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Kompromittierung von Geschäfts-E-Mails durch Massen-Phishing-Kampagne: Angriffsanalyse

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20
Apr 2022
20
Apr 2022
In diesem Blog werden die Auswirkungen einer verteilten Phishing-Kampagne gegen ein Finanzdienstleistungsunternehmen beschrieben und einige der Analysetools von Darktrace vorgestellt, die Sicherheitsteams bei der Untersuchung ähnlicher Bedrohungen helfen können.

It is common for attackers to send large volumes of malicious emails from the email accounts which they compromise. Before carrying out this mass-mailing activity, there are predictable, preparatory steps which attackers take, such as registering mass-mailing applications and creating new inbox rules. In this blog, we will provide details of an attack observed in February 2022 in which a threat actor conducted a successful mass-mailing attack at a financial company based in Africa.

Attack summary

In February 2022, an attacker attempted to infiltrate the email environment of a financial services company based in Africa. At the beginning of February, the attacker likely gained a foothold in the company’s email environment by tricking an internal user into entering the credentials of their corporate email account into a phishing page. Over the following week, the attacker used the compromised account credentials to conduct a variety of activities, such as registering a mass-mailing application and creating a new inbox rule.

After taking these preparatory steps, the attacker went on to send out large volumes of phishing emails from the internal user’s email account. The attacker consequently obtained the credentials of several further internal corporate accounts. They used the credentials of one of these accounts to carry out similar preparatory steps (registering a mass-mailing application and creating a new inbox rule). After taking these steps, the attacker again sent large volumes of phishing emails from the account. At this point, the customer requested assistance from Darktrace’s SOC to aid investigation, and the intrusion was consequently contained by the company.

Since the attacker carried out their activities using a VPN and an Amazon cloud service, the endpoints from which the activities took place did not serve as particularly helpful indicators of an attack. However, prior to sending out phishing emails from internal users’ accounts, the attacker did carry out other predictable, preparatory activities. One of the main goals of this blog is to highlight that these behaviors serve as valuable signs of preparation for mass-mailing activity.

Attack timeline

Figure 1: Timeline of the intrusion

On February 3, the attacker sent a phishing email to the corporate account of an employee. The email was sent from the corporate account of an employee at a company with business ties to the victim enterprise. It is likely that the attacker had compromised this account prior to sending the phishing email from it. The phishing email in question claimed to be an overdue payment reminder. Within the email, there was a link hidden behind the display text “view invoice”. The hostname of the phishing link’s URL was a subdomain of questionpro[.]eu — an online survey platform. The page referred to by the URL was a fake Microsoft Outlook login page.

Figure 2: Destination of phishing link within the email sent by the attacker

Antigena Email, Darktrace’s email security solution, identified the highly unusual linguistic structure of the email, given its understanding of ‘normal’ for that sender. This was reflected in an inducement shift score of 100. However, in this case, the original URL of the phishing link was rewritten by Mimecast’s URL protection service in a way which made the full URL impossible to extract. Consequently, Antigena Email did not know what the original URL of the link was. Since the link was rewritten by Mimecast’s URL protection service, the email’s recipient will have received a warning notification in their browser upon clicking the link. It seems that the recipient ignored the warning, and consequently divulged their email account credentials to the attacker.

For Antigena Email to hold an email from a user’s mailbox, it must judge with high confidence that the email is malicious. In cases where the email contains no suspicious attachments or links, it is difficult for Antigena Email to obtain such high degrees of confidence, unless the email displays clear payload-independent malicious indicators, such as indicators of spoofing or indicators of extortion. In this case, the email, as seen by Antigena Email, didn’t contain any suspicious links or attachments (since Mimecast had rewritten the suspicious link) and the email didn’t contain any indicators of spoofing or extortion.

Figure 3: The email’s high inducement shift score highlights that the email’s linguistic content and structure were unusual for the email’s sender

Shortly after receiving the email, the internal user’s corporate device was observed making SSL connections to the questionpro[.]eu phishing endpoint. It is likely that the user divulged their email account credentials during these connections.

Figure 4: The above screenshot — obtained from Advanced Search — depicts the connections made by the account owner’s device on February 3

Between February 3 and February 7, the attacker logged into the user’s email account several times. Since these logins were carried out using a common VPN service, they were not identified as particularly unusual by Darktrace. However, during their login sessions, the attacker exhibited behavior which was highly unusual for the email account’s owner. The attacker was observed creating an inbox rule called “ _ ” on the user’s email account,[1] as well as registering and granting permissions to a mass-mailing application called Newsletter Software SuperMailer. These steps were taken by the attacker in preparation for their subsequent mass-mailing activity.

On February 7, the attacker sent out phishing emails from the user’s account. The emails were sent to hundreds of internal and external mailboxes. The email claimed to be an overdue payment reminder and it contained a questionpro[.]eu link hidden behind the display text “view invoice”. It is likely that the inbox rule created by the attacker caused all responses to this phishing email to be deleted. Attackers regularly create inbox rules on the email accounts which they compromise to ensure that responses to the malicious emails which they distribute are hidden from the accounts’ owners.[2]

Since Antigena Email does not have visibility of internal-to-internal emails, the phishing email was delivered fully weaponized to hundreds of internal mailboxes. On February 7, after the phishing email was sent from the compromised internal account, more than twenty internal devices were observed making SSL connections to the relevant questionpro[.]eu endpoint, indicating that many internal users had clicked the phishing link and possibly revealed their account credentials to the attacker.

Figure 5: The above screenshot — obtained from Advanced Search — depicts the large volume of connections made by internal devices to the phishing endpoint

Over the next five days, the attacker was observed logging into the corporate email accounts of at least six internal users. These logins were carried out from the same VPN endpoints as the attacker’s original logins. On February 11, the attacker was observed creating an inbox rule named “ , ” on one of these accounts. Shortly after, the attacker went on to register and grant permissions to the same mass-mailing application, Newsletter Software SuperMailer. As with the other account, these steps were taken by the attacker in preparation for subsequent mass-mailing activity.

Figure 6: The above screenshot — obtained from Advanced Search — outlines all of the actions involving the mass-mailing application that were taken by the attacker (accounts have been redacted)

On February 11, shortly after 08:30 (UTC), the attacker widely distributed a phishing email from this second user’s account. The phishing email was distributed to hundreds of internal and external mailboxes. Unlike the other phishing emails used by the attacker, this one claimed to be a purchase order notification, and it contained an HTML file named PurchaseOrder.html. Within this file, there was a link to a suspicious page on the public relations (PR) news site, everything-pr[.]com. After the phishing email was sent from the compromised internal account, more than twenty internal devices were observed making SSL connections to the relevant everything-pr[.]com endpoint, indicating that many internal users had opened the malicious attachment.

Figure 7: The above screenshot — obtained from Advanced Search — depicts the connections made by internal devices to the endpoint referenced in the malicious attachment

On February 11, the customer submitted an Ask the Expert (ATE) request to Darktrace’s SOC team. The guidance provided by the SOC helped the security team to contain the intrusion. The attacker managed to maintain a presence within the organization’s email environment for eight days. During these eight days, the attacker sent out large volumes of phishing emails from two corporate accounts. Before sending out these phishing emails, the attacker carried out predictable, preparatory actions. These actions included registering a mass-mailing application with Azure AD and creating an inbox rule.

Darktrace guidance

There are many learning points for this particular intrusion. First, it is important to be mindful of signs of preparation for malicious mass-mailing activity. After an attacker compromises an email account, there are several actions which they will likely perform before they send out large volumes of malicious emails. For example, they may create an inbox rule on the account, and they may register a mass-mailing application with Azure AD. The Darktrace models SaaS / Compliance / New Email Rule and SaaS / Admin / OAuth Permission Grant are designed to pick up on these behaviors.

Second, in cases where an attacker succeeds in sending out phishing emails from an internal, corporate account, it is advised that customers make use of Darktrace’s Advanced Search to identify users that may have divulged account credentials to the attacker. The phishing email sent from the compromised account will likely contain a suspicious link. Once the hostname of the link has been identified, it is possible to ask Advanced Search to display all HTTP or SSL connections to the host in question. If the hostname is www.example.com, you can get Advanced Search to display all SSL connections to the host by using the Advanced Search query, @fields.server_name:"www.example.com", and you can get Advanced Search to display all HTTP connections to the host by using the query, @fields.host:"www.example.com".

Third, it is advised that customers make use of Darktrace’s ‘watched domains’ feature[3] in cases where an attacker succeeds in sending out malicious emails from the accounts they compromise. If a hostname is added to the watched domains list, then a model named Compromise / Watched Domain will breach whenever an internal device is observed connecting to it. If Antigena Network is configured, then observed attempts to connect to the relevant host will be blocked if the hostname is added to the watched domains list with the ‘flag for Antigena’ toggle switched on. If an attacker succeeds in sending out a malicious email from an internal, corporate account, it is advised that customers add hostnames of phishing links within the email to the watched domains list and enable the Antigena flag. Doing so will cause Darktrace to identify and thwart any attempts to connect to the relevant phishing endpoints.

Figure 8: The above screenshot — obtained from the Model Editor — shows that Antigena Network prevented ten internal devices from connecting to phishing endpoints after the relevant phishing hostnames were added to the watched domains list on February 11

For Darktrace customers who want to find out more about phishing detection, refer here for an exclusive supplement to this blog.

MITRE ATT&CK-Techniken beobachtet

Thanks to Paul Jennings for his contributions.

Fußnoten

1. https://docs.microsoft.com/en-us/powershell/module/exchange/new-inboxrule?view=exchange-ps

2. https://www.fireeye.com/current-threats/threat-intelligence-reports/rpt-fin4.html

3. https://customerportal.darktrace.com/product-guides/main/watched-domains

EINBLICKE IN DAS SOC-Team
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Looking Beyond Secure Email Gateways with the Latest Innovations to Darktrace/Email

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09
Apr 2024

Organizations Should Demand More from their Email Security

In response to a more intricate threat landscape, organizations should view email security as a critical component of their defense-in-depth strategy, rather than defending the inbox alone with a traditional Secure Email Gateway (SEG). Organizations need more than a traditional gateway – that doubles, instead of replaces, the capabilities provided by native security vendor – and require an equally granular degree of analysis across all messaging, including inbound, outbound, and lateral mail, plus Teams messages.  

Darktrace/Email is the industry’s most advanced cloud email security, powered by Self-Learning AI. It combines AI techniques to exceed the accuracy and efficiency of leading security solutions, and is the only security built to elevate, not duplicate, native email security.  

With its largest update ever, Darktrace/Email introduces the following innovations, finally allowing security teams to look beyond secure email gateways with autonomous AI:

  • AI-augmented data loss prevention to stop the entire spectrum of outbound mail threats
  • an easy way to deploy DMARC quickly with AI
  • major enhancements to streamline SOC workflows and increase the detection of sophisticated phishing links
  • expansion of Darktrace’s leading AI prevention to lateral mail, account compromise and Microsoft Teams

What’s New with Darktrace/Email  

Data Loss Prevention  

Block the entire spectrum of outbound mail threats with advanced data loss prevention that builds on tags in native email to stop unknown, accidental, and malicious data loss

Darktrace understands normal at individual user, group and organization level with a proven AI that detects abnormal user behavior and dynamic content changes. Using this understanding, Darktrace/Email actions outbound emails to stop unknown, accidental and malicious data loss.  

Traditional DLP solutions only take into account classified data, which relies on the manual input of labelling each data piece, or creating rules to catch pattern matches that try to stop data of certain types leaving the organization. But in today’s world of constantly changing data, regular expression and fingerprinting detection are no longer enough.

  • Human error – Because it understands normal for every user, Darktrace/Email can recognize cases of misdirected emails. Even if the data is correctly labelled or insensitive, Darktrace recognizes when the context in which it is being sent could be a case of data loss and warns the user.  
  • Unclassified data – Whereas traditional DLP solutions can only take action on classified data, Darktrace analyzes the range of data that is either pending labels or can’t be labeled with typical capabilities due to its understanding of the content and context of every email.  
  • Insider threat – If a malicious actor has compromised an account, data exfiltration may still be attempted on encrypted, intellectual property, or other forms of unlabelled data to avoid detection. Darktrace analyses user behaviour to catch cases of unusual data exfiltration from individual accounts.

And classification efforts already in place aren’t wasted – Darktrace/Email extends Microsoft Purview policies and sensitivity labels to avoid duplicate workflows for the security team, combining the best of both approaches to ensure organizations maintain control and visibility over their data.

End User and Security Workflows

Achieve more than 60% improvement in the quality of end-user phishing reports and detection of sophisticated malicious weblinks1

Darktrace/Email improves end-user reporting from the ground up to save security team resource. Employees will always be on the front line of email security – while other solutions assume that end-user reporting is automatically of poor quality, Darktrace prioritizes improving users’ security awareness to increase the quality of end-user reporting from day one.  

Users are empowered to assess and report suspicious activity with contextual banners and Cyber AI Analyst generated narratives for potentially suspicious emails, resulting in 60% fewer benign emails reported.  

Out of the higher-quality emails that end up being reported, the next step is to reduce the amount of emails that reach the SOC. Darktrace/Email’s Mailbox Security Assistant automates their triage with secondary analysis combining additional behavioral signals – using x20 more metrics than previously – with advanced link analysis to detect 70% more sophisticated malicious phishing links.2 This directly alleviates the burden of manual triage for security analysts.

For the emails that are received by the SOC, Darktrace/Email uses automation to reduce time spent investigating per incident. With live inbox view, security teams gain access to a centralized platform that combines intuitive search capabilities, Cyber AI Analyst reports, and mobile application access. Analysts can take remediation actions from within Darktrace/Email, eliminating console hopping and accelerating incident response.

Darktrace takes a user-focused and business-centric approach to email security, in contrast to the attack-centric rules and signatures approach of secure email gateways

Microsoft Teams

Detect threats within your Teams environment such as account compromise, phishing, malware and data loss

Around 83% of Fortune 500 companies rely on Microsoft Office products and services, particularly Teams and SharePoint.3

Darktrace now leverages the same behavioral AI techniques for Microsoft customers across 365 and Teams, allowing organizations to detect threats and signals of account compromise within their Teams environment including social engineering, malware and data loss.  

The primary use case for Microsoft Teams protection is as a potential entry vector. While messaging has traditionally been internal only, as organizations open up it is becoming an entry vector which needs to be treated with the same level of caution as email. That’s why we’re bringing our proven AI approach to Microsoft Teams, that understands the user behind the message.  

Anomalous messaging behavior is also a highly relevant indicator of whether a user has been compromised. Unlike other solutions that analyze Microsoft Teams content which focus on payloads, Darktrace goes beyond basic link and sandbox analysis and looks at actual user behavior from both a content and context perspective. This linguistic understanding isn’t bound by the requirement to match a signature to a malicious payload, rather it looks at the context in which the message has been delivered. From this analysis, Darktrace can spot the early symptoms of account compromise such as early-stage social engineering before a payload is delivered.

Lateral Mail Analysis

Detect and respond to internal mailflow with multi-layered AI to prevent account takeover, lateral phishing and data leaks

The industry’s most robust account takeover protection now prevents lateral mail account compromise. Darktrace has always looked at internal mail to inform inbound and outbound decisions, but will now elevate suspicious lateral mail behaviour using the same AI techniques for inbound, outbound and Teams analysis.

Darktrace integrates signals from across the entire mailflow and communication patterns to determine symptoms of account compromise, now including lateral mailflow

Unlike other solutions which only analyze payloads, Darktrace analyzes a whole range of signals to catch lateral movement before a payload is delivered. Contributing yet another layer to the AI behavioral profile for each user, security teams can now use signals from lateral mail to spot the early symptoms of account takeover and take autonomous actions to prevent further compromise.

DMARC

Gain in-depth visibility and control of 3rd parties using your domain with an industry-first AI-assisted DMARC

Darktrace has created the easiest path to brand protection and compliance with the new Darktrace/DMARC. This new capability continuously stops spoofing and phishing from the enterprise domain, while automatically enhancing email security and reducing the attack surface.

Darktrace/DMARC helps to upskill businesses by providing step by step guidance and automated record suggestions provide a clear, efficient road to enforcement. It allows organizations to quickly achieve compliance with requirements from Google, Yahoo, and others, to ensure that their emails are reaching mailboxes.  

Meanwhile, Darktrace/DMARC helps to reduce the overall attack surface by providing visibility over shadow-IT and third-party vendors sending on behalf of an organization’s brand, while informing recipients when emails from their domains are sent from un-authenticated DMARC source.

Darktrace/DMARC integrates with the wider Darktrace product platform, sharing insights to help further secure your business across Email Attack Path and Attack Surface management.

Schlussfolgerung

To learn more about the new innovations to Darktrace/Email download the solution brief here.

All of the new updates to Darktrace/Email sit within the new Darktrace ActiveAI Security Platform, creating a feedback loop between email security and the rest of the digital estate for better protection. Click to read more about the Darktrace ActiveAI Security Platform or to hear about the latest innovations to Darktrace/OT, the most comprehensive prevention, detection, and response solution purpose built for critical infrastructures.  

Learn about the intersection of cyber and AI by downloading the State of AI Cyber Security 2024 report to discover global findings that may surprise you, insights from security leaders, and recommendations for addressing today’s top challenges that you may face, too.

References

[1] Internal Darktrace Research

[2] Internal Darktrace Research

[3] Essential Microsoft Office Statistics in 2024

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Carlos Gray
Product Manager

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Managing Risk Beyond CVE Scores With the Latest Innovations to Darktrace/OT

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09
Apr 2024

Identifying Cyber Risk in Industrial Organizations

Compromised OT devices in ICS and SCADA environments pose significant physical risks, even endangering lives. However, identifying CVEs in the multitude of complex OT devices is labor-intensive and time-consuming, draining valuable resources.

Even after identifying a vulnerability, implementing a patch presents its own challenges limited maintenance windows and the need for uninterrupted operations strain IT and OT teams often leading organizations to prioritize availability over security leading vulnerabilities remaining unresolved for over 5 years on average. (1)

Darktrace’s New Innovation

Darktrace is an industry leader in cybersecurity with 10+ years of experience securing OT environments where we take a fundamentally different approach using Self-Learning AI to enhance threat detection and response.

Continuing to combat the expanding threat landscape, Darktrace is excited to announce new capabilities that enable a contextualized and proactive approach to managing cyber risk at industrial organizations.

Today we launch an innovation to our OT Cybersecurity solution, Darktrace/OT, that will add a layer of proactivity, enabling a comprehensive approach to risk management. This industry leading innovation for Darktrace/OT moves beyond CVE scores to redefine vulnerability management for critical infrastructure, tackling the full breadth of risks not limited by traditional controls.  

Darktrace/OT is the only OT security solution with comprehensive Risk Management which includes:

  • Contextualized risk analysis unique to your organization
  • The most realistic evaluation and prioritization of OT risk
  • Effectively mitigate risk across your OT infrastructure, with and without patching.
  • The only OT security solution that evaluates your defenses against Advanced Persistent Threat (APT) Groups.

The most comprehensive prevention, detection, and response solution purpose built for Critical Infrastructures

Darktrace’s Self-Learning AI technology is a cutting-edge innovation that implements real time prevention, detection, response, and recovery for operational technologies and enables a fundamental shift from the traditional approach to cyber defense by learning a ‘pattern of life’ for every network, device, and user.  

Rather than relying on knowledge of past attacks, AI technology learns what is ‘normal’ for its environment, discovering previously unknown threats by detecting subtle shifts in behavior. Through identifying these unexpected anomalies, security teams can investigate novel attacks, discover blind spots, have live time visibility across all their physical and digital assets, and reduce time to detect, respond to, and triage security events.  

  • Achieve greater visibility of OT and IT devices across all levels of the Purdue Model.
  • The industry's only OT security to scale threat detection and response, with a 92% time saving from triage to recovery.  
  • The only OT focused security solution to provide bespoke Risk Management.

To learn more about how Darktrace/OT approaches unique use cases for industrial organizations visit the Darktrace/OT Webpage or join us LIVE at a city near you.

Read more below to discover how new innovations to Darktrace/OT are bringing a new, contextualized approach to Risk Management for Industrial organizations.

For more information on the entire Darktrace/OT Solution read our solution brief here.

Darktrace/OT and New Risk Management

Risk Identification

Leveraging the visibility of Darktrace/OT which identifies individual systems throughout the Purdue Model and the relationship between them, Darktrace/OT identifies high-risk CVEs and presents potential attack routes that go beyond techniques requiring a known exploit, such as misuse of legitimate services. Each attack path will have a mathematical evaluation of difficulty and impact from initial access to the high value objectives.  

Together this gives comprehensive coverage over your real and potential risks from both an attacker and known vulnerability perspectives. OT attack paths as seen here even leverage insights between the industrial and corporate communications to reveal ways threat actors may take advantage of IT-OT convergence. This revelation of imperceptible risks fills gaps in traditional risk analysis like remote access and insider threats.

Figure 1: Darktrace/OT visualizing the most critical attack paths at an organization
Figure 1: Darktrace/OT visualizing the most critical attack paths at an organization
Figure 2: A specific Attack Path identified by Darktrace/OT

Risk Prioritization

Darktrace/OT prioritizes remediations and mitigations based on difficulty and damage to your unique organization, using the established Attack Paths.

We ascertain the priorities that apply to your organization beyond pure theoretical damage answering questions like:

  • How difficult is a particular vulnerability to exploit considering the steps an attacker would require to reach it?
  • And, how significant would the impact be if it was exploited within this particular network?

This expanded approach to risk prioritization has a much more comprehensive evaluation of your organization's unique risk than has ever been possible before. Traditional approaches of ranking only known vulnerabilities with isolated scores using CVSS and exploitability metrics, often leaves gaps in IT-OT risks and is blind to legitimate service exploitation.

Figure 3: Darktrace/OT leverages its contextual understand of the organization’s network to prioritize remediation that will have the positive impact on the risk score

Darktrace provides mitigation strategies associated with each identified risk and the relevant impact it has on your overall risk posture, across all MITRE ATT&CK techniques.

What sets Darktrace apart is our ability to contextualize these mitigations within the broader business. When patching vulnerabilities directly isn’t possible, Darktrace identifies alternative actions that harden attack paths leading to critical assets. Hardening the surrounding attack path increases the difficulty and therefore reduces the likelihood and impact of a breach.

That means unpatched vulnerabilities and vulnerable devices aren’t left unprotected. This also has an added bonus, those hardening techniques work for all devices in that network segment, so apply one change, secure many.

Figure 4: Darktrace prioritizes mitigation reducing accessibility of vulnerability and the overall risk score when patches aren’t available

Communicate Board Level Risk with APT Threat Mapping

Darktrace/OT bridges theory and practice as the only security solution that maps MITRE techniques, frequently used by APT Groups, onto AI-assessed critical Attack Paths. This unique solution provides unparalleled insights including sector and location intelligence, possible operating platforms, common techniques, exploited CVEs, and the number of potential devices affected in your environment, supporting holistic risk assessment and proactive defense measures.

Ultimately, this becomes a power dashboard to communicate board level risk, using both metric based evidence and industry standard threat mapping.

Schlussfolgerung

Darktrace/OT is part of the Darktrace ActiveAI Security Platform a native, holistic, AI-driven platform built on over ten years of AI research. It helps security teams shift to more a productive mode, finding the known and the unknown attacks and transforming the SOC with the various Darktrace products to drive efficiency gains. It does this across the whole incident lifecycle to lower risk, reduce time spent on active incidents, and drive return on investment.

Discover more about Darktrace's ever-strengthening platform with the upcoming changes coming to our Darktrace/Email product and other launch day blogs.

Join Darktrace LIVE half-day event to understand the reality versus the hype surrounding AI and how to achieve cyber resilience.

Learn about the intersection of cyber and AI by downloading the State of AI Cyber Security 2024 report to discover global findings that may surprise you, insights from security leaders, and recommendations for addressing today’s top challenges that you may face, too.  

References

1. https://research-information.bris.ac.uk/ws/portalfiles/portal/313646831/Catch_Me_if_You_Can.pdf

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About the author
Mitchell Bezzina
VP, Product and Solutions Marketing
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