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01.31.2008 at 03:19PM PST, ID: 23128262
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Exchange 2007 throwing Firewall 500 error outbound

Asked by InexperiencedPorkRoll in Exchange Email Server, Simple Mail Transfer Protocol (SMTP), Network Operations

Tags: microsoft, exchange2, 2007, single server hub/dc

Having really annoying issues with Exchange 2007. Before the migration on 2003, there were no issues with sending emails out of the server, and now getting the following emails bouncing back "randomly".


Undeliverable: (Email Subejct)

(Recicpient Name - randomnly from any server)
eg1. mailproxy1.pacific.net.au #500 Firewall Error ##
eg2. bay0-mc7-f1.bay0.hotmail.com #500 Firewall Error ##
eg3. bay0-mc4-f1.bay0.hotmail.com #500 Firewall Error ##


Current Settings
Server: Windows Serve 2003
Email: MS Exchange 2007
Hardware: Single DC/Mail Hub
Communication: SMTP 25 (inbound/outbound port is unrestricted on DC)
Email Clients: MS Outlook 2007

ISP Provider: Pacific Internet (Australia)
AntiSPAM: Enabled on Mail Hub
Send Connector: smtp.pacific.net.au
Firewall - Hardware: Cisco 1760 (unrestricted port forwarding 25 to Mail Hub)
Firewall - Software: Have been disabled during testing period on DC/Mail Hub and still occurs

Internet Conenct: 2 ADSL connections from the SAME ISP, although different conenction types (dont ask me why, this will be changed to 2 bonded conenctions in the future once I get this email issue resolved)


This issue seems absolutely random whereby clients can send out 10 emails to a single person and 3 of them bounce back. The average bounce back rate is approx 20% from what I can gather, and the majority of these issues had the errorstated above.

From what I can gatherthe majority seems to be public servers such as GMAIL and primarily HOTMAIL. I am believing that it could be the Exchange trying to handle all the outbound email and sending them directly without going through the proper mail host.

It was more apparent when I DID NOT configure smart host and channelled outbound emails via DNS, and it seems to have cut down the numbers as soon as smart host was enabled for out ISP.

There were other errors, which I do not believe have any relation to this particular type of errors.Start Free Trial
[+][-]02.01.2008 at 07:50AM PST, ID: 20797547

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[+][-]02.01.2008 at 03:26PM PST, ID: 20801793

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[+][-]02.01.2008 at 03:29PM PST, ID: 20801821

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[+][-]02.02.2008 at 02:18PM PST, ID: 20806194

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[+][-]02.04.2008 at 03:52PM PST, ID: 20819399

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[+][-]02.04.2008 at 06:56PM PST, ID: 20820261

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[+][-]02.05.2008 at 11:00AM PST, ID: 20825718

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[+][-]02.05.2008 at 10:16PM PST, ID: 20829924

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[+][-]02.07.2008 at 04:50PM PST, ID: 20846943

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About this solution

Zones: Exchange Email Server, Simple Mail Transfer Protocol (SMTP), Network Operations
Tags: microsoft, exchange2, 2007, single server hub/dc
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Solution Provided By: InexperiencedPorkRoll
Participating Experts: 1
Solution Grade: A
 
 
 
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