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  1. Jira Data Center
  2. JRASERVER-31238

Exchange with authentication requires From address matches the authenticated user

      I upgraded from 4.4.1 to 5.2.4 and I have enabled sending email but not reading email with:

      DISABLE_NOTIFICATIONS=" -Datlassian.mail.senddisabled=false - Datlassian.mail.fetchdisabled=true -Datlassian.mail.popdisabled=true"
      

      Sending email with no authentication via Exchange works fine. But using authentication produces the message

      An error has occurred with sending the test email:
      com.atlassian.mail.MailException: com.sun.mail.smtp.SMTPSendFailedException: 550 5.7.1 Client does not have permissions to send as this sender
      

      Googling found http://community.office365.com/en-us/forums/160/p/77364/296367.aspx#296367 which suggests that this is a response from Exchange when the From address doesn't match the userid that authenticated with Exchange.

      Sure enough, when I changed the From address in my mail server configuration to match the user id that authenticated with Exchange, it worked.

      This regression is likely going to be a problem for people who have been using different From addresses for each JIRA project in their Notification Scheme configuration (https://confluence.atlassian.com/display/JIRA/Configuring+Email+Notifications#ConfiguringEmailNotifications-Configuringaproject'semailaddress)

      More information at https://answers.atlassian.com/questions/114796/jira-unable-to-send-mail-after-5-2-upgrade?page=1#123213

      Workaround
      Please refer to 550 5.7.1 Unable to Relay Mail From Exchange Server for a list of symptoms and the resolution.

          Form Name

            [JRASERVER-31238] Exchange with authentication requires From address matches the authenticated user

            Conny Postma made changes -
            Remote Link Original: This issue links to "Page (Atlassian Documentation)" [ 120983 ]
            Renata Dornelas made changes -
            Remote Link Original: This issue links to "Page (Atlassian Documentation)" [ 106044 ]
            Bugfix Automation Bot made changes -
            Minimum Version New: 5.02
            Owen made changes -
            Workflow Original: JAC Bug Workflow v2 [ 2849657 ] New: JAC Bug Workflow v3 [ 2929550 ]
            Status Original: Resolved [ 5 ] New: Closed [ 6 ]
            Keri Duthie (Inactive) made changes -
            Description Original: I upgraded from 4.4.1 to 5.2.4 and I have enabled sending email but not reading email with:


            {noformat}
            DISABLE_NOTIFICATIONS=" -Datlassian.mail.senddisabled=false - Datlassian.mail.fetchdisabled=true -Datlassian.mail.popdisabled=true"
            {noformat}

            Sending email with no authentication via Exchange works fine. But sing authentication produces the message


            {noformat}
            An error has occurred with sending the test email:
            com.atlassian.mail.MailException: com.sun.mail.smtp.SMTPSendFailedException: 550 5.7.1 Client does not have permissions to send as this sender
            {noformat}

            Googling found http://community.office365.com/en-us/forums/160/p/77364/296367.aspx#296367 which suggests that this is a response from Exchange when the From address doesn't match the userid that authenticated with Exchange.

            Sure enough, when I changed the From address in my mail server configuration to match the user id that authenticated with Exchange, it worked.

            *This regression is likely going to be a problem for people who have been using different From addresses for each JIRA project* in their Notification Scheme configuration (https://confluence.atlassian.com/display/JIRA/Configuring+Email+Notifications#ConfiguringEmailNotifications-Configuringaproject'semailaddress)

            More information at https://answers.atlassian.com/questions/114796/jira-unable-to-send-mail-after-5-2-upgrade?page=1#123213

            *Workaround*
            Please refer to [550 5.7.1 Unable to Relay Mail From Exchange Server|https://confluence.atlassian.com/display/JIRAKB/550+5.7.1+Unable+to+Relay+Mail+From+Exchange+Server] for a list of symptoms and the resolution.
            New: I upgraded from 4.4.1 to 5.2.4 and I have enabled sending email but not reading email with:


            {noformat}
            DISABLE_NOTIFICATIONS=" -Datlassian.mail.senddisabled=false - Datlassian.mail.fetchdisabled=true -Datlassian.mail.popdisabled=true"
            {noformat}

            Sending email with no authentication via Exchange works fine. But using authentication produces the message


            {noformat}
            An error has occurred with sending the test email:
            com.atlassian.mail.MailException: com.sun.mail.smtp.SMTPSendFailedException: 550 5.7.1 Client does not have permissions to send as this sender
            {noformat}

            Googling found http://community.office365.com/en-us/forums/160/p/77364/296367.aspx#296367 which suggests that this is a response from Exchange when the From address doesn't match the userid that authenticated with Exchange.

            Sure enough, when I changed the From address in my mail server configuration to match the user id that authenticated with Exchange, it worked.

            *This regression is likely going to be a problem for people who have been using different From addresses for each JIRA project* in their Notification Scheme configuration (https://confluence.atlassian.com/display/JIRA/Configuring+Email+Notifications#ConfiguringEmailNotifications-Configuringaproject'semailaddress)

            More information at https://answers.atlassian.com/questions/114796/jira-unable-to-send-mail-after-5-2-upgrade?page=1#123213

            *Workaround*
            Please refer to [550 5.7.1 Unable to Relay Mail From Exchange Server|https://confluence.atlassian.com/display/JIRAKB/550+5.7.1+Unable+to+Relay+Mail+From+Exchange+Server] for a list of symptoms and the resolution.
            Owen made changes -
            Workflow Original: JIRA Bug Workflow w Kanban v7 - Restricted [ 2584716 ] New: JAC Bug Workflow v2 [ 2849657 ]
            Ignat (Inactive) made changes -
            Workflow Original: JIRA Bug Workflow w Kanban v6 - Restricted [ 1544790 ] New: JIRA Bug Workflow w Kanban v7 - Restricted [ 2584716 ]
            Confluence Escalation Bot (Inactive) made changes -
            Labels New: affects-server
            Owen made changes -
            Workflow Original: JIRA Bug Workflow w Kanban v6 [ 679730 ] New: JIRA Bug Workflow w Kanban v6 - Restricted [ 1544790 ]
            Alex Gallien made changes -
            Summary Original: ` New: Exchange with authentication requires From address matches the authenticated user

              Unassigned Unassigned
              73d805a2526b MattS
              Affected customers:
              7 This affects my team
              Watchers:
              19 Start watching this issue

                Created:
                Updated:
                Resolved: