Symptoms

Performing Send Test Email at Administration >> Global Settings >> Server >> Mail Server with other From mail address fail with the following result:

This is a test email from FishEye 2.9.2
.
550 5.7.1 Client does not have permissions to send as this sender
com.sun.mail.smtp.SMTPSendFailedException: 550 5.7.1 Client does not have permissions to send as this sender
at com.sun.mail.smtp.SMTPTransport.issueSendCommand(SMTPTransport.java:1388)
at com.sun.mail.smtp.SMTPTransport.finishData(SMTPTransport.java:1215)
at com.sun.mail.smtp.SMTPTransport.sendMessage(SMTPTransport.java:586)
at javax.mail.Transport.send0(Transport.java:169)
at javax.mail.Transport.send(Transport.java:98)
at com.cenqua.fisheye.mail.Mailer.send(Mailer.java:215)

Cause

The Mail Address set as the SMTP server does not have the permission to send email on behalf of other mail addresses.

Resolution

1. Select the option the Server address (below) for Send emails from at Administration >> Global Settings >> Server >> Mail Server
2. Make sure that the From Address is the same mail address as the SMTP server
3. Do not send test email with any other mail address except for the SMTP server mail address in the From field