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S/MIME and OpenPGP use cryptographic constructions repeatedly shown to be vulnerable to format oracle attacks in protocols like TLS, SSH, or IKE. However, format oracle attacks in the End-to-End Encryption (E2EE) email setting are considered impractical as victims would need to open many attacker-modified emails and communicate the decryption result to the attacker. But is this really the case?
In this paper, we survey how an attacker may remotely learn the decryption state in email E2EE. We analyze the interplay of MIME and IMAP and describe side-channels emerging from network patterns that leak the decryption status in Mail User Agents (MUAs). Concretely, we introduce specific MIME trees that produce decryption-dependent net work patterns when opened in a victim’s email client.
We survey 19 OpenPGP- and S/MIME-enabled email clients and four cryptographic libraries and uncover a side-channel leaking the decryption status of S/MIME messages in one client. Further, we discuss why the exploitation in the other clients is impractical and show that it is due to missing feature support and implementation quirks. These unintended defenses create an unfortunate conflict between usability and security. We present more rigid countermeasures for MUA developers and the standards to prevent exploitation.
The Lightweight Directory Access Protocol (LDAP) is the standard technology to query information stored in directories. These directories can contain sensitive personal data such as usernames, email addresses, and passwords. LDAP is also used as a central, organization-wide storage of configuration data for other services. Hence, it is important to the security posture of many organizations, not least because it is also at the core of Microsoft’s Active Directory, and other identity management and authentication services.
We report on a large-scale security analysis of deployed LDAP servers on the Internet. We developed LanDscAPe, a scanning tool that analyzes security-relevant misconfigurations of LDAP servers and the security of their TLS configurations. Our Internet-wide analysis revealed more than 10k servers that appear susceptible to a range of threats, including insecure configurations, deprecated software with known vulnerabilities, and insecure TLS setups. 4.9k LDAP servers host personal data, and 1.8k even leak passwords. We document, classify, and discuss these and briefly describe our notification campaign to address these concerning issues.
KIM: Kaos In der Medizin
(2024)
Die sichere E-Mail-Infrastruktur für Ärzt*innen, Apotheker*innen, Krankenversicherungen und Kliniken in Deutschland, KIM - Kommunikation im Gesundheitswesen - ist mit über 200 Millionen E-Mails in den vergangenen zwei Jahren eine der am meisten genutzten Anwendungen in der Telematikinfrastruktur. Mit dem Ausgeben von S/MIME-Zertifikaten für alle medizinische Beteiligten in Deutschland verspricht KIM sichere Ende-zu-Ende-Verschlüsselung von E-Mails zwischen Heilberufler*innen in ganz Deutschland.
In diesem Paper analysieren wir die KIM-Spezifikation sowie eine beispielhafte KIM-Installation in einer deutschen Zahnarztpraxis. Wir zeigen, dass KIM kryptografisch ein sehr hohes Sicherheitslevel erfüllt, doch in der Verarbeitung der E-Mails bei den Clients eine schwerwiegende Sicherheitslücke besteht. Weiterhin zeigen wir zwei Sicherheitslücken in dem KIM-Verarbeitungsmodul eines großen deutschen Unternehmens für medizinische Software. Diese Defizite zeigen außerdem Mängel in dem verpflichtenden Zulassungsprozess der KIM-Komponenten auf.
OOXML and ODF are the de facto standard data formats for word processing, spreadsheets, and presentations. Both are XML-based, feature-rich container formats dating back to the early 2000s. In this work, we present a systematic analysis of the capabilities of malicious office documents. Instead of focusing on implementation bugs, we abuse legitimate features of the OOXML and ODF specifications. We categorize our attacks into five classes: (1) Denial-of-Service attacks affecting the host on which the document is processed. (2) Invasion of privacy attacks that track the usage of the document. (3) Information disclosure attacks exfiltrating personal data out of the victim's computer. (4) Data manipulation on the victim's system. (5) Code execution on the victim's machine. We evaluated the reference implementations – Microsoft Office and LibreOffice – and found both of them to be vulnerable to each tested class of attacks. Finally, we propose mitigation strategies to counter these attacks.
OpenPGP and S/MIME are the two major standards to en-crypt and digitally sign emails. Digital signatures are sup-posed to guarantee authenticity and integrity of messages. Inthis work we show practical forgery attacks against variousimplementations of OpenPGP and S/MIME email signatureverification in five attack classes: (1) We analyze edge casesin S/MIME’s container format. (2) We exploit in-band sig-naling in the GnuPG API, the most widely used OpenPGPimplementation. (3) We apply MIME wrapping attacks thatabuse the email clients’ handling of partially signed mes-sages. (4) We analyze weaknesses in the binding of signedmessages to the sender identity. (5) We systematically testemail clients for UI redressing attacks.Our attacks allow the spoofing of digital signatures for ar-bitrary messages in 14 out of 20 tested OpenPGP-capableemail clients and 15 out of 22 email clients supportingS/MIME signatures. While the attacks do not target the un-derlying cryptographic primitives of digital signatures, theyraise concerns about the actual security of OpenPGP andS/MIME email applications. Finally, we propose mitigationstrategies to counter these attacks.
We show practical attacks against OpenPGP and S/MIMEencryption and digital signatures in the context of email. Instead of tar-geting the underlying cryptographic primitives, our attacks abuse legiti-mate features of the MIME standard and HTML, as supported by emailclients, to deceive the user regarding the actual message content. Wedemonstrate how the attacker can unknowingly abuse the user as a de-cryption oracle by replying to an unsuspicious looking email. Using thistechnique, the plaintext of hundreds of encrypted emails can be leakedat once. Furthermore, we show how users could be tricked into signingarbitrary text by replying to emails containing CSS conditional rules.An evaluation shows that "out of" OpenPGP-capable email clients,as well as "out of" clients supporting S/MIME, are vulnerable to atleast one attack. We provide different countermeasures and discuss theiradvantages and disadvantages.
The Portable Document Format, better known as PDF, is one of themost widely used document formats worldwide, and in order to en-sure information confidentiality, this file format supports documentencryption. In this paper, we analyze PDF encryption and showtwo novel techniques for breaking the confidentiality of encrypteddocuments. First, we abuse the PDF feature ofpartially encrypteddocuments to wrap the encrypted part of the document withinattacker-controlled content and therefore, exfiltrate the plaintextonce the document is opened by a legitimate user. Second, we abusea flaw in the PDF encryption specification to arbitrarily manipulateencrypted content. The only requirement is that a single block ofknown plaintext is needed, and we show that this is fulfilled bydesign. Our attacks allow the recovery of the entire plaintext of en-crypted documents by using exfiltration channels which are basedon standard compliant PDF properties.We evaluated our attacks on 27 widely used PDF viewers andfound all of them to be vulnerable. We responsibly disclosed thevulnerabilities and supported the vendors in fixing the issue
OpenPGP is one of the two major standards for end-to-end email security. Several studies showed that serious usability issues exist with tools implementing this standard. However, a widespread assumption is that expert users can handle these tools and detect signature spoofing attacks. We present a user study investigating expert users' strategies to detect signature spoofing attacks in Thunderbird. We observed 25 expert users while they classified eight emails as either having a legitimate signature or not. Studying expert users explicitly gives us an upper bound of attack detection rates of all users dealing with PGP signatures. 52% of participants fell for at least one out of four signature spoofing attacks. Overall, participants did not have an established strategy for evaluating email signature legitimacy. We observed our participants apply 23 different types of checks when inspecting signed emails, but only 8 of these checks tended to be useful in identifying the spoofed or invalid signatures. In performing their checks, participants were frequently startled, confused, or annoyed with the user interface, which they found supported them little. All these results paint a clear picture: Even expert users struggle to verify email signatures, usability issues in email security are not limited to novice users, and developers may need proper guidance on implementing email signature GUIs correctly.
Modern implantable cardiologic devices communicate via radio frequency techniques and nearby gateways to a backend server on the internet. Those implanted devices, gateways, and servers form an ecosystem of proprietary hardware and protocols that process sensitive medical data and is often vital for patients’ health.
This paper analyzes the security of this Ecosystem, from technical gateway aspects, via the programmer, to configure the implanted device, up to the processing of personal medical data from large cardiological device producers. Based on a real-world attacker model, we evaluated different devices and found several severe vulnerabilities. Furthermore, we could purchase a fully functional programmer for implantable cardiological devices, allowing us to re-program such devices or even induce electric shocks on untampered implanted devices.
Additionally, we sent several Art. 15 and Art. 20 GDPR inquiries to manufacturers of implantable cardiologic devices, revealing non-conforming processes and a lack of awareness about patients’ rights and companies’ obligations. This, and the fact that many vulnerabilities are still to be found after many vulnerability disclosures in recent years, present a worrying security state of the whole ecosystem.