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Defense in depth: The resurgence of Emotet, as seen in the email and network layers

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25
Aug 2020
25
Aug 2020
Darktrace’s Immune System has recently detected a resurgence of the Emotet banking malware in the network and email realms of numerous customers around the world. This blog looks at three case studies and explains the benefits of a unified approach to cyber security.

The Emotet banking malware first emerged in 2014, and has since undergone multiple iterations. Emotet seeks to financially profit from a range of organizations by spreading rapidly from device to device and stealing sensitive financial information.

Darktrace’s AI has detected the return of this botnet after a five month absence. The new Spamware campaign has hit multiple industries through highly sophisticated phishing emails, containing either URLs linking to the download of a macro-containing Microsoft Word document or an attachment of the document itself. This iteration uses new variants of infrastructure and malware that were unknown to threat intelligence lists – thus easily bypassing static, rule-based defenses.

In this blog post, we investigate the attack from two angles. The first documents a case where Emotet successfully infiltrated a company’s network, where it was promptly detected and alerted on by the Enterprise Immune System. We then explore two customers who had extended Darktrace’s Cyber AI coverage to the inbox. While these organizations were also targeted by this latest Emotet campaign, the malicious email containing the Emotet payload was identified and blocked by Antigena Email.

Case study one: Detecting Emotet in the network

Figure 1: A timeline of the attack

This first case study looks at a large European organization spanning multiple industries, including healthcare, pharmaceuticals, and manufacturing. Darktrace’s AI was monitoring over 2500 devices when the organization became a victim of this new wave of Emotet.

The attack entered the business via a phishing email that fell outside of Darktrace’s scope in this particular deployment, as the customer had not yet activated Antigena Email. Either a malicious link or a macro-embedded Word document in the email directed a device to the malicious payload.

Darktrace’s Enterprise Immune System witnessed SSL connections to a 100% rare external IP address, and detected a Kernel crash on the device shortly afterwards, indicating potential exploitation.

Following these actions, the desktop began to beacon to multiple external endpoints using self-signed or invalid SSL certificates. The observed endpoints had previously been associated with Trickbot C2 servers and the Emotet malware. The likely overall dwell time – that is the length of time an attacker has free reign in an environment before they are eradicated – was in this instance around 24 hours, with most of the activity taking place on July 23.

The device then made a large number of new and unusual internal connection attempts over SMB (port 445) to 97 internal devices during a one-hour period. The goal was likely lateral movement, possibly with the intention to infect other devices, download additional malware, and send out more spam emails.

Darktrace’s AI had promptly alerted the security team to the initial rare connections, but when the device attempted lateral movement it escalated the severity of the alert. The security team was able to remediate the situation before further damage was done, taking the desktop offline.

This overview of the infected device shows the extent of the anomalous behavior, with over a dozen Darktrace detections firing in quick succession.

Figure 2: A graph showing unusual activity in combination with the large number of model breaches on July 23

Figure 3: A list of all model breaches occurring over a small time on the compromised device

Case study two: Catching Emotet in the email environment

While Darktrace’s Enterprise Immune System allows us to visualize the attack within the network, Antigena Email has also identified the Emotet phishing campaign in many other customer environments and stopped the attack before the payload could be downloaded.

One European organization was hit by multiple phishing emails associated with Emotet. These emails use a number of tactics, including personalized subject lines, malicious attachments, and hidden malicious URLs. However, Darktrace’s AI recognized the emails as highly anomalous for the organization and prevented them from reaching employees’ inboxes.

Figure 4: A snapshot of Antigena Email’s user interface. The subject line reads ‘Notice of transfer.’

Despite claiming to be from CaixaBank, a Spanish financial services company, Antigena Email revealed that the email was actually sent from a Brazilian domain. The email also contained a link that was hidden behind text suggesting it would lead to a CaixaBank domain, but Darktrace recognized this as a deliberate attempt to mislead the recipient. Antigena Email is unique in its ability to gather insights from across the broader business, and it leveraged this ability to reveal that the link in fact led to a WordPress domain that Darktrace’s AI identified as 100% rare for the business. This would not have been possible without a unified security platform analyzing and comparing data across different parts of the organization.

Figure 5: The malicious links contained in the email

The three above links surfaced by Darktrace are all associated with the Emotet malware, and prompt the user to download a Word file. This document contains a macro with instructions for downloading the actual virus payload.

Another email targeting the same organization contained a header suggesting it was from Vietnam. The sender had never been in any previous correspondence across the business, and the single, isolated link within the email was also revealed to be a 100% rare domain. The website displayed when visiting the domain imitates a legitimate printing business, but appears hastily made and contained a similar malicious payload.

In both cases, Darktrace’s AI recognized these as phishing attempts due to its understanding of normal communication patterns and behavior for the business and held the emails back from the inbox, preventing Emotet from entering the next phase of the attack life cycle.

Case study three: A truly global campaign

Darktrace has seen Emotet in attacks targeting customers around the world, with one of the most recent campaigns aimed at a food production and distribution company in Japan. This customer received six Emotet emails across July 29 and July 30. The senders spoofed Japanese names and some existing Japanese companies, including Mitsubishi. Antigena Email successfully detected and actioned these emails, recognizing the spoofing indicators, ‘unspoofing’ the emails, and converting the attachments.

Figure 6: A second Emotet email targeting an organization in Japan

Revealing a phish

Both the subject line and the filename translate to “Regarding the invoice,” followed by a number and the date. The email imitated a well-known Japanese company (三菱食品(株)), with ‘藤沢 昭彦’ as a common Japanese name and the appended ‘様’ serving a similar function to ‘Sir’ or ‘Dr,’ in a clear attempt to mimic a legitimate business email.

A subsequent investigation revealed that the sender’s location was actually Portugal, and the hash values of Microsoft Word attachments were consistent with Emotet. Crucially, at the time of the attack, these file hashes were not publicly associated with any malicious behavior and so could not have been used for initial detection.

Figure 7: Antigena Email shows critical metrics revealing the true source of the email

Surfacing further key metrics behind the email, Antigena Email revealed that the true sender was using a GMO domain name. GMO is a Japanese cloud-hosting company that offers cheap web email services.

Figure 8: Antigena Email reveals the anomalous extensions and mimes

The details of the attachment show that both the extension and mime type is anomalous in comparison to documents this customer commonly exchanges by email.

Figure 9: Antigena Email detects the attempt at inducement

Antigena Email’s models are able to recognize topic anomalies and inducement attempts in emails, regardless of the language they are written in. Despite this email being written in Japanese, Darktrace’s AI was still able to reveal the attempt at inducement, giving the email a high score of 85.

Figure 10: The six successive Emotet emails

The close proximity in which these emails were sent and the fact they all contained URLs consistent with Emotet suggests that they are likely part of the same campaign. Different recipients received the emails from different senders in an attempt to bypass traditional security tools, which are trained to deny-list an individual sender once it is recognized as bad.

A defense in depth

This new campaign and the comeback of the Emotet malware has shown the need for defense in depth – or having multiple layers of security across the different areas of a business, including email, network, cloud and SaaS, and beyond.

Historically, defense in depth has led companies to adopt myriad point solutions, which can be both expensive and challenging to manage. Security leaders are increasingly abandoning point solutions in favor of a single security platform, which not only makes handling the security stack easier and more efficient, but creates synergies between different parts of the platform. Data can be analyzed across different sources and insights drawn from different areas of the organization, helping detect sophisticated attacks that might attempt to exploit a business’ siloed approach to security.

A single platform ultimately reduces the friction for security teams while allowing for effective, company-wide incident investigation. And when a platform approach leverages AI to understand normal behavior rather than looking for ‘known bad’, it can detect unknown and emerging threats – and help prevent damage from being done.

Thanks to Darktrace analyst Beverly McCann for her 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.
AUTHOR
ABOUT ThE AUTHOR
Max Heinemeyer
Chief Product Officer

Max is a cyber security expert with over a decade of experience in the field, specializing in a wide range of areas such as Penetration Testing, Red-Teaming, SIEM and SOC consulting and hunting Advanced Persistent Threat (APT) groups. At Darktrace, Max is closely involved with Darktrace’s strategic customers & prospects. He works with the R&D team at Darktrace, shaping research into new AI innovations and their various defensive and offensive applications. Max’s insights are regularly featured in international media outlets such as the BBC, Forbes and WIRED. Max holds an MSc from the University of Duisburg-Essen and a BSc from the Cooperative State University Stuttgart in International Business Information Systems.

Dan Fein
VP, Product

Based in New York, Dan joined Darktrace’s technical team in 2015, helping customers quickly achieve a complete and granular understanding of Darktrace’s product suite. Dan has a particular focus on Darktrace/Email, ensuring that it is effectively deployed in complex digital environments, and works closely with the development, marketing, sales, and technical teams. Dan holds a Bachelor’s degree in Computer Science from New York University.

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Appleby law firm uses Darktrace and Microsoft for proactive cyber resilience and compliance

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02
May 2024

Security Challenges for Appleby law firm

Appleby is an international law firm that provides offshore legal advice to clients. As such, assuring confidentiality is one of our priorities. I regularly discuss cybersecurity with our clients and prospects who want to know that their data will be protected.

Like all security teams, we are working to keep ahead of the evolving cyber threat landscape while also managing our internal tools and infrastructure.

Although we already applied security philosophies like defense-in-depth and multi-tiered protection, we wanted to expand our coverage especially given the increase in working from home. These improvements would be especially impactful given our lean security team, which must provide 24/7 coverage for our 10 offices around the globe that span several jurisdictions and time zones.

Given these challenges and goals, we turned to Darktrace.

Going beyond an XDR with Darktrace and Microsoft

We wanted to move away from point solutions, and after doing extensive research, we chose to consolidate around Darktrace and Microsoft. This helped us achieve increased coverage, seamless security operations, and even reduced costs.

While considering our upgrade from E3 to E5, we went through an extensive TCO exercise. After reviewing our stack, we were able to sunset legacy tools and consolidate our vendors into an integrated and cost-efficient modern platform built around Darktrace and Microsoft. We now have a single portal to manage security for all our coverage areas, improving upon what we had with our legacy eXtended Detection and Response (XDR) tool.

Darktrace’s AI-led understanding of our business operations, people, processes, and technology has helped us automate so our small team can easily achieve continuous detection, investigation, and response across our systems. This has helped us save time and overcome resource limitations, giving us comprehensive cyber resilience and new opportunities to move past firefighting to take proactive measures that harden our environment.

Darktrace and Microsoft have allowed us to simplify workflows and reduce costs without compromising security. In fact, it’s now stronger than ever.

Proactive protection with Darktrace PREVENT/Attack Surface Management™

I come from a physical security background, so I’ve always been keen on the prevention side. You would always rather prevent somebody from entering in the first place than deal with them once they are inside. With that mindset, we’re pushing our strongest controls to the boundary to stop threat actors before they gain access to our systems.

To help us with that, we use Darktrace PREVENT/Attack Surface Management™ (ASM). With just our brand name, it was able to reveal our entire attack surface, including shadow IT we didn’t know was there. PREVENT/ASM continuously monitors our exposures with AI and reports its findings to my team with actionable insights that contain key metrics and prioritizations based on critical risk. This enables us to maximize our impact with limited time and resources.

PREVENT/ASM has already identified typo squatting domains that threat actors set up to impersonate our brand in phishing attacks. Finding this type of brand abuse not only defends our company from attackers who could damage our reputation, but also protects our clients and vendors who could be targeted with these imitations. PREVENT/ASM even collects the necessary data needed for my team to file a Notice and Takedown order.

In addition to finding vulnerabilities such as brand abuse, PREVENT/ASM integrates with our other Darktrace products to give us platform-wide coverage. This is key because an attacker will never hit only one point, they’re going to hit a sequence of targets to try to get in.

Now, we can easily understand vulnerabilities and attacks because of the AI outputs flowing across the Darktrace platform as part of the comprehensive, interconnected system. I have already made a practice of seeing an alert in Darktrace DETECT/Network and clicking through to the PREVENT/ASM interface to get more context.

Achieving compliance standards for our clients

We work hard to ensure confidentiality for our clients and prospects and we also frequently work with regulated entities, so we must demonstrate that we have controls in place.

With Darktrace in our security stack, we have 24/7 coverage and can provide evidence of how autonomous responses have successfully blocked malicious activity in the past. When I have demonstrated how Darktrace works to regulators, it ticks several of their boxes. Our Darktrace coverage has been critical in helping us achieve ISO27001 compliance, the world’s best-known standard for information security management systems.

Darktrace continues to prove its value. Last year, we brought a red team into our office for penetration testing. As soon as the first tester plugged into our network, Darktrace shut him out. We spent hours clearing the alerts and blocks to let the red team continue working, which validated that Darktrace stopped them at every step.

The red team reported that our controls are effective and even in the top 10% of all companies they had ever tested. That feedback, when presented to ISO auditors, regulators, and clients, immediately answers a lot of their more arduous questions and concerns.

Darktrace helps us meet compliance frameworks while reassuring both my team and our clients that our digital infrastructure is safe.

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About the author
Michael Hughes
CISO, Appleby (guest contributor)

Blog

Inside the SOC

Detecting Attacks Across Email, SaaS, and Network Environments with Darktrace’s AI Platform Approach

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30
Apr 2024

The State of AI in Cybersecurity

In a recent survey outlined in Darktrace’s State of AI Cyber Security whitepaper, 95% of cyber security professionals agree that AI-powered security solutions will improve their organization’s detection of cyber-threats [1]. Crucially, a combination of multiple AI methods is the most effective to improve cybersecurity; improving threat detection, accelerating threat investigation and response, and providing visibility across an organization’s digital environment.

In March 2024, Darktrace’s AI-led security platform was able to detect suspicious activity affecting a customer’s email, Software-as-a-Service (SaaS), and network environments, whilst its applied supervised learning capability, Cyber AI Analyst, autonomously correlated and connected all of these events together in one single incident, explained concisely using natural language processing.

Attack Overview

Following an initial email attack vector, an attacker logged into a compromised SaaS user account from the Netherlands, changed inbox rules, and leveraged the account to send thousands of phishing emails to internal and external users. Internal users fell victim to the emails by clicking on contained suspicious links that redirected them to newly registered suspicious domains hosted on same IP address as the hijacked SaaS account login. This activity triggered multiple alerts in Darktrace DETECT™ on both the network and SaaS side, all of which were correlated into one Cyber AI Analyst incident.

In this instance, Darktrace RESPOND™ was not active on any of the customer’s environments, meaning the compromise was able to escalate until their security team acted on the alerts raised by DETECT. Had RESPOND been enabled at the time of the attack, it would have been able to apply swift actions to contain the attack by blocking connections to suspicious endpoints on the network side and disabling users deviating from their normal behavior on the customer’s SaaS environment.

Nevertheless, thanks to DETECT and Cyber AI Analyst, Darktrace was able to provide comprehensive visibility across the customer’s three digital estate environments, decreasing both investigation and response time which enabled them to quickly enact remediation during the attack. This highlights the crucial role that Darktrace’s combined AI approach can play in anomaly detection cyber defense

Attack Details & Darktrace Coverage

Attack timeline

1. Email: the initial attack vector  

The initial attack vector was likely email, as on March 18, 2024, Darktrace observed a user device making several connections to the email provider “zixmail[.]net”, shortly before it connected to the first suspicious domain. Darktrace/Email identified multiple unusual inbound emails from an unknown sender that contained a suspicious link. Darktrace recognized these emails as potentially malicious and locked the link, ensuring that recipients could not directly click it.

Suspected initial compromise email from an unknown sender, containing a suspicious link, which was locked by Darktrace/Email.
Figure 1: Suspected initial compromise email from an unknown sender, containing a suspicious link, which was locked by Darktrace/Email.

2. Escalation to Network

Later that day, despite Darktrace/Email having locked the link in the suspicious email, the user proceeded to click on it and was directed to a suspicious external location, namely “rz8js7sjbef[.]latovafineart[.]life”, which triggered the Darktrace/Network DETECT model “Suspicious Domain”. Darktrace/Email was able to identify that this domain had only been registered 4 days before this activity and was hosted on an IP address based in the Netherlands, 193.222.96[.]9.

3. SaaS Account Hijack

Just one minute later, Darktrace/Apps observed the user’s Microsoft 365 account logging into the network from the same IP address. Darktrace understood that this represented unusual SaaS activity for this user, who had only previously logged into the customer’s SaaS environment from the US, triggering the “Unusual External Source for SaaS Credential Use” model.

4. SaaS Account Updates

A day later, Darktrace identified an unusual administrative change on the user’s Microsoft 365 account. After logging into the account, the threat actor was observed setting up a new multi-factor authentication (MFA) method on Microsoft Authenticator, namely requiring a 6-digit code to authenticate. Darktrace understood that this authentication method was different to the methods previously used on this account; this, coupled with the unusual login location, triggered the “Unusual Login and Account Update” DETECT model.

5. Obfuscation Email Rule

On March 20, Darktrace detected the threat actor creating a new email rule, named “…”, on the affected account. Attackers are typically known to use ambiguous or obscure names when creating new email rules in order to evade the detection of security teams and endpoints users.

The parameters for the email rule were:

“AlwaysDeleteOutlookRulesBlob: False, Force: False, MoveToFolder: RSS Feeds, Name: ..., MarkAsRead: True, StopProcessingRules: True.”

This rule was seemingly created with the intention of obfuscating the sending of malicious emails, as the rule would move sent emails to the "RSS Feeds” folder, a commonly used tactic by attackers as the folder is often left unchecked by endpoint users. Interestingly, Darktrace identified that, despite the initial unusual login coming from the Netherlands, the email rule was created from a different destination IP, indicating that the attacker was using a Virtual Private Network (VPN) after gaining a foothold in the network.

Hijacked SaaS account making an anomalous login from the unusual Netherlands-based IP, before creating a new email rule.
Figure 2: Hijacked SaaS account making an anomalous login from the unusual Netherlands-based IP, before creating a new email rule.

6. Outbound Phishing Emails Sent

Later that day, the attacker was observed using the compromised customer account to send out numerous phishing emails to both internal and external recipients. Darktrace/Email detected a significant spike in inbound emails on the compromised account, with the account receiving bounce back emails or replies in response to the phishing emails. Darktrace further identified that the phishing emails contained a malicious DocSend link hidden behind the text “Click Here”, falsely claiming to be a link to the presentation platform Prezi.

Figure 3: Darktrace/Email detected that the DocSend link displayed via text “Click Here”, was embedded in a Prezi link.
Figure 3: Darktrace/Email detected that the DocSend link displayed via text “Click Here”, was embedded in a Prezi link.

7. Suspicious Domains and Redirects

After the phishing emails were sent, multiple other internal users accessed the DocSend link, which directed them to another suspicious domain, “thecalebgroup[.]top”, which had been registered on the same day and was hosted on the aforementioned Netherlands-based IP, 193.222.96[.]91. At the time of the attack, this domain had not been reported by any open-source intelligence (OSINT), but it has since been flagged as malicious by multiple vendors [2].

External Sites Summary showing the suspicious domain that had never previously been seen on the network. A total of 11 “Suspicious Domain” models were triggered in response to this activity.
Figure 4: External Sites Summary showing the suspicious domain that had never previously been seen on the network. A total of 11 “Suspicious Domain” models were triggered in response to this activity.  

8. Cyber AI Analyst’s Investigation

As this attack was unfolding, Darktrace’s Cyber AI Analyst was able to autonomously investigate the events, correlating them into one wider incident and continually adding a total of 14 new events to the incident as more users fell victim to the phishing links.

Cyber AI Analyst successfully weaved together the initial suspicious domain accessed in the initial email attack vector (Figure 5), the hijack of the SaaS account from the Netherlands IP (Figure 6), and the connection to the suspicious redirect link (Figure 7). Cyber AI Analyst was also able to uncover other related activity that took place at the time, including a potential attempt to exfiltrate data out of the customer’s network.

By autonomously analyzing the thousands of connections taking place on a network at any given time, Darktrace’s Cyber AI Analyst is able to detect seemingly separate anomalous events and link them together in one incident. This not only provides organizations with full visibility over potential compromises on their networks, but also saves their security teams precious time ensuring they can quickly scope out the ongoing incident and begin remediation.

Figure 5: Cyber AI Analyst correlated the attack’s sequence, starting with the initial suspicious domain accessed in the initial email attack vector.
Figure 5: Cyber AI Analyst correlated the attack’s sequence, starting with the initial suspicious domain accessed in the initial email attack vector.
Figure 6: As the attack progressed, Cyber AI Analyst correlated and appended additional events to the same incident, including the SaaS account hijack from the Netherlands-based IP.
Figure 6: As the attack progressed, Cyber AI Analyst correlated and appended additional events to the same incident, including the SaaS account hijack from the Netherlands-based IP.
Cyber AI Analyst correlated and appended additional events to the same incident, including additional users connecting to the suspicious redirect link following the outbound phishing emails being sent.
Figure 7: Cyber AI Analyst correlated and appended additional events to the same incident, including additional users connecting to the suspicious redirect link following the outbound phishing emails being sent.

Conclusion

In this scenario, Darktrace demonstrated its ability to detect and correlate suspicious activities across three critical areas of a customer’s digital environment: email, SaaS, and network.

It is essential that cyber defenders not only adopt AI but use a combination of AI technology capable of learning and understanding the context of an organization’s entire digital infrastructure. Darktrace’s anomaly-based approach to threat detection allows it to identify subtle deviations from the expected behavior in network devices and SaaS users, indicating potential compromise. Meanwhile, Cyber AI Analyst dynamically correlates related events during an ongoing attack, providing organizations and their security teams with the information needed to respond and remediate effectively.

Credit to Zoe Tilsiter, Analyst Consulting Lead (EMEA), Brianna Leddy, Director of Analysis

Appendices

References

[1] https://darktrace.com/state-of-ai-cyber-security

[2] https://www.virustotal.com/gui/domain/thecalebgroup.top

Darktrace DETECT Model Coverage

SaaS Models

- SaaS / Access / Unusual External Source for SaaS Credential Use

- SaaS / Compromise / Unusual Login and Account Update

- SaaS / Compliance / Anomalous New Email Rule

- SaaS / Compromise / Unusual Login and New Email Rule

Network Models

- Device / Suspicious Domain

- Multiple Device Correlations / Multiple Devices Breaching Same Model

Cyber AI Analyst Incidents

- Possible Hijack of Office365 Account

- Possible SSL Command and Control

Indicators of Compromise (IoCs)

IoC – Type – Description

193.222.96[.]91 – IP – Unusual Login Source

thecalebgroup[.]top – Domain – Possible C2 Endpoint

rz8js7sjbef[.]latovafineart[.]life – Domain – Possible C2 Endpoint

https://docsend[.]com/view/vcdmsmjcskw69jh9 - Domain - Phishing Link

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About the author
Zoe Tilsiter
Cyber Analyst
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