This is using w2k8 r2 iis smtp relay to use office 365 mail server. There are few printers, 1 navisions server, and 1 application using bugzilla, all pointing to this smtp relay for sending mails.
On smtp relay, it was configured with smtp port 587 with tls, and using one admin account - administrator. I did a quick test :
- telnet smtp_ip 25
- mail from: firstname.lastname@example.org
- rcpt to: email@example.com
- this is a clear test
Mail can sent out no problem. The problem is on this bugzilla appln, in which mail ended as bad mail. The error message is: 550 5.7.1 clint do not have permissions to send as its sender.
What is the problem?