The OpenSSL extension of Ruby (Git trunk) versions after 2011-09-01 up to 2011-11-03 always generated an exponent value of '1' to be used for private RSA key generation. A remote attacker could use this flaw to bypass or corrupt integrity of services, depending on strong private RSA keys generation mechanism.
Various methods in WEBrick::HTTPRequest in Ruby 1.9.2 and 1.8.7 and earlier do not validate the X-Forwarded-For, X-Forwarded-Host and X-Forwarded-Server headers in requests, which might allow remote attackers to inject arbitrary text into log files or bypass intended address parsing via a crafted header.
The WEBrick gem 1.4.2 for Ruby allows directory traversal if the attacker once had local access to create a symlink to a location outside of the web root directory. NOTE: The vendor states that this is analogous to Options FollowSymlinks in the Apache HTTP Server, and therefore it is "not a problem.
An issue was discovered in Ruby before 2.3.8, 2.4.x before 2.4.5, 2.5.x before 2.5.2, and 2.6.x before 2.6.0-preview3. It does not taint strings that result from unpacking tainted strings with some formats.
An issue was discovered in the OpenSSL library in Ruby before 2.3.8, 2.4.x before 2.4.5, 2.5.x before 2.5.2, and 2.6.x before 2.6.0-preview3. When two OpenSSL::X509::Name objects are compared using ==, depending on the ordering, non-equal objects may return true. When the first argument is one character longer than the second, or the second argument contains a character that is one less than a character in the same position of the first argument, the result of == will be true. This could be leveraged to create an illegitimate certificate that may be accepted as legitimate and then used in signing or encryption operations.
Ruby before 2.2.10, 2.3.x before 2.3.7, 2.4.x before 2.4.4, 2.5.x before 2.5.1, and 2.6.0-preview1 allows an HTTP Response Splitting attack. An attacker can inject a crafted key and value into an HTTP response for the HTTP server of WEBrick.
Directory traversal vulnerability in the Dir.mktmpdir method in the tmpdir library in Ruby before 2.2.10, 2.3.x before 2.3.7, 2.4.x before 2.4.4, 2.5.x before 2.5.1, and 2.6.0-preview1 might allow attackers to create arbitrary directories or files via a .. (dot dot) in the prefix argument.
In Ruby before 2.2.10, 2.3.x before 2.3.7, 2.4.x before 2.4.4, 2.5.x before 2.5.1, and 2.6.0-preview1, an attacker can pass a large HTTP request with a crafted header to WEBrick server or a crafted body to WEBrick server/handler and cause a denial of service (memory consumption).
In Ruby before 2.2.10, 2.3.x before 2.3.7, 2.4.x before 2.4.4, 2.5.x before 2.5.1, and 2.6.0-preview1, an attacker controlling the unpacking format (similar to format string vulnerabilities) can trigger a buffer under-read in the String#unpack method, resulting in a massive and controlled information disclosure.