Skip to content
New issue

Have a question about this project? Sign up for a free GitHub account to open an issue and contact its maintainers and the community.

Sign up for GitHub

By clicking “Sign up for GitHub”, you agree to our terms of service and privacy statement. We’ll occasionally send you account related emails.

Already on GitHub? Sign in to your account

Jump to bottom

spring-mail 3.2.5 intermittent error from HELO/EHLO #44646

Open
yangzii0920 opened this issue Mar 7, 2025 · 1 comment
Open

spring-mail 3.2.5 intermittent error from HELO/EHLO #44646

yangzii0920 opened this issue Mar 7, 2025 · 1 comment
Labels
status: waiting-for-feedback We need additional information before we can continue status: waiting-for-triage An issue we've not yet triaged

Comments

@yangzii0920
Copy link

yangzii0920 commented Mar 7, 2025 •
edited
Loading

Error description

Hello spring boot team,

I noticed intermittent error from my spring boot application that uses spring mail. When it sends mail, it sends HELO to 0:0:0:0:0:0:0:1, which is not the mail server configured and resulted in error 501 EHLO requires valid address, even though it also logs SMTP: connected to host <my mail server>. (see screenshot)
Image

I would get similar error caused by HELO from actuator health getting mail health:

jakarta.mail.MessagingException: [EOF]
	at org.eclipse.angus.mail.smtp.SMTPTransport.issueCommand(SMTPTransport.java:2373) ~[jakarta.mail-2.0.3.jar:na]
	at org.eclipse.angus.mail.smtp.SMTPTransport.helo(SMTPTransport.java:1666) ~[jakarta.mail-2.0.3.jar:na]
	at org.eclipse.angus.mail.smtp.SMTPTransport.protocolConnect(SMTPTransport.java:735) ~[jakarta.mail-2.0.3.jar:na]
	at jakarta.mail.Service.connect(Service.java:342) ~[jakarta.jakartaee-api-10.0.0.jar:na]
	at org.springframework.mail.javamail.JavaMailSenderImpl.connectTransport(JavaMailSenderImpl.java:480) ~[spring-context-support-6.1.6.jar:6.1.6]
	at org.springframework.mail.javamail.JavaMailSenderImpl.testConnection(JavaMailSenderImpl.java:360) ~[spring-context-support-6.1.6.jar:6.1.6]
	at org.springframework.boot.actuate.mail.MailHealthIndicator.doHealthCheck(MailHealthIndicator.java:52) ~[spring-boot-actuator-3.2.5.jar:3.2.5]
	at org.springframework.boot.actuate.health.AbstractHealthIndicator.health(AbstractHealthIndicator.java:82) ~[spring-boot-actuator-3.2.5.jar:3.2.5]
	at org.springframework.boot.actuate.health.HealthIndicator.getHealth(HealthIndicator.java:37) ~[spring-boot-actuator-3.2.5.jar:3.2.5]
	at org.springframework.boot.actuate.health.HealthEndpointWebExtension.getHealth(HealthEndpointWebExtension.java:94) ~[spring-boot-actuator-3.2.5.jar:3.2.5]
	at org.springframework.boot.actuate.health.HealthEndpointWebExtension.getHealth(HealthEndpointWebExtension.java:47) ~[spring-boot-actuator-3.2.5.jar:3.2.5]
	at org.springframework.boot.actuate.health.HealthEndpointSupport.getLoggedHealth(HealthEndpointSupport.java:172) ~[spring-boot-actuator-3.2.5.jar:3.2.5]
	at org.springframework.boot.actuate.health.HealthEndpointSupport.getContribution(HealthEndpointSupport.java:145) ~[spring-boot-actuator-3.2.5.jar:3.2.5]
	at org.springframework.boot.actuate.health.HealthEndpointSupport.getAggregateContribution(HealthEndpointSupport.java:156) ~[spring-boot-actuator-3.2.5.jar:3.2.5]
	at org.springframework.boot.actuate.health.HealthEndpointSupport.getContribution(HealthEndpointSupport.java:141) ~[spring-boot-actuator-3.2.5.jar:3.2.5]
	at org.springframework.boot.actuate.health.HealthEndpointSupport.getHealth(HealthEndpointSupport.java:110) ~[spring-boot-actuator-3.2.5.jar:3.2.5]
	at org.springframework.boot.actuate.health.HealthEndpointSupport.getHealth(HealthEndpointSupport.java:81) ~[spring-boot-actuator-3.2.5.jar:3.2.5]
	at org.springframework.boot.actuate.health.HealthEndpointWebExtension.health(HealthEndpointWebExtension.java:80) ~[spring-boot-actuator-3.2.5.jar:3.2.5]
	at org.springframework.boot.actuate.health.HealthEndpointWebExtension.health(HealthEndpointWebExtension.java:69) ~[spring-boot-actuator-3.2.5.jar:3.2.5]
	at java.base/jdk.internal.reflect.NativeMethodAccessorImpl.invoke0(Native Method) ~[na:na]
	at java.base/jdk.internal.reflect.NativeMethodAccessorImpl.invoke(Unknown Source) ~[na:na]
	at java.base/jdk.internal.reflect.DelegatingMethodAccessorImpl.invoke(Unknown Source) ~[na:na]
	at java.base/java.lang.reflect.Method.invoke(Unknown Source) ~[na:na]
	at org.springframework.util.ReflectionUtils.invokeMethod(ReflectionUtils.java:281) ~[spring-core-6.1.6.jar:6.1.6]
	at org.springframework.boot.actuate.endpoint.invoke.reflect.ReflectiveOperationInvoker.invoke(ReflectiveOperationInvoker.java:74) ~[spring-boot-actuator-3.2.5.jar:3.2.5]
	at org.springframework.boot.actuate.endpoint.annotation.AbstractDiscoveredOperation.invoke(AbstractDiscoveredOperation.java:60) ~[spring-boot-actuator-3.2.5.jar:3.2.5]
	at org.springframework.boot.actuate.endpoint.web.servlet.AbstractWebMvcEndpointHandlerMapping$ServletWebOperationAdapter.handle(AbstractWebMvcEndpointHandlerMapping.java:327) ~[spring-boot-actuator-3.2.5.jar:3.2.5]
	at org.springframework.boot.actuate.endpoint.web.servlet.AbstractWebMvcEndpointHandlerMapping$OperationHandler.handle(AbstractWebMvcEndpointHandlerMapping.java:434) ~[spring-boot-actuator-3.2.5.jar:3.2.5]
	at java.base/jdk.internal.reflect.NativeMethodAccessorImpl.invoke0(Native Method) ~[na:na]
	at java.base/jdk.internal.reflect.NativeMethodAccessorImpl.invoke(Unknown Source) ~[na:na]
	at java.base/jdk.internal.reflect.DelegatingMethodAccessorImpl.invoke(Unknown Source) ~[na:na]
	at java.base/java.lang.reflect.Method.invoke(Unknown Source) ~[na:na]
	at org.springframework.web.method.support.InvocableHandlerMethod.doInvoke(InvocableHandlerMethod.java:255) ~[spring-web-6.1.6.jar:6.1.6]
	at org.springframework.web.method.support.InvocableHandlerMethod.invokeForRequest(InvocableHandlerMethod.java:188) ~[spring-web-6.1.6.jar:6.1.6]
	at org.springframework.web.servlet.mvc.method.annotation.ServletInvocableHandlerMethod.invokeAndHandle(ServletInvocableHandlerMethod.java:118) ~[spring-webmvc-6.1.6.jar:6.1.6]
	at org.springframework.web.servlet.mvc.method.annotation.RequestMappingHandlerAdapter.invokeHandlerMethod(RequestMappingHandlerAdapter.java:926) ~[spring-webmvc-6.1.6.jar:6.1.6]
	at org.springframework.web.servlet.mvc.method.annotation.RequestMappingHandlerAdapter.handleInternal(RequestMappingHandlerAdapter.java:831) ~[spring-webmvc-6.1.6.jar:6.1.6]
	at org.springframework.web.servlet.mvc.method.AbstractHandlerMethodAdapter.handle(AbstractHandlerMethodAdapter.java:87) ~[spring-webmvc-6.1.6.jar:6.1.6]
	at org.springframework.web.servlet.DispatcherServlet.doDispatch(DispatcherServlet.java:1089) ~[spring-webmvc-6.1.6.jar:6.1.6]
	at org.springframework.web.servlet.DispatcherServlet.doService(DispatcherServlet.java:979) ~[spring-webmvc-6.1.6.jar:6.1.6]
	at org.springframework.web.servlet.FrameworkServlet.processRequest(FrameworkServlet.java:1014) ~[spring-webmvc-6.1.6.jar:6.1.6]
	at org.springframework.web.servlet.FrameworkServlet.doGet(FrameworkServlet.java:903) ~[spring-webmvc-6.1.6.jar:6.1.6]
	at jakarta.servlet.http.HttpServlet.service(HttpServlet.java:527) ~[jakarta.jakartaee-api-10.0.0.jar:na]
	at org.springframework.web.servlet.FrameworkServlet.service(FrameworkServlet.java:885) ~[spring-webmvc-6.1.6.jar:6.1.6]
	at jakarta.servlet.http.HttpServlet.service(HttpServlet.java:614) ~[jakarta.jakartaee-api-10.0.0.jar:na]
	at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:206) ~[tomcat-embed-core-10.1.20.jar:10.1.20]
	at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:150) ~[tomcat-embed-core-10.1.20.jar:10.1.20]
	at org.apache.tomcat.websocket.server.WsFilter.doFilter(WsFilter.java:51) ~[tomcat-embed-websocket-10.1.20.jar:10.1.20]
	at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:175) ~[tomcat-embed-core-10.1.20.jar:10.1.20]
	at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:150) ~[tomcat-embed-core-10.1.20.jar:10.1.20]
	at com.ford.cybersecurity.lookupportal.configuration.TraceIdObservationFilter.doFilterInternal(TraceIdObservationFilter.kt:32) ~[classes/:na]
	at org.springframework.web.filter.OncePerRequestFilter.doFilter(OncePerRequestFilter.java:116) ~[spring-web-6.1.6.jar:6.1.6]
	at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:175) ~[tomcat-embed-core-10.1.20.jar:10.1.20]
	at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:150) ~[tomcat-embed-core-10.1.20.jar:10.1.20]
	at org.springframework.web.filter.CompositeFilter$VirtualFilterChain.doFilter(CompositeFilter.java:108) ~[spring-web-6.1.6.jar:6.1.6]
	at org.springframework.security.web.FilterChainProxy.lambda$doFilterInternal$3(FilterChainProxy.java:231) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.ObservationFilterChainDecorator$FilterObservation$SimpleFilterObservation.lambda$wrap$1(ObservationFilterChainDecorator.java:479) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.ObservationFilterChainDecorator$AroundFilterObservation$SimpleAroundFilterObservation.lambda$wrap$1(ObservationFilterChainDecorator.java:340) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.ObservationFilterChainDecorator.lambda$wrapSecured$0(ObservationFilterChainDecorator.java:82) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.ObservationFilterChainDecorator$VirtualFilterChain.doFilter(ObservationFilterChainDecorator.java:128) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.access.intercept.AuthorizationFilter.doFilter(AuthorizationFilter.java:100) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.ObservationFilterChainDecorator$ObservationFilter.wrapFilter(ObservationFilterChainDecorator.java:240) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.ObservationFilterChainDecorator$ObservationFilter.doFilter(ObservationFilterChainDecorator.java:227) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.ObservationFilterChainDecorator$VirtualFilterChain.doFilter(ObservationFilterChainDecorator.java:137) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.access.ExceptionTranslationFilter.doFilter(ExceptionTranslationFilter.java:126) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.access.ExceptionTranslationFilter.doFilter(ExceptionTranslationFilter.java:120) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.ObservationFilterChainDecorator$ObservationFilter.wrapFilter(ObservationFilterChainDecorator.java:240) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.ObservationFilterChainDecorator$ObservationFilter.doFilter(ObservationFilterChainDecorator.java:227) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.ObservationFilterChainDecorator$VirtualFilterChain.doFilter(ObservationFilterChainDecorator.java:137) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.session.SessionManagementFilter.doFilter(SessionManagementFilter.java:131) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.session.SessionManagementFilter.doFilter(SessionManagementFilter.java:85) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.ObservationFilterChainDecorator$ObservationFilter.wrapFilter(ObservationFilterChainDecorator.java:240) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.ObservationFilterChainDecorator$ObservationFilter.doFilter(ObservationFilterChainDecorator.java:227) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.ObservationFilterChainDecorator$VirtualFilterChain.doFilter(ObservationFilterChainDecorator.java:137) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.authentication.AnonymousAuthenticationFilter.doFilter(AnonymousAuthenticationFilter.java:100) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.ObservationFilterChainDecorator$ObservationFilter.wrapFilter(ObservationFilterChainDecorator.java:240) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.ObservationFilterChainDecorator$ObservationFilter.doFilter(ObservationFilterChainDecorator.java:227) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.ObservationFilterChainDecorator$VirtualFilterChain.doFilter(ObservationFilterChainDecorator.java:137) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.servletapi.SecurityContextHolderAwareRequestFilter.doFilter(SecurityContextHolderAwareRequestFilter.java:179) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.ObservationFilterChainDecorator$ObservationFilter.wrapFilter(ObservationFilterChainDecorator.java:240) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.ObservationFilterChainDecorator$ObservationFilter.doFilter(ObservationFilterChainDecorator.java:227) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.ObservationFilterChainDecorator$VirtualFilterChain.doFilter(ObservationFilterChainDecorator.java:137) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.savedrequest.RequestCacheAwareFilter.doFilter(RequestCacheAwareFilter.java:63) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.ObservationFilterChainDecorator$ObservationFilter.wrapFilter(ObservationFilterChainDecorator.java:240) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.ObservationFilterChainDecorator$ObservationFilter.doFilter(ObservationFilterChainDecorator.java:227) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.ObservationFilterChainDecorator$VirtualFilterChain.doFilter(ObservationFilterChainDecorator.java:137) ~[spring-security-web-6.2.4.jar:6.2.4]
	at com.ford.cybersecurity.lookupportal.security.ResponseFilter.doFilter(ResponseFilter.kt:18) ~[classes/:na]
	at org.springframework.security.web.ObservationFilterChainDecorator$ObservationFilter.wrapFilter(ObservationFilterChainDecorator.java:240) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.ObservationFilterChainDecorator$ObservationFilter.doFilter(ObservationFilterChainDecorator.java:227) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.ObservationFilterChainDecorator$VirtualFilterChain.doFilter(ObservationFilterChainDecorator.java:137) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.oauth2.server.resource.web.authentication.BearerTokenAuthenticationFilter.doFilterInternal(BearerTokenAuthenticationFilter.java:145) ~[spring-security-oauth2-resource-server-6.2.4.jar:6.2.4]
	at org.springframework.web.filter.OncePerRequestFilter.doFilter(OncePerRequestFilter.java:116) ~[spring-web-6.1.6.jar:6.1.6]
	at org.springframework.security.web.ObservationFilterChainDecorator$ObservationFilter.wrapFilter(ObservationFilterChainDecorator.java:240) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.ObservationFilterChainDecorator$ObservationFilter.doFilter(ObservationFilterChainDecorator.java:227) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.ObservationFilterChainDecorator$VirtualFilterChain.doFilter(ObservationFilterChainDecorator.java:137) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.authentication.logout.LogoutFilter.doFilter(LogoutFilter.java:107) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.authentication.logout.LogoutFilter.doFilter(LogoutFilter.java:93) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.ObservationFilterChainDecorator$ObservationFilter.wrapFilter(ObservationFilterChainDecorator.java:240) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.ObservationFilterChainDecorator$ObservationFilter.doFilter(ObservationFilterChainDecorator.java:227) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.ObservationFilterChainDecorator$VirtualFilterChain.doFilter(ObservationFilterChainDecorator.java:137) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.web.filter.CorsFilter.doFilterInternal(CorsFilter.java:91) ~[spring-web-6.1.6.jar:6.1.6]
	at org.springframework.web.filter.OncePerRequestFilter.doFilter(OncePerRequestFilter.java:116) ~[spring-web-6.1.6.jar:6.1.6]
	at org.springframework.security.web.ObservationFilterChainDecorator$ObservationFilter.wrapFilter(ObservationFilterChainDecorator.java:240) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.ObservationFilterChainDecorator$ObservationFilter.doFilter(ObservationFilterChainDecorator.java:227) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.ObservationFilterChainDecorator$VirtualFilterChain.doFilter(ObservationFilterChainDecorator.java:137) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.header.HeaderWriterFilter.doHeadersAfter(HeaderWriterFilter.java:90) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.header.HeaderWriterFilter.doFilterInternal(HeaderWriterFilter.java:75) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.web.filter.OncePerRequestFilter.doFilter(OncePerRequestFilter.java:116) ~[spring-web-6.1.6.jar:6.1.6]
	at org.springframework.security.web.ObservationFilterChainDecorator$ObservationFilter.wrapFilter(ObservationFilterChainDecorator.java:240) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.ObservationFilterChainDecorator$ObservationFilter.doFilter(ObservationFilterChainDecorator.java:227) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.ObservationFilterChainDecorator$VirtualFilterChain.doFilter(ObservationFilterChainDecorator.java:137) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.context.SecurityContextHolderFilter.doFilter(SecurityContextHolderFilter.java:82) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.context.SecurityContextHolderFilter.doFilter(SecurityContextHolderFilter.java:69) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.ObservationFilterChainDecorator$ObservationFilter.wrapFilter(ObservationFilterChainDecorator.java:240) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.ObservationFilterChainDecorator$ObservationFilter.doFilter(ObservationFilterChainDecorator.java:227) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.ObservationFilterChainDecorator$VirtualFilterChain.doFilter(ObservationFilterChainDecorator.java:137) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.context.request.async.WebAsyncManagerIntegrationFilter.doFilterInternal(WebAsyncManagerIntegrationFilter.java:62) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.web.filter.OncePerRequestFilter.doFilter(OncePerRequestFilter.java:116) ~[spring-web-6.1.6.jar:6.1.6]
	at org.springframework.security.web.ObservationFilterChainDecorator$ObservationFilter.wrapFilter(ObservationFilterChainDecorator.java:240) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.ObservationFilterChainDecorator$ObservationFilter.doFilter(ObservationFilterChainDecorator.java:227) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.ObservationFilterChainDecorator$VirtualFilterChain.doFilter(ObservationFilterChainDecorator.java:137) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.session.DisableEncodeUrlFilter.doFilterInternal(DisableEncodeUrlFilter.java:42) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.web.filter.OncePerRequestFilter.doFilter(OncePerRequestFilter.java:116) ~[spring-web-6.1.6.jar:6.1.6]
	at org.springframework.security.web.ObservationFilterChainDecorator$ObservationFilter.wrapFilter(ObservationFilterChainDecorator.java:240) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.ObservationFilterChainDecorator$AroundFilterObservation$SimpleAroundFilterObservation.lambda$wrap$0(ObservationFilterChainDecorator.java:323) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.ObservationFilterChainDecorator$ObservationFilter.doFilter(ObservationFilterChainDecorator.java:224) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.ObservationFilterChainDecorator$VirtualFilterChain.doFilter(ObservationFilterChainDecorator.java:137) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.FilterChainProxy.doFilterInternal(FilterChainProxy.java:233) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.security.web.FilterChainProxy.doFilter(FilterChainProxy.java:191) ~[spring-security-web-6.2.4.jar:6.2.4]
	at org.springframework.web.filter.CompositeFilter$VirtualFilterChain.doFilter(CompositeFilter.java:113) ~[spring-web-6.1.6.jar:6.1.6]
	at org.springframework.web.servlet.handler.HandlerMappingIntrospector.lambda$createCacheFilter$3(HandlerMappingIntrospector.java:195) ~[spring-webmvc-6.1.6.jar:6.1.6]
	at org.springframework.web.filter.CompositeFilter$VirtualFilterChain.doFilter(CompositeFilter.java:113) ~[spring-web-6.1.6.jar:6.1.6]
	at org.springframework.web.filter.CompositeFilter.doFilter(CompositeFilter.java:74) ~[spring-web-6.1.6.jar:6.1.6]
	at org.springframework.security.config.annotation.web.configuration.WebMvcSecurityConfiguration$CompositeFilterChainProxy.doFilter(WebMvcSecurityConfiguration.java:230) ~[spring-security-config-6.2.4.jar:6.2.4]
	at org.springframework.web.filter.DelegatingFilterProxy.invokeDelegate(DelegatingFilterProxy.java:352) ~[spring-web-6.1.6.jar:6.1.6]
	at org.springframework.web.filter.DelegatingFilterProxy.doFilter(DelegatingFilterProxy.java:268) ~[spring-web-6.1.6.jar:6.1.6]
	at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:175) ~[tomcat-embed-core-10.1.20.jar:10.1.20]
	at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:150) ~[tomcat-embed-core-10.1.20.jar:10.1.20]
	at org.springframework.web.filter.RequestContextFilter.doFilterInternal(RequestContextFilter.java:100) ~[spring-web-6.1.6.jar:6.1.6]
	at org.springframework.web.filter.OncePerRequestFilter.doFilter(OncePerRequestFilter.java:116) ~[spring-web-6.1.6.jar:6.1.6]
	at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:175) ~[tomcat-embed-core-10.1.20.jar:10.1.20]
	at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:150) ~[tomcat-embed-core-10.1.20.jar:10.1.20]
	at org.springframework.web.filter.FormContentFilter.doFilterInternal(FormContentFilter.java:93) ~[spring-web-6.1.6.jar:6.1.6]
	at org.springframework.web.filter.OncePerRequestFilter.doFilter(OncePerRequestFilter.java:116) ~[spring-web-6.1.6.jar:6.1.6]
	at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:175) ~[tomcat-embed-core-10.1.20.jar:10.1.20]
	at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:150) ~[tomcat-embed-core-10.1.20.jar:10.1.20]
	at org.springframework.web.filter.ServerHttpObservationFilter.doFilterInternal(ServerHttpObservationFilter.java:109) ~[spring-web-6.1.6.jar:6.1.6]
	at org.springframework.web.filter.OncePerRequestFilter.doFilter(OncePerRequestFilter.java:116) ~[spring-web-6.1.6.jar:6.1.6]
	at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:175) ~[tomcat-embed-core-10.1.20.jar:10.1.20]
	at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:150) ~[tomcat-embed-core-10.1.20.jar:10.1.20]
	at org.springframework.web.filter.CharacterEncodingFilter.doFilterInternal(CharacterEncodingFilter.java:201) ~[spring-web-6.1.6.jar:6.1.6]
	at org.springframework.web.filter.OncePerRequestFilter.doFilter(OncePerRequestFilter.java:116) ~[spring-web-6.1.6.jar:6.1.6]
	at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:175) ~[tomcat-embed-core-10.1.20.jar:10.1.20]
	at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:150) ~[tomcat-embed-core-10.1.20.jar:10.1.20]
	at com.ford.cybersecurity.lookupportal.logging.LoggingFilter.doFilterInternal(LoggingFilter.kt:29) ~[classes/:na]
	at org.springframework.web.filter.OncePerRequestFilter.doFilter(OncePerRequestFilter.java:116) ~[spring-web-6.1.6.jar:6.1.6]
	at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:175) ~[tomcat-embed-core-10.1.20.jar:10.1.20]
	at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:150) ~[tomcat-embed-core-10.1.20.jar:10.1.20]
	at org.apache.catalina.core.StandardWrapperValve.invoke(StandardWrapperValve.java:167) ~[tomcat-embed-core-10.1.20.jar:10.1.20]
	at org.apache.catalina.core.StandardContextValve.invoke(StandardContextValve.java:90) ~[tomcat-embed-core-10.1.20.jar:10.1.20]
	at org.apache.catalina.authenticator.AuthenticatorBase.invoke(AuthenticatorBase.java:482) ~[tomcat-embed-core-10.1.20.jar:10.1.20]
	at org.apache.catalina.core.StandardHostValve.invoke(StandardHostValve.java:115) ~[tomcat-embed-core-10.1.20.jar:10.1.20]
	at org.apache.catalina.valves.ErrorReportValve.invoke(ErrorReportValve.java:93) ~[tomcat-embed-core-10.1.20.jar:10.1.20]
	at org.apache.catalina.core.StandardEngineValve.invoke(StandardEngineValve.java:74) ~[tomcat-embed-core-10.1.20.jar:10.1.20]
	at org.apache.catalina.connector.CoyoteAdapter.service(CoyoteAdapter.java:344) ~[tomcat-embed-core-10.1.20.jar:10.1.20]
	at org.apache.coyote.http11.Http11Processor.service(Http11Processor.java:391) ~[tomcat-embed-core-10.1.20.jar:10.1.20]
	at org.apache.coyote.AbstractProcessorLight.process(AbstractProcessorLight.java:63) ~[tomcat-embed-core-10.1.20.jar:10.1.20]
	at org.apache.coyote.AbstractProtocol$ConnectionHandler.process(AbstractProtocol.java:896) ~[tomcat-embed-core-10.1.20.jar:10.1.20]
	at org.apache.tomcat.util.net.NioEndpoint$SocketProcessor.doRun(NioEndpoint.java:1736) ~[tomcat-embed-core-10.1.20.jar:10.1.20]
	at org.apache.tomcat.util.net.SocketProcessorBase.run(SocketProcessorBase.java:52) ~[tomcat-embed-core-10.1.20.jar:10.1.20]
	at org.apache.tomcat.util.threads.ThreadPoolExecutor.runWorker(ThreadPoolExecutor.java:1191) ~[tomcat-embed-core-10.1.20.jar:10.1.20]
	at org.apache.tomcat.util.threads.ThreadPoolExecutor$Worker.run(ThreadPoolExecutor.java:659) ~[tomcat-embed-core-10.1.20.jar:10.1.20]
	at org.apache.tomcat.util.threads.TaskThread$WrappingRunnable.run(TaskThread.java:63) ~[tomcat-embed-core-10.1.20.jar:10.1.20]
	at java.base/java.lang.Thread.run(Unknown Source) ~[na:na]"

Application specification

Java 17

Related libraries:

org.springframework.boot gradle plugin, version 3.2.5
io.spring.dependency-management gradle plugin, version 1.1.5
org.springframework.boot:spring-boot-starter-mail dependency, version 3.2.5
com.icegreen:greenmail test dependency, version 2.1.2

Spring Boot properties:

spring.mail.host=<my-mail-host>
spring.mail.username=<my-mail-username>
spring.mail.password=<my-mail-password>
spring.mail.port=25
spring.mail.properties.mail.smtp.auth=true
spring.mail.properties.mail.smtp.starttls.enable=true
spring.mail.properties.mail.smtp.debug=true
spring.mail.properties.mail.transport.protocol=smtp

Beans:

I have a configuration for JavaMailSender beans:

@Configuration
class EmailConfiguration {

    @Bean
    @Profile("!qa & !prod & !email-test")
    fun localMailSender(): JavaMailSender {
        return JavaMailSenderImpl()
    }

    @Bean
    @Profile("email-test")
    fun testMailSender(): JavaMailSender {
        val testMailSender = JavaMailSenderImpl()
        testMailSender.host = "localhost"
        testMailSender.port = 3025
        return testMailSender
    }

}

email-test profile is used with greenmail in some mail related Spring Boot Test, and default profile is used in other Spring Boot Test. prod and qa are cloud profiles that should configure JavaMailSender from Spring Boot properties.

The behavior was intermittent because from time to time it was able to send mail. I read about the error online, and the remediation I found working was to set another mail property to the mail host:

spring.mail.properties.mail.smtp.localhost=${spring.mail.host}

I would like to know what caused this sudden change of intermittent error behavior. Please let me know if you need me to provide more information.
@spring-projects-issues spring-projects-issues added the status: waiting-for-triage An issue we've not yet triaged label Mar 7, 2025
@yangzii0920 yangzii0920 changed the title Spring Mail intermittent error from HELO/EHLO spring-mail 3.2.5 intermittent error from HELO/EHLO Mar 7, 2025
@wilkinsona
Copy link
Member

Spring Boot 3.2.x is no longer supported. Please upgrade to a supported version (3.3.x or later). If the problem remains, please provide a complete yet minimal sample that reproduces the problem.

@wilkinsona wilkinsona added the status: waiting-for-feedback We need additional information before we can continue label Mar 7, 2025
Sign up for free to join this conversation on GitHub. Already have an account? Sign in to comment
Assignees
No one assigned
Labels
status: waiting-for-feedback We need additional information before we can continue status: waiting-for-triage An issue we've not yet triaged
Projects
None yet
Milestone
No milestone
Development

No branches or pull requests
3 participants
@wilkinsona @yangzii0920 @spring-projects-issues