java.lang.RuntimeException: javax.mail.AuthenticationFailedException: 535 5.7.3 Authentication unsuccessful

Stack Overflow | John | 8 months ago
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  1. 0

    Exception in thread "main" java.lang.RuntimeException: javax.mail.AuthenticationFailedException: 535 5.7.3 Authentication unsuccessful

    Stack Overflow | 8 months ago | John
    java.lang.RuntimeException: javax.mail.AuthenticationFailedException: 535 5.7.3 Authentication unsuccessful
  2. 0

    Graylog2 0.20.0 rc1-1 SMTP AUTH LOGIN failed

    GitHub | 3 years ago | Niok
    org.apache.commons.mail.EmailException: Sending the email to the following server failed : SERVER:25
  3. 0

    Unable to send emails through Office365 SMTP server

    GitHub | 2 years ago | kvenkat971
    org.apache.commons.mail.EmailException: Sending the email to the following server failed : smtp.office365.com:587
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  5. 0

    When sending a test email from the Configure System screen, all is well with mailer plugin 1.8, but upgrading to 1.10 produces the following exception (no other configuration changes made): javax.mail.AuthenticationFailedException: 535 5.7.3 Authentication unsuccessful at com.sun.mail.smtp.SMTPTransport$Authenticator.authenticate(SMTPTransport.java:809) at com.sun.mail.smtp.SMTPTransport.authenticate(SMTPTransport.java:752) at com.sun.mail.smtp.SMTPTransport.protocolConnect(SMTPTransport.java:669) at javax.mail.Service.connect(Service.java:317) at javax.mail.Service.connect(Service.java:176) at javax.mail.Service.connect(Service.java:125) at javax.mail.Transport.send0(Transport.java:194) at javax.mail.Transport.send(Transport.java:124) at hudson.tasks.Mailer$DescriptorImpl.doSendTestMail(Mailer.java:519) at sun.reflect.NativeMethodAccessorImpl.invoke0(Native Method) at sun.reflect.NativeMethodAccessorImpl.invoke(NativeMethodAccessorImpl.java:57) at sun.reflect.DelegatingMethodAccessorImpl.invoke(DelegatingMethodAccessorImpl.java:43) at java.lang.reflect.Method.invoke(Method.java:606) at org.kohsuke.stapler.Function$InstanceFunction.invoke(Function.java:298) at org.kohsuke.stapler.Function.bindAndInvoke(Function.java:161) at org.kohsuke.stapler.Function.bindAndInvokeAndServeResponse(Function.java:96) at org.kohsuke.stapler.MetaClass$1.doDispatch(MetaClass.java:120) at org.kohsuke.stapler.NameBasedDispatcher.dispatch(NameBasedDispatcher.java:53) at org.kohsuke.stapler.Stapler.tryInvoke(Stapler.java:728) at org.kohsuke.stapler.Stapler.invoke(Stapler.java:858) at org.kohsuke.stapler.MetaClass$6.doDispatch(MetaClass.java:248) at org.kohsuke.stapler.NameBasedDispatcher.dispatch(NameBasedDispatcher.java:53) at org.kohsuke.stapler.Stapler.tryInvoke(Stapler.java:728) at org.kohsuke.stapler.Stapler.invoke(Stapler.java:858) at org.kohsuke.stapler.Stapler.invoke(Stapler.java:631) at org.kohsuke.stapler.Stapler.service(Stapler.java:225) at javax.servlet.http.HttpServlet.service(HttpServlet.java:848) at org.eclipse.jetty.servlet.ServletHolder.handle(ServletHolder.java:686) at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1494) at hudson.util.PluginServletFilter$1.doFilter(PluginServletFilter.java:96) at hudson.util.PluginServletFilter.doFilter(PluginServletFilter.java:88) at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482) at hudson.security.csrf.CrumbFilter.doFilter(CrumbFilter.java:48) at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482) at hudson.security.ChainedServletFilter$1.doFilter(ChainedServletFilter.java:84) at hudson.security.UnwrapSecurityExceptionFilter.doFilter(UnwrapSecurityExceptionFilter.java:51) at hudson.security.ChainedServletFilter$1.doFilter(ChainedServletFilter.java:87) at jenkins.security.ExceptionTranslationFilter.doFilter(ExceptionTranslationFilter.java:117) at hudson.security.ChainedServletFilter$1.doFilter(ChainedServletFilter.java:87) at org.acegisecurity.providers.anonymous.AnonymousProcessingFilter.doFilter(AnonymousProcessingFilter.java:125) at hudson.security.ChainedServletFilter$1.doFilter(ChainedServletFilter.java:87) at org.acegisecurity.ui.rememberme.RememberMeProcessingFilter.doFilter(RememberMeProcessingFilter.java:142) at hudson.security.ChainedServletFilter$1.doFilter(ChainedServletFilter.java:87) at org.acegisecurity.ui.AbstractProcessingFilter.doFilter(AbstractProcessingFilter.java:271) at hudson.security.ChainedServletFilter$1.doFilter(ChainedServletFilter.java:87) at org.acegisecurity.ui.basicauth.BasicProcessingFilter.doFilter(BasicProcessingFilter.java:174) at hudson.security.ChainedServletFilter$1.doFilter(ChainedServletFilter.java:87) at jenkins.security.ApiTokenFilter.doFilter(ApiTokenFilter.java:79) at hudson.security.ChainedServletFilter$1.doFilter(ChainedServletFilter.java:87) at org.acegisecurity.context.HttpSessionContextIntegrationFilter.doFilter(HttpSessionContextIntegrationFilter.java:249) at hudson.security.HttpSessionContextIntegrationFilter2.doFilter(HttpSessionContextIntegrationFilter2.java:67) at hudson.security.ChainedServletFilter$1.doFilter(ChainedServletFilter.java:87) at hudson.security.ChainedServletFilter.doFilter(ChainedServletFilter.java:76) at hudson.security.HudsonFilter.doFilter(HudsonFilter.java:164) at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482) at org.kohsuke.stapler.compression.CompressionFilter.doFilter(CompressionFilter.java:46) at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482) at hudson.util.CharacterEncodingFilter.doFilter(CharacterEncodingFilter.java:81) at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1474) at org.eclipse.jetty.servlet.ServletHandler.doHandle(ServletHandler.java:499) at org.eclipse.jetty.server.handler.ScopedHandler.handle(ScopedHandler.java:137) at org.eclipse.jetty.security.SecurityHandler.handle(SecurityHandler.java:533) at org.eclipse.jetty.server.session.SessionHandler.doHandle(SessionHandler.java:231) at org.eclipse.jetty.server.handler.ContextHandler.doHandle(ContextHandler.java:1086) at org.eclipse.jetty.servlet.ServletHandler.doScope(ServletHandler.java:428) at org.eclipse.jetty.server.session.SessionHandler.doScope(SessionHandler.java:193) at org.eclipse.jetty.server.handler.ContextHandler.doScope(ContextHandler.java:1020) at org.eclipse.jetty.server.handler.ScopedHandler.handle(ScopedHandler.java:135) at org.eclipse.jetty.server.handler.HandlerWrapper.handle(HandlerWrapper.java:116) at org.eclipse.jetty.server.Server.handle(Server.java:370) at org.eclipse.jetty.server.AbstractHttpConnection.handleRequest(AbstractHttpConnection.java:489) at org.eclipse.jetty.server.AbstractHttpConnection.content(AbstractHttpConnection.java:960) at org.eclipse.jetty.server.AbstractHttpConnection$RequestHandler.content(AbstractHttpConnection.java:1021) at org.eclipse.jetty.http.HttpParser.parseNext(HttpParser.java:865) at org.eclipse.jetty.http.HttpParser.parseAvailable(HttpParser.java:240) at org.eclipse.jetty.server.AsyncHttpConnection.handle(AsyncHttpConnection.java:82) at org.eclipse.jetty.io.nio.SelectChannelEndPoint.handle(SelectChannelEndPoint.java:668) at org.eclipse.jetty.io.nio.SelectChannelEndPoint$1.run(SelectChannelEndPoint.java:52) at winstone.BoundedExecutorService$1.run(BoundedExecutorService.java:77) at java.util.concurrent.ThreadPoolExecutor.runWorker(ThreadPoolExecutor.java:1145) at java.util.concurrent.ThreadPoolExecutor$Worker.run(ThreadPoolExecutor.java:615) at java.lang.Thread.run(Thread.java:744) Downgrading to v1.8 of the mailer plugin fixes this

    Jenkins JIRA | 3 years ago | James Nugent
    javax.mail.AuthenticationFailedException: 535 5.7.3 Authentication unsuccessful
  6. 0

    Current issue happens on jenkins server v1.638 with Email extension plugin v2.39. I cannot send even test mail to an email account in office 365. Email plugin settings: SMTP SERVER: smtp.office365.com USERNAME: username@office365domain.com PASSWORD: password USE SSL: unchecked PORT: 587 Reply-to-address: username@office365domain.com Charset: UTF-8 JENKINS_JAVA_OPTIONS="-Djava.awt.headless=true -Dmail.smtp.starttls.enable=true" Error log: Failed to send out e-mail javax.mail.AuthenticationFailedException: 535 5.7.3 Authentication unsuccessful at com.sun.mail.smtp.SMTPTransport$Authenticator.authenticate(SMTPTransport.java:809) at com.sun.mail.smtp.SMTPTransport.authenticate(SMTPTransport.java:752) at com.sun.mail.smtp.SMTPTransport.protocolConnect(SMTPTransport.java:669) at javax.mail.Service.connect(Service.java:317) at javax.mail.Service.connect(Service.java:176) at javax.mail.Service.connect(Service.java:125) at javax.mail.Transport.send0(Transport.java:194) at javax.mail.Transport.send(Transport.java:124) at hudson.tasks.Mailer$DescriptorImpl.doSendTestMail(Mailer.java:527) at sun.reflect.GeneratedMethodAccessor377.invoke(Unknown Source) at sun.reflect.DelegatingMethodAccessorImpl.invoke(DelegatingMethodAccessorImpl.java:43) at java.lang.reflect.Method.invoke(Method.java:606) at org.kohsuke.stapler.Function$InstanceFunction.invoke(Function.java:298) at org.kohsuke.stapler.Function.bindAndInvoke(Function.java:161) at org.kohsuke.stapler.Function.bindAndInvokeAndServeResponse(Function.java:96) at org.kohsuke.stapler.MetaClass$1.doDispatch(MetaClass.java:121) at org.kohsuke.stapler.NameBasedDispatcher.dispatch(NameBasedDispatcher.java:53) at org.kohsuke.stapler.Stapler.tryInvoke(Stapler.java:746) at org.kohsuke.stapler.Stapler.invoke(Stapler.java:876) at org.kohsuke.stapler.MetaClass$6.doDispatch(MetaClass.java:249) at org.kohsuke.stapler.NameBasedDispatcher.dispatch(NameBasedDispatcher.java:53) at org.kohsuke.stapler.Stapler.tryInvoke(Stapler.java:746) at org.kohsuke.stapler.Stapler.invoke(Stapler.java:876) at org.kohsuke.stapler.Stapler.invoke(Stapler.java:649) at org.kohsuke.stapler.Stapler.service(Stapler.java:238) at javax.servlet.http.HttpServlet.service(HttpServlet.java:848) at org.eclipse.jetty.servlet.ServletHolder.handle(ServletHolder.java:686) at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1494) at hudson.util.PluginServletFilter$1.doFilter(PluginServletFilter.java:132) at hudson.util.PluginServletFilter.doFilter(PluginServletFilter.java:123) at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482) at hudson.security.csrf.CrumbFilter.doFilter(CrumbFilter.java:49) at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482) at hudson.security.ChainedServletFilter$1.doFilter(ChainedServletFilter.java:84) at hudson.security.UnwrapSecurityExceptionFilter.doFilter(UnwrapSecurityExceptionFilter.java:51) at hudson.security.ChainedServletFilter$1.doFilter(ChainedServletFilter.java:87) at jenkins.security.ExceptionTranslationFilter.doFilter(ExceptionTranslationFilter.java:117) at hudson.security.ChainedServletFilter$1.doFilter(ChainedServletFilter.java:87) at org.acegisecurity.providers.anonymous.AnonymousProcessingFilter.doFilter(AnonymousProcessingFilter.java:125) at hudson.security.ChainedServletFilter$1.doFilter(ChainedServletFilter.java:87) at org.acegisecurity.ui.rememberme.RememberMeProcessingFilter.doFilter(RememberMeProcessingFilter.java:142) at hudson.security.ChainedServletFilter$1.doFilter(ChainedServletFilter.java:87) at org.acegisecurity.ui.AbstractProcessingFilter.doFilter(AbstractProcessingFilter.java:271) at hudson.security.ChainedServletFilter$1.doFilter(ChainedServletFilter.java:87) at jenkins.security.BasicHeaderProcessor.success(BasicHeaderProcessor.java:140) at jenkins.security.BasicHeaderProcessor.doFilter(BasicHeaderProcessor.java:82) at hudson.security.ChainedServletFilter$1.doFilter(ChainedServletFilter.java:87) at org.acegisecurity.context.HttpSessionContextIntegrationFilter.doFilter(HttpSessionContextIntegrationFilter.java:249) at hudson.security.HttpSessionContextIntegrationFilter2.doFilter(HttpSessionContextIntegrationFilter2.java:67) at hudson.security.ChainedServletFilter$1.doFilter(ChainedServletFilter.java:87) at hudson.security.ChainedServletFilter.doFilter(ChainedServletFilter.java:76) at hudson.security.HudsonFilter.doFilter(HudsonFilter.java:171) at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482) at org.kohsuke.stapler.compression.CompressionFilter.doFilter(CompressionFilter.java:49) at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482) at hudson.util.CharacterEncodingFilter.doFilter(CharacterEncodingFilter.java:81) at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482) at org.kohsuke.stapler.DiagnosticThreadNameFilter.doFilter(DiagnosticThreadNameFilter.java:30) at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1474) at org.eclipse.jetty.servlet.ServletHandler.doHandle(ServletHandler.java:499) at org.eclipse.jetty.server.handler.ScopedHandler.handle(ScopedHandler.java:137) at org.eclipse.jetty.security.SecurityHandler.handle(SecurityHandler.java:533) at org.eclipse.jetty.server.session.SessionHandler.doHandle(SessionHandler.java:231) at org.eclipse.jetty.server.handler.ContextHandler.doHandle(ContextHandler.java:1086) at org.eclipse.jetty.servlet.ServletHandler.doScope(ServletHandler.java:428) at org.eclipse.jetty.server.session.SessionHandler.doScope(SessionHandler.java:193) at org.eclipse.jetty.server.handler.ContextHandler.doScope(ContextHandler.java:1020) at org.eclipse.jetty.server.handler.ScopedHandler.handle(ScopedHandler.java:135) at org.eclipse.jetty.server.handler.HandlerWrapper.handle(HandlerWrapper.java:116) at org.eclipse.jetty.server.Server.handle(Server.java:370) at org.eclipse.jetty.server.AbstractHttpConnection.handleRequest(AbstractHttpConnection.java:489) at org.eclipse.jetty.server.AbstractHttpConnection.content(AbstractHttpConnection.java:960) at org.eclipse.jetty.server.AbstractHttpConnection$RequestHandler.content(AbstractHttpConnection.java:1021) at org.eclipse.jetty.http.HttpParser.parseNext(HttpParser.java:865) at org.eclipse.jetty.http.HttpParser.parseAvailable(HttpParser.java:240) at org.eclipse.jetty.server.AsyncHttpConnection.handle(AsyncHttpConnection.java:82) at org.eclipse.jetty.io.nio.SelectChannelEndPoint.handle(SelectChannelEndPoint.java:668) at org.eclipse.jetty.io.nio.SelectChannelEndPoint$1.run(SelectChannelEndPoint.java:52) at winstone.BoundedExecutorService$1.run(BoundedExecutorService.java:77) at java.util.concurrent.ThreadPoolExecutor.runWorker(ThreadPoolExecutor.java:1145) at java.util.concurrent.ThreadPoolExecutor$Worker.run(ThreadPoolExecutor.java:615) at java.lang.Thread.run(Thread.java:745)

    Jenkins JIRA | 1 year ago | Yevgeniy Zaslavskiy
    javax.mail.AuthenticationFailedException: 535 5.7.3 Authentication unsuccessful

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Root Cause Analysis

  1. javax.mail.AuthenticationFailedException

    535 5.7.3 Authentication unsuccessful

    at com.sun.mail.smtp.SMTPTransport$Authenticator.authenticate()
  2. JavaMail API (compat)
    SMTPTransport.protocolConnect
    1. com.sun.mail.smtp.SMTPTransport$Authenticator.authenticate(SMTPTransport.java:932)
    2. com.sun.mail.smtp.SMTPTransport.authenticate(SMTPTransport.java:843)
    3. com.sun.mail.smtp.SMTPTransport.protocolConnect(SMTPTransport.java:748)
    3 frames
  3. JavaMail API
    Transport.send
    1. javax.mail.Service.connect(Service.java:388)
    2. javax.mail.Service.connect(Service.java:246)
    3. javax.mail.Service.connect(Service.java:195)
    4. javax.mail.Transport.send0(Transport.java:254)
    5. javax.mail.Transport.send(Transport.java:124)
    5 frames
  4. Unknown
    SendMail.main
    1. SendMail.main(SendMail.java:40)
    1 frame