I have seen this many times,  it often is sporadic...and often it is because 
the sending system is using Exchange. Can't find the exact doc right now, Cisco 
says turn it off.  Here are some examples though.

http://www.cisco.com/c/en/us/support/docs/security/asa-5500-x-series-next-generation-firewalls/113423-asa-esmtp-smtp-inspection.html

http://networkengineering.stackexchange.com/questions/6075/to-inspect-esmtp-on-asa-or-not





From: [email protected] [mailto:[email protected]] On 
Behalf Of David McSpadden
Sent: Monday, December 21, 2015 10:48 AM
To: [email protected]
Subject: [Exchange] RE: Ironport ESA showing recieving aborted

Just for one domain though?
I looked through the Asa logs and this one domain and sendgrid.??? Is all that 
is being caught in this ESMTP inspection??


From: [email protected]<mailto:[email protected]> 
[mailto:[email protected]] On Behalf Of Kennedy, Jim
Sent: Monday, December 21, 2015 10:42 AM
To: '[email protected]' 
<[email protected]<mailto:[email protected]>>
Subject: [Exchange] RE: Ironport ESA showing recieving aborted

Check for SMTP fixup/inspection on the ASA, it needs to be off.

From: [email protected]<mailto:[email protected]> 
[mailto:[email protected]] On Behalf Of David McSpadden
Sent: Monday, December 21, 2015 10:39 AM
To: [email protected]<mailto:[email protected]>
Subject: [Exchange] Ironport ESA showing recieving aborted

I think this is an issue on the ASA firewall dropping ESTMP because of SMTP 
inspection.
Is there any way this could be at the Exchange 2010 level?

ASA firewall allows port 25 to ESA device that is the SMTP connector to 
Exchange 2010?


David McSpadden
System Administrator
Indiana Members Credit Union
P: 317.554.8190
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