550 5.7.1 Message rejected as spam by Content Filtering

Question

We are running Exchange 2010. I have a couple of users who are not receiving emails due to our content filter. When I check the message tracking log in our Edge Server it points to a 550 5.7.1 Message rejected as spam by Content Filtering. I guess my question
is, how do I check to see what message in that particular email trigger the email as being spam???? Is this possible?

Answer 1

Checking this might help. Body text doesn't allow me to post links yet. Pasted the content over.
While the IMF can be somewhat helpful, it can be a detriment if you as the administrator don’t remember or even realize that it was installed on the server in the first place.  This can be especially troublesome when you have an additional 3rd party
filtering service in place.  If you have IMF installed it essentially means you are double filtering your mail, once at the 3rd party spam filter and once at the Exchange Server. In cases that a 3rd Party Filtering is in place we typically recommend disabling
the IMF feature. This is of course just a recommendation and you should do whatever you feel is best for your network environment.
How Does the IMF Identify Messages as Spam?
When a message reaches an Exchange Server with IMF installed, IMF will evaluate the textual content of the messages and then assign the message a Spam Confidence Level (SCL) rating from 1-9 based on the probability the message is Unsolicited Commercial Email
(UCE).  This rating is then compared to the threshold set under Message Delivery Properties > Intelligent Message Filter in the Exchange System Manager.
How Do I Find Messages in the IMF?
Theoretically the IMF is supposed to place messages that it found as spam in your Outlook Junk Folder. Unfortunately, this doesn’t always tend to be the case.  If you have reports that messages are “missing” on your server and you can’t find them, check
the IMF! To check this service, you will need to make sure that you have the Archiving option enabled. You can view the *Archived folder location here: C:program files[YOUR SERVER]mailroot[SMTP VIRTUAL SERVER]ucearchive.
*To view these archived messages you will need to download and install a 3rd-party tool.  If you have any recommendations regarding these tools, please leave them in the comments below.
Where is IMF installed?
When IMF is installed a new tab is added to the Exchange System Manager. For Exchange 2003, the tab is under Message Delivery > Properties under Global Settings.
There is also a new Intelligent Message Filtering node under Protocols > SMTP – This is where you enable IMF.
For Exchange 2007, it is under Exchange Management Console Server Configuration > Hub Transport > Anti – Spam.