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Problem forwarding mail using a contact in AD

Posted on 2006-05-01
Medium Priority
Last Modified: 2008-02-01
We are currently forwarding mail to one of our user's outside mail accounts using an AD Contact.  This works fine until someone sends an e-mail from a yahoo address to this person.  At this point, the outside mail server rejects the message.  I thought for a while that it might be how thier server accepts 8 bit mime messages, but they are able to recieve messages directly from a yahoo sender, so I don't think that is it.
We also have a Barracuda SPAM firewall in place that scans all inbound e-mail.
Destination address: info@brianfelsen.com
Forwarding address:billyg@discmakers.com

@@@Here is the bounce back message that a yahoo sender would recieve
From: postmaster@discmakers.com Add to Address Book Add Mobile Alert
To: popomus@yahoo.com
Date: Tue, 14 Mar 2006 14:52:50 -0500
Subject: Delivery Status Notification (Failure)

This is an automatically generated Delivery Status Notification.

Delivery to the following recipients failed.



Reporting-MTA: dns;dmexchange2.discmaker.com
Received-From-MTA: dns;barracuda.discmakers.com
Arrival-Date: Tue, 14 Mar 2006 14:52:47 -0500

Final-Recipient: rfc822;info@brianfelsen.com
Action: failed
Status: 5.6.1
Diagnostic-Code: smtp;554 5.6.1 Body type not supported by Remote Host
X-Display-Name: Felsen, Brian

@@@Here is a message that is from a yahoo address that goes through our Forward, to a yahoo address
X-Apparently-To: dmtest4felsen@yahoo.com via; Thu, 20 Apr 2006 10:30:32 -0700
X-Originating-IP: []
Authentication-Results: mta265.mail.mud.yahoo.com from=yahoo.com; domainkeys=pass (ok)
Received: from (EHLO dmexchange2.discmaker.com) ( by mta265.mail.mud.yahoo.com with SMTP; Thu, 20 Apr 2006 10:30:32 -0700
Received: from barracuda.discmaker.com ([]) by dmexchange2.discmaker.com with Microsoft SMTPSVC(5.0.2195.6713); Thu, 20 Apr 2006 13:21:25 -0400
X-ASG-Debug-ID: 1145553675-21656-62-0
Received: from web37415.mail.mud.yahoo.com (web37415.mail.mud.yahoo.com []) by barracuda.discmaker.com (Spam Firewall) with SMTP id E4E45C56DE for ; Thu, 20 Apr 2006 13:21:15 -0400 (EDT)
Received: (qmail 67398 invoked by uid 60001); 20 Apr 2006 17:21:15 -0000
DomainKey-Signature: a=rsa-sha1; q=dns; c=nofws; s=s1024; d=yahoo.com; h=Message-ID:Received:Date:From:Subject:To:MIME-Version:Content-Type:Content-Transfer-Encoding; b=t6IwRCU2RwUAsRJFNZ+9JRGwbs/VKVR4ShxvbWNJWqYSRICCum3RNDgiv8BWtRIvjVmOmM2NiL8mbBvwpeW52DqkUudnUQHeYQsdjSZwuvCpObubyHMAvQuip635MPQ1C2ST9ZuNPlJN2NCH1znNWtYGfWBru1lGK9xi9LQrgRE= ;
Received: from [] by web37415.mail.mud.yahoo.com via HTTP; Thu, 20 Apr 2006 10:21:15 PDT
Date: Thu, 20 Apr 2006 10:21:15 -0700 (PDT)
From: "me me"
X-ASG-Orig-Subj: 1:20 from yahoo via fwd
Subject: 1:20 from yahoo via fwd
To: billyg@discmakers.com
MIME-Version: 1.0
Content-Type: multipart/alternative; boundary="0-1001472536-1145553675=:66970"
Content-Transfer-Encoding: 8bit
X-Barracuda-Bayes: INNOCENT GLOBAL 0.0032 1.0000 -1.9998
X-Virus-Scanned: by Barracuda Spam Firewall at discmaker.com
X-Barracuda-Spam-Score: -2.00
X-Barracuda-Spam-Status: No, SCORE=-2.00 using global scores of TAG_LEVEL=1.0 QUARANTINE_LEVEL=1000.0 KILL_LEVEL=3.0 tests=
X-Barracuda-Spam-Report: Code version 3.02, rules version 3.0.11130 Rule breakdown below pts rule name description ---- ---------------------- --------------------------------------------------
Return-Path: dmtest4felsen@yahoo.com
X-OriginalArrivalTime: 20 Apr 2006 17:21:25.0794 (UTC) FILETIME=[DA5F8020:01C6649E]
Content-Length: 682

@@@Here is the header from a message that goes directly from a yahoo address to the outside domain's mail server
Envelope-to: info@brianfelsen.com
Delivery-date: Wed, 15 Mar 2006 09:45:53 -0800
Received: from brianf3 by kupio.lunarpages.com with local-bsmtp (Exim 4.52)
id 1FJa4G-0000T4-56
for info@brianfelsen.com; Wed, 15 Mar 2006 09:45:53 -0800
X-Spam-Status: No, score=-2.2 required=5.0 tests=ADDRESS_IN_SUBJECT,AWL,
BAYES_00,HTML_50_60,HTML_MESSAGE autolearn=ham version=3.1.1
X-Spam-Checker-Version: SpamAssassin 3.1.1 (2006-03-10) on
Received: from [] (helo=c1m25.emaildefenseservice.com)
by kupio.lunarpages.com with smtp (Exim 4.52)
id 1FJa4F-0000St-Sg
for info@brianfelsen.com; Wed, 15 Mar 2006 09:45:52 -0800
Received: from web50913.mail.yahoo.com [] (HELO
by c1m25.emaildefenseservice.com (mxl_mta-1.3.8-10p10) with SMTP id
Wed, 15 Mar 2006 12:45:49 -0500 (EST)
Received: (qmail 87250 invoked by uid 60001); 15 Mar 2006 17:45:48 -0000
DomainKey-Signature: a=rsa-sha1; q=dns; c=nofws;
s=s1024; d=yahoo.com;


vPHM2t7tJyQ0+oj9Iobfw= ;
Received: from [] by web50913.mail.yahoo.com via HTTP; Wed, 15
Mar 2006 09:45:48 PST
Date: Wed, 15 Mar 2006 09:45:48 -0800 (PST)
From: Elif Savas Felsen
Subject: yahoo to info@brianfelsen.com
To: info@brianfelsen.com
MIME-Version: 1.0
Content-Type: multipart/alternative;
Content-Transfer-Encoding: 8bit
X-Spam: [F=0.0100000000; heur=0.500(1500); stat=0.010;
Question by:discmakers
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LVL 11

Expert Comment

by:NetoMeter Screencasts
ID: 16712295

Have you tried to send directly mail from your exchange to info@brianfelsen.com ?
It is possible to have such problems if your firewall is not configured to allow all of the SMTP commands. A typical example is Cisco PIX with the Mailguard feature on.


Author Comment

ID: 16762163
We are able to send directly from our exchange box to info@brianfelsen.com.  We do not have the Mailguard feature in place.
LVL 11

Accepted Solution

NetoMeter Screencasts earned 2000 total points
ID: 16762376
I would suggest as a next step to enable temporary logging on your virtual SMTP server.
The log will show what you whether there are problems during the communication between the servers. Here is how the log file shows a single incoming SMTP session:
Of course you can check the SMTP session with a sniffer (ethereal is free) too. Probably following both approaches is the best idea.



Author Comment

ID: 16770783
Thanks, I will try this.

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