550 5.7.1 Unable to Relay Mail From Exchange Server
This article only applies to Atlassian's server products. Learn more about the differences between cloud and server.
Outlook cannot handle outbound mail. One or more of the following appears in the
javax.mail.SendFailedException: Invalid Addresses; nested exception is: class com.sun.mail.smtp.SMTPAddressFailedException: 550 5.7.1 Unable to relay for email@example.com
com.atlassian.mail.MailException: com.sun.mail.smtp.SMTPSendFailedException: 550 5.7.1 Command not allowed
com.atlassian.mail.MailException: javax.mail.SendFailedException: Invalid Addresses; nested exception is: com.sun.mail.smtp.SMTPAddressFailedException: 554 5.7.1 <firstname.lastname@example.org>: Relay access denied
Caused by: com.sun.mail.smtp.SMTPSendFailedException: 550 5.7.1 Client does not have permissions to send as this sender
There is a known bug tracked in - JRA-31238Getting issue details... STATUS which has been verified to affect instances where the project level From address is configured to be different from the global SMTP From address in JIRA applications.
Your Exchange mail server is not configured to relay messages.
Open the Exchange System Manager
- Go in Administrative Groups -> Administrative group name -> Server -> Server name -> Protocols -> SMTP
- Right click on Default SMTP Virtual Server -> properties
- Access tab -> Relay button
- Select "only the list below" and add the domain and\or IPs of your server
For Exchange 2007, create a second receive connector for external addresses as described in How to Set Up SMTP Relay in Exchange 2007.
Check Microsoft's Exchange Archive as well.
Take a look at Microsoft's documentation on how to set up permissions for relaying messages in Exchange.