Security Service Provider (MSSP) running their cloud security was completely unaware of the account takeover, which was detected by Darktrace’s SaaS Module. The organization realised that today’s email security challenge requires best in class technologies that can not only prevent phishing emails from reaching the inbox, but detect account takeovers and malicious outbound emails sent from a compromised account.

This incident caused the organization to deploy Antigena Email in active mode, allowing the technology to stop the most subtle and targeted threats that attempt to enter through the inbox based on its nuanced and contextual understanding of the normal ‘pattern of life’ for every user and device.

The reality is, hundreds of emails like this trick not only humans, but traditional security tools every day. It’s clear that when it comes to the growing email security challenge, the status quo is no longer good enough. With the modern workforce more dispersed and agile than ever, there is a growing need to protect remote users across SaaS collaboration platforms, whilst neutralizing email attacks before they reach the inbox.

Thanks to Darktrace analyst Liam Dermody for his insights on the above threat find.

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
Dan Fein
VP, Product

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April 22, 2025

Obfuscation Overdrive: Next-Gen Cryptojacking with Layers

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Out of all the services honeypotted by Darktrace, Docker is the most commonly attacked, with new strains of malware emerging daily. This blog will analyze a novel malware campaign with a unique obfuscation technique and a new cryptojacking technique.

What is obfuscation?

Obfuscation is a common technique employed by threat actors to prevent signature-based detection of their code, and to make analysis more difficult. This novel campaign uses an interesting technique of obfuscating its payload.

Docker image analysis

The attack begins with a request to launch a container from Docker Hub, specifically the kazutod/tene:ten image. Using Docker Hub’s layer viewer, an analyst can quickly identify what the container is designed to do. In this case, the container is designed to run the ten.py script which is built into itself.

 Docker Hub Image Layers, referencing the script ten.py.
Figure 1: Docker Hub Image Layers, referencing the script ten.py.

To gain more information on the Python file, Docker’s built in tooling can be used to download the image (docker pull kazutod/tene:ten) and then save it into a format that is easier to work with (docker image save kazutod/tene:ten -o tene.tar). It can then be extracted as a regular tar file for further investigation.

Extraction of the resulting tar file.
Figure 2: Extraction of the resulting tar file.

The Docker image uses the OCI format, which is a little different to a regular file system. Instead of having a static folder of files, the image consists of layers. Indeed, when running the file command over the sha256 directory, each layer is shown as a tar file, along with a JSON metadata file.

Output of the file command over the sha256 directory.
Figure 3: Output of the file command over the sha256 directory.

As the detailed layers are not necessary for analysis, a single command can be used to extract all of them into a single directory, recreating what the container file system would look like:

find blobs/sha256 -type f -exec sh -c 'file "{}" | grep -q "tar archive" && tar -xf "{}" -C root_dir' \;

Result of running the command above.
Figure 4: Result of running the command above.

The find command can then be used to quickly locate where the ten.py script is.

find root_dir -name ten.py

root_dir/app/ten.py

Details of the above ten.py script.
Figure 5: Details of the above ten.py script.

This may look complicated at first glance, however after breaking it down, it is fairly simple. The script defines a lambda function (effectively a variable that contains executable code) and runs zlib decompress on the output of base64 decode, which is run on the reversed input. The script then runs the lambda function with an input of the base64 string, and then passes it to exec, which runs the decoded string as Python code.

To help illustrate this, the code can be cleaned up to this simplified function:

def decode(input):
   reversed = input[::-1]

   decoded = base64.decode(reversed)
   decompressed = zlib.decompress(decoded)
   return decompressed

decoded_string = decode(the_big_text_blob)
exec(decoded_string) # run the decoded string

This can then be set up as a recipe in Cyberchef, an online tool for data manipulation, to decode it.

Use of Cyberchef to decode the ten.py script.
Figure 6: Use of Cyberchef to decode the ten.py script.

The decoded payload calls the decode function again and puts the output into exec. Copy and pasting the new payload into the input shows that it does this another time. Instead of copy-pasting the output into the input all day, a quick script can be used to decode this.

The script below uses the decode function from earlier in order to decode the base64 data and then uses some simple string manipulation to get to the next payload. The script will run this over and over until something interesting happens.

# Decode the initial base64

decoded = decode(initial)
# Remove the first 11 characters and last 3

# so we just have the next base64 string

clamped = decoded[11:-3]

for i in range(1, 100):
   # Decode the new payload

   decoded = decode(clamped)
   # Print it with the current step so we

   # can see what’s going on

   print(f"Step {i}")

   print(decoded)
   # Fetch the next base64 string from the

   # output, so the next loop iteration will

   # decode it

   clamped = decoded[11:-3]

Result of the 63rd iteration of this script.
Figure 7: Result of the 63rd iteration of this script.

After 63 iterations, the script returns actual code, accompanied by an error from the decode function as a stopping condition was never defined. It not clear what the attacker’s motive to perform so many layers of obfuscation was, as one round of obfuscation versus several likely would not make any meaningful difference to bypassing signature analysis. It’s possible this is an attempt to stop analysts or other hackers from reverse engineering the code. However,  it took a matter of minutes to thwart their efforts.

Cryptojacking 2.0?

Cleaned up version of the de-obfuscated code.
Figure 8: Cleaned up version of the de-obfuscated code.

The cleaned up code indicates that the malware attempts to set up a connection to teneo[.]pro, which appears to belong to a Web3 startup company.

Teneo appears to be a legitimate company, with Crunchbase reporting that they have raised USD 3 million as part of their seed round [1]. Their service allows users to join a decentralized network, to “make sure their data benefits you” [2]. Practically, their node functions as a distributed social media scraper. In exchange for doing so, users are rewarded with “Teneo Points”, which are a private crypto token.

The malware script simply connects to the websocket and sends keep-alive pings in order to gain more points from Teneo and does not do any actual scraping. Based on the website, most of the rewards are gated behind the number of heartbeats performed, which is likely why this works [2].

Checking out the attacker’s dockerhub profile, this sort of attack seems to be their modus operandi. The most recent container runs an instance of the nexus network client, which is a project to perform distributed zero-knowledge compute tasks in exchange for cryptocurrency.

Typically, traditional cryptojacking attacks rely on using XMRig to directly mine cryptocurrency, however as XMRig is highly detected, attackers are shifting to alternative methods of generating crypto. Whether this is more profitable remains to be seen. There is not currently an easy way to determine the earnings of the attackers due to the more “closed” nature of the private tokens. Translating a user ID to a wallet address does not appear to be possible, and there is limited public information about the tokens themselves. For example, the Teneo token is listed as “preview only” on CoinGecko, with no price information available.

Conclusion

This blog explores an example of Python obfuscation and how to unravel it. Obfuscation remains a ubiquitous technique employed by the majority of malware to aid in detection/defense evasion and being able to de-obfuscate code is an important skill for analysts to possess.

We have also seen this new avenue of cryptominers being deployed, demonstrating that attackers’ techniques are still evolving - even tried and tested fields. The illegitimate use of legitimate tools to obtain rewards is an increasingly common vector. For example,  as has been previously documented, 9hits has been used maliciously to earn rewards for the attack in a similar fashion.

Docker remains a highly targeted service, and system administrators need to take steps to ensure it is secure. In general, Docker should never be exposed to the wider internet unless absolutely necessary, and if it is necessary both authentication and firewalling should be employed to ensure only authorized users are able to access the service. Attacks happen every minute, and even leaving the service open for a short period of time may result in a serious compromise.

References

1. https://www.crunchbase.com/funding_round/teneo-protocol-seed--a8ff2ad4

2. https://teneo.pro/

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About the author
Nate Bill
Threat Researcher

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April 22, 2025

How NDR and Secure Access Service Edge (SASE) Work Together to Achieve Network Security Outcomes

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Modern networks are evolving rapidly, with traffic patterns, user behavior, and critical assets extending far beyond the boundaries of traditional network security tools. As organizations adopt hybrid infrastructures, remote working, and cloud-native services, it is essential to maintain visibility and protect this expanding attack surface.

Network Detection and Response (NDR) and Secure Access Service Edge (SASE) are two technologies commonly used to safeguard organizational networks. While both play crucial roles in enhancing security, one does not replace the other. Instead, NDR and SASE complement each other, taking on different roles to create a robust network security framework. This blog will unpack the relationship between NDR and SASE, including the component functionalities that comprise SASE, highlighting their unique contributions to maintaining a comprehensive and resilient network security strategy.

Network Detection and Response (NDR) and Secure Access Service Edge (SASE) explained

NDR solutions, such as Darktrace / NETWORK, are designed to detect, investigate, and respond to suspicious activities within any network. By leveraging machine learning and behavioral analytics, NDR continuously monitors network traffic to identify anomalies that could indicate potential threats and to contain those threats at machine speed. These solutions analyze both North-South traffic (between internal and external networks) and East-West traffic (within internal networks), providing comprehensive visibility into network activities.

SASE, on the other hand, comprises multiple solutions, focused on providing hybrid and remote users access to services while adhering to the Zero Trust principle of "never trust, always verify". Within SASE architectures, Zero Trust Network Access (ZTNA) solutions provide secure remote access to private applications and services the user has been explicitly granted, and Secure Web Gateways (SWG) provide Internet access, again based on policy groups. Unlike traditional security models that grant implicit trust to users within the network perimeter, ZTNA requires continuous verification of user identity and device health before granting access to resources. This approach minimizes the attack surface and reduces the risk of unauthorized access to sensitive data and internal applications. Similarly, SWGs filter web traffic based on the verified user identity and can block known malware, further reducing the attack surface for the client estate.

Limitations of SASE highlights the importance of NDR

While SASE, including ZTNA and SWG, is a powerful tool for enforcing secure access to company networks and resources as well as the Internet, it is not a comprehensive security solution, or a replacement for dedicated network monitoring and NDR capabilities. Some of the main limitations include:

  • Focused on policies rather than security: SASE delivers strong networking outcomes but provides policy-based protections, rather than a full suite of security features. It can provide simple alerting for disallowed actions, but it lacks the security context needed for comprehensive threat detection, such as knowing if user credentials have been compromised.
  • Can only detect known threats: SASE solutions cannot detect novel attacks such as zero-days and insider threats. This is because they rely on a rule-based approach that does not have a behavioral understanding of network entities that can detect anomalies or suspicious activity.
  • Limited response capabilities: Due to the limited detection capabilities of SASE solutions, it is not possible to automate response actions to threats that slip past existing policies.  While access to internal resources and the Internet can be revoked or severely limited as part of a response, this must be done after human investigation and analysis, allowing more time for the threat to continue before being contained.
  • Limited scope: SASE provides cloud-hosted secure networking, which lends itself much more toward the client estate of any organization. As a result, servers and unmanaged devices—whether IT/IoT/OT—are mostly out of scope and do not benefit from the policies SASE enforces.

The complementary roles of NDR and ZTNA

NDR solutions provide full visibility into network activity, with the ability to detect and respond to threats that may bypass initial access controls and filters. When combined, NDR and SASE create a layered security approach that addresses different aspects of network security, for example:

  • Detection of novel, unknown and insider threats: NDR solutions can monitor all network traffic using behavioral anomaly detection. This can identify suspicious activities, such as insider threats from authorized users who have passed policy checks, or novel attacks that have never been seen before.
  • Validation of policies: By continuously monitoring network traffic, NDR can validate the effectiveness of existing policies and identify any gaps in security that need addressing due to organizational changes or outdated rule sets.
  • Reducing risk and impact of threats: Together, SASE and NDR solutions shift toward proactive security by reducing the potential impact of a threat through predefined policies and by detecting and containing a threat in its earliest stages, even if it is novel or nuanced.
  • Enhanced contextual information: Alerts raised by SASE solutions can provide additional context into potential threats, which can be used by NDR solutions to increase investigation quality and context.
  • Containment of network threats: SASE solutions can prohibit access to resources on an internal company network or on the Internet if predefined access control criteria are not met or a site matches a threat signature. When combined with an NDR solution, organizations can go far beyond this, detecting and responding to a much wider variety of network threats to prevent attacks from escalating.

When implementing SASE and NDR solutions, it is also crucial to consider the best configurations to maximize interoperability, and integrations will often increase functionality. Well-designed implementations, combined with integrations, will strengthen both SASE and NDR solutions for organizations.

How Darktrace continues to secure SASE networks

With the latest 6.3 update, Darktrace continues to extend its capabilities with new innovations that support modern enterprise networks and the use of SASE across remote and hybrid worker devices. This expands on existing Darktrace integrations and partnerships with SASE vendors such as Netskope and Zscaler.

Traditional methods to contain remote access and internet-born threats are either signature or policy based, and response to nuanced threats requires manual, human-led investigation and decision-making. By the time security teams can react, the damage is often already done.

With Darktrace 6.3, customers using Zscaler can now configure Darktrace Autonomous Response to quarantine ZPA-connected user devices at machine speed. This provides a powerful new mechanism for containing remote threats at the earliest sign of suspicious activity, without disrupting broader operations.

By automatically shutting down ZPA access for compromised user accounts, Darktrace gives SOC teams valuable time to investigate and respond, while continuing to protect the rest of the organization. This integration enhances Darktrace’s ability to take actions for remote user devices, helping customers contain threats faster and keep the business running smoothly.

For organizations using SASE technologies to address the challenges of securing large, distributed networks across a range of geographies, SaaS applications and remote worker devices, Darktrace also now integrates with Netskope Cloud TAP to provide visibility into and analysis over tunneled traffic, reducing blind spots and enabling organizations to maintain detection capabilities across their expanding network perimeters.

Conclusion

While NDR and ZTNA serve distinct purposes, their integration is crucial for a comprehensive security strategy. ZTNA provides robust access controls, ensuring that only authorized users can access network resources. NDR, on the other hand, offers continuous visibility into network activities, detecting and responding to threats that may bypass initial access controls. By leveraging the strengths of both solutions, organizations can enhance their security posture and protect against a wide range of network security threats.

Understanding the complementary roles of NDR and ZTNA is essential for building a resilient security framework. As cyber threats continue to evolve, adopting a multi-layered, defense-in-depth security approach will be key to safeguarding organizational networks.

Click here for more information about the latest product innovations in Darktrace 6.3, or learn more about Darktrace / NETWORK here.

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About the author
Mikey Anderson
Product Marketing Manager, Network Detection & Response
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