Question

ISA Server 2006 create multiple email paths to internet

Asked by: ron69

I have my exchange server routing mail through my ISA 2006 server just fine. Now i have a second smtp server which is a Strongmail solution. I need to route these emails to the internet and thats working just fine as well. I need the Strongmail email to exit the ISA with a secondary IP address and currently they show the defualt external IP address. Please share any ideas you have for me.

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Asked On
2009-10-21 at 22:46:38ID24833384
Tags

ISA Server 2006 SMTP routing

Topics

Miscellaneous Security

,

MS Forefront-ISA

,

Network Software Firewalls

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1
Points
500
Comments
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Answers

 

by: keith_alabasterPosted on 2009-10-21 at 22:52:07ID: 25631143

Never going to happen with ISA Server - it is not supported in a NAT configuration and operates - by design - in the way you have noticed for outbound traffic. Because the traffic is NAT'ed, ISA will always use its main external IP address as the source ip for outbound traffic. Obviously, response traffic from inbound packets goes back out with the same address as the one it arrived with.

Only way this could be done would be to change the NAT relationship between the internal and external nics (ISA gui - configuration - networks - network rules) to a route relationship whilst using public IP addresses on the ISA external nic.

 

by: ron69Posted on 2009-10-22 at 09:07:18ID: 25635801

Thank you very much for the consice answer. What are the repricusions of changing from NAT to Routed traffic? It's all still ran through the firewall rules, right? So the only thing would be someone might be able to see what we use for internal ip addresses?

 

by: keith_alabasterPosted on 2009-10-22 at 10:36:01ID: 25636818

The repercussions depend on what else you have in the environment.

For example, the NAT function is what 'hides' the internal ip addresses by replacing this with the ISA external IP address as the source address. If you route, then the originating source IP address is kept in the packet. However, if you have another device between the ISA and the internet such as another firewall or router, then THAT can perform the NAT for you instead assuming it can perform 1-to-1 NAT functions (it is this function that ISA does not support).

If you do not have another device that can perform the NAT then you have a problem. Assuming you have used a private subnet internally such as 192.168.1.0, for example, then these addresses would be sent over the internet if natting was not in place. As this subnet is not routeable, it will all end in tears. In this scenario, you would HAVE to NAT the relationship but it defeats your core objective of course.

 

by: ron69Posted on 2009-10-22 at 11:08:22ID: 25637238

thanks again for the informaiton. If you are close to Irvine California I would like to hire you to come assist with this.

 

by: keith_alabasterPosted on 2009-10-22 at 13:46:44ID: 25638836

lol - thanks for the offer.

Personally I am just outside of London, UK.

20120131-EE-VQP-002

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