Vulnerabilities > CVE-2023-38686 - Improper Certificate Validation vulnerability in Matrix Sydent

047910
CVSS 5.3 - MEDIUM
Attack vector
ADJACENT_NETWORK
Attack complexity
HIGH
Privileges required
NONE
Confidentiality impact
HIGH
Integrity impact
NONE
Availability impact
NONE
high complexity
matrix
CWE-295

Summary

Sydent is an identity server for the Matrix communications protocol. Prior to version 2.5.6, if configured to send emails using TLS, Sydent does not verify SMTP servers' certificates. This makes Sydent's emails vulnerable to interception via a man-in-the-middle (MITM) attack. Attackers with privileged access to the network can intercept room invitations and address confirmation emails. This is patched in Sydent 2.5.6. When patching, make sure that Sydent trusts the certificate of the server it is connecting to. This should happen automatically when using properly issued certificates. Those who use self-signed certificates should make sure to copy their Certification Authority certificate, or their self signed certificate if using only one, to the trust store of your operating system. As a workaround, one can ensure Sydent's emails fail to send by setting the configured SMTP server to a loopback or non-routable address under one's control which does not have a listening SMTP server.

Common Weakness Enumeration (CWE)

Common Attack Pattern Enumeration and Classification (CAPEC)

  • Creating a Rogue Certificate Authority Certificate
    An attacker exploits a weakness in the MD5 hash algorithm (weak collision resistance) to generate a certificate signing request (CSR) that contains collision blocks in the "to be signed" part. The attacker specially crafts two different, but valid X.509 certificates that when hashed with the MD5 algorithm would yield the same value. The attacker then sends the CSR for one of the certificates to the Certification Authority which uses the MD5 hashing algorithm. That request is completely valid and the Certificate Authority issues an X.509 certificate to the attacker which is signed with its private key. An attacker then takes that signed blob and inserts it into another X.509 certificate that the attacker generated. Due to the MD5 collision, both certificates, though different, hash to the same value and so the signed blob works just as well in the second certificate. The net effect is that the attackers' second X.509 certificate, which the Certification Authority has never seen, is now signed and validated by that Certification Authority. To make the attack more interesting, the second certificate could be not just a regular certificate, but rather itself a signing certificate. Thus the attacker is able to start their own Certification Authority that is anchored in its root of trust in the legitimate Certification Authority that has signed the attackers' first X.509 certificate. If the original Certificate Authority was accepted by default by browsers, so will now the Certificate Authority set up by the attacker and of course any certificates that it signs. So the attacker is now able to generate any SSL certificates to impersonate any web server, and the user's browser will not issue any warning to the victim. This can be used to compromise HTTPS communications and other types of systems where PKI and X.509 certificates may be used (e.g., VPN, IPSec) .