java.net.SocketException: Permission denied: connect for sending emails

I have upgraded from JIRA 6.2 to JIRA 7, but after a week we started getting this error I will list below. I have 2-3 questions and i may have found the problem, but will still post here.


Above is the error I get when testing my connection. I recently built a test environment and i am not getting this error email is working fine on version 7 Here is the error from the log:

2016-02-23 15:42:01,144 ERROR [] Sending mailitem To='removed@me.com' Subject='(IR-3208) Updating participant name in Name Card does not trigger Participant Tile on navigation page until manual page refresh' From='null' FromName='Username (JIRA)' Cc='null' Bcc='null' ReplyTo='null' InReplyTo='<JIRA.17210.1456259712000@Atlassian.JIRA>' MimeType='text/html' Encoding='UTF-8' Multipart='javax.mail.internet.MimeMultipart@4167cb' MessageId='null' anonymous Mail Queue Service Error occurred in sending e-mail: To='removed@me.com' Subject='(IR-3208) Updating participant name in Name Card does not trigger Participant Tile on navigation page until manual page refresh' From='null' FromName='Username (JIRA)' Cc='null' Bcc='null' ReplyTo='null' InReplyTo='<JIRA.17210.1456259712000@Atlassian.JIRA>' MimeType='text/html' Encoding='UTF-8' Multipart='javax.mail.internet.MimeMultipart@4167cb' MessageId='null'
com.atlassian.mail.MailException: javax.mail.MessagingException: Could not connect to SMTP host: myhost.com, port: 25;
nested exception is:
java.net.SocketException: Permission denied: connect
at com.atlassian.mail.server.impl.SMTPMailServerImpl.sendWithMessageId(SMTPMailServerImpl.java:213) [atlassian-mail-2.5.6.jar:?]
at com.atlassian.mail.queue.SingleMailQueueItem.send(SingleMailQueueItem.java:44) [atlassian-mail-2.5.6.jar:?]
at com.atlassian.mail.queue.MailQueueImpl.sendBuffer(MailQueueImpl.java:66) [atlassian-mail-2.5.6.jar:?]
at com.atlassian.jira.mail.JiraMailQueue$1.apply(JiraMailQueue.java:51) [JiraMailQueue$1.class:?]
at com.atlassian.jira.mail.JiraMailQueue$1.apply(JiraMailQueue.java:48) [JiraMailQueue$1.class:?]
at com.atlassian.jira.util.velocity.DefaultVelocityRequestContextFactory.runWithStaticBaseUrl(DefaultVelocityRequestContextFactory.java:110) [DefaultVelocityRequestContextFactory.class:?]
at com.atlassian.jira.util.DefaultBaseUrl.runWithStaticBaseUrl(DefaultBaseUrl.java:50) [DefaultBaseUrl.class:?]
at com.atlassian.jira.mail.JiraMailQueue.sendBuffer(JiraMailQueue.java:48) [JiraMailQueue.class:?]
at com.atlassian.jira.service.services.mail.MailQueueService.run(MailQueueService.java:26) [MailQueueService.class:?]
at com.atlassian.jira.service.JiraServiceContainerImpl.run(JiraServiceContainerImpl.java:61) [JiraServiceContainerImpl.class:?]
at com.atlassian.jira.service.ServiceRunner.runService(ServiceRunner.java:62) [ServiceRunner.class:?]
at com.atlassian.jira.service.ServiceRunner.runServiceId(ServiceRunner.java:44) [ServiceRunner.class:?]
at com.atlassian.jira.service.ServiceRunner.runJob(ServiceRunner.java:32) [ServiceRunner.class:?]
at com.atlassian.scheduler.core.JobLauncher.runJob(JobLauncher.java:153) [atlassian-scheduler-core-1.7.0.jar:?]
at com.atlassian.scheduler.core.JobLauncher.launchAndBuildResponse(JobLauncher.java:118) [atlassian-scheduler-core-1.7.0.jar:?]
at com.atlassian.scheduler.core.JobLauncher.launch(JobLauncher.java:97) [atlassian-scheduler-core-1.7.0.jar:?]
at com.atlassian.scheduler.caesium.impl.CaesiumSchedulerService.launchJob(CaesiumSchedulerService.java:401) [atlassian-scheduler-caesium-1.3.0.jar:?]
at com.atlassian.scheduler.caesium.impl.CaesiumSchedulerService.executeLocalJob(CaesiumSchedulerService.java:369) [atlassian-scheduler-caesium-1.3.0.jar:?]
at com.atlassian.scheduler.caesium.impl.CaesiumSchedulerService.executeQueuedJob(CaesiumSchedulerService.java:347) [atlassian-scheduler-caesium-1.3.0.jar:?]
at com.atlassian.scheduler.caesium.impl.CaesiumSchedulerService$1.consume(CaesiumSchedulerService.java:255) [atlassian-scheduler-caesium-1.3.0.jar:?]
at com.atlassian.scheduler.caesium.impl.CaesiumSchedulerService$1.consume(CaesiumSchedulerService.java:252) [atlassian-scheduler-caesium-1.3.0.jar:?]
at com.atlassian.scheduler.caesium.impl.SchedulerQueueWorker.executeJob(SchedulerQueueWorker.java:65) [atlassian-scheduler-caesium-1.3.0.jar:?]
at com.atlassian.scheduler.caesium.impl.SchedulerQueueWorker.executeNextJob(SchedulerQueueWorker.java:59) [atlassian-scheduler-caesium-1.3.0.jar:?]
at com.atlassian.scheduler.caesium.impl.SchedulerQueueWorker.run(SchedulerQueueWorker.java:34) [atlassian-scheduler-caesium-1.3.0.jar:?]
at java.lang.Thread.run(Thread.java:745) [?:1.8.0_51]
Caused by: javax.mail.MessagingException: Could not connect to SMTP host: mybox.com, port: 25;
nested exception is:
java.net.SocketException: Permission denied: connect
at com.sun.mail.smtp.SMTPTransport.openServer(SMTPTransport.java:1972) [mail-1.4.5.jar:1.4.5]
at com.sun.mail.smtp.SMTPTransport.protocolConnect(SMTPTransport.java:642) [mail-1.4.5.jar:1.4.5]
at javax.mail.Service.connect(Service.java:317) [mail-1.4.5.jar:1.4.5]
at javax.mail.Service.connect(Service.java:176) [mail-1.4.5.jar:1.4.5]
at javax.mail.Service.connect(Service.java:125) [mail-1.4.5.jar:1.4.5]
at com.atlassian.mail.server.impl.SMTPMailServerImpl.sendWithMessageId(SMTPMailServerImpl.java:173) [atlassian-mail-2.5.6.jar:?]

Question #1 initially was... do i need to update my java? i'm using 1.4.2, but i see in JIRA 7 I needed 1.8 and I don't get this error, I see this line


at javax.mail.Service.connect(Service.java:317) [mail-1.4.5.jar:1.4.5]

I updated to 1.8 but I am still getting the error:

An error has occurred with sending the test email:
com.atlassian.mail.MailException: javax.mail.MessagingException: Could not connect to SMTP host: mybox.com, port: 25;
nested exception is:
java.net.SocketException: Permission denied: connect
at com.atlassian.mail.server.impl.SMTPMailServerImpl.sendWithMessageId(SMTPMailServerImpl.java:213)
at com.atlassian.mail.server.impl.SMTPMailServerImpl.send(SMTPMailServerImpl.java:150)
at com.atlassian.jira.plugins.mail.webwork.SendTestMail.doExecute(SendTestMail.java:107)
at webwork.action.ActionSupport.execute(ActionSupport.java:165)
at com.atlassian.jira.action.JiraActionSupport.execute(JiraActionSupport.java:63)
at webwork.interceptor.DefaultInterceptorChain.proceed(DefaultInterceptorChain.java:39)
at webwork.interceptor.NestedInterceptorChain.proceed(NestedInterceptorChain.java:31)
at webwork.interceptor.ChainedInterceptor.intercept(ChainedInterceptor.java:16)
at webwork.interceptor.DefaultInterceptorChain.proceed(DefaultInterceptorChain.java:35)
at webwork.dispatcher.GenericDispatcher.executeAction(GenericDispatcher.java:225)


I seen in another post that i could delete my SMPT settings and redo them and it would work, but i have over 200+ messages in the error que that need to be send/routed to developers that cant be lost.


Question #2 Will the messages be deleted when I redo the settings?
Question #3 where are these que'd messages stored? in the SQL database or locally in the Atlassian home install area?

NOTE: Again...  In my test environment which is a fresh install the same settings for mail work just fine, in this upgrade from 6.2 after a week stopped working.

1 answer

Update:  I upgraded to version 7.0.10 and initially it fixed my issue above, but now a few days later its not working.  My test environment is working just fine no issues.

Suggest an answer

Log in or Join to answer
Community showcase
Sarah Schuster
Posted Jan 29, 2018 in Jira

What are common themes you've seen across successful & failed Jira Software implementations?

Hey everyone! My name is Sarah Schuster, and I'm a Customer Success Manager in Atlassian specializing in Jira Software Cloud. Over the next few weeks I will be posting discussion topics (8 total) to ...

3,187 views 13 19
Join discussion

Atlassian User Groups

Connect with like-minded Atlassian users at free events near you!

Find a group

Connect with like-minded Atlassian users at free events near you!

Find my local user group

Unfortunately there are no AUG chapters near you at the moment.

Start an AUG

You're one step closer to meeting fellow Atlassian users at your local meet up. Learn more about AUGs

Groups near you
Atlassian Team Tour

Join us on the Team Tour

We're bringing product updates and pro tips on teamwork to ten cities around the world.

Save your spot