У меня есть сервлет, который содержит следующий код:

System.setProperty("javax.net.ssl.keyStore", getServletContext().getRealPath("keystore.jks"));
System.setProperty("javax.net.ssl.keyStorePassword", "123456");
System.setProperty("javax.net.ssl.trustStore",getServletContext().getRealPath("keystore.jks"));
System.setProperty("javax.net.ssl.trustStorePassword","123456");

SSLSocketFactory sslsocketfactory = (SSLSocketFactory) SSLSocketFactory.getDefault();
SSLSocket sslsocket = (SSLSocket) sslsocketfactory.createSocket("127.0.0.1", 606);

С этим кодом яЯ могу использовать SSL (что является обязательным для моего случая). Позже в том же сервлете мне нужно отправить электронное письмо с помощью JavaMail. Когда я пытаюсь отправить это электронное письмо, не используя свой сертификат в другом коде, он работает нормально, но когда я пытаюсь использовать его, возвращается следующее сообщение: Использование порта 465 ->

DEBUG: setDebug: JavaMail version 1.4.7
DEBUG: setDebug: JavaMail version 1.4.7
DEBUG: getProvider() returning javax.mail.Provider[TRANSPORT,smtp,com.sun.mail.smtp.SMTPTransport,Oracle]
DEBUG SMTP: useEhlo true, useAuth true
DEBUG SMTP: useEhlo true, useAuth true
DEBUG SMTP: trying to connect to host "smtp.gmail.com", port 465, isSSL false

Аа и застрять на этом = р.

Используя порт 587 ->

DEBUG: setDebug: JavaMail version 1.4.7
DEBUG: getProvider() returning javax.mail.Provider[TRANSPORT,smtp,com.sun.mail.smtp.SMTPTransport,Oracle]
DEBUG SMTP: useEhlo true, useAuth true
DEBUG SMTP: useEhlo true, useAuth true
DEBUG SMTP: trying to connect to host "smtp.gmail.com", port 587, isSSL false
220 mx.google.com ESMTP g66sm55412571yhd.11 - gsmtp
DEBUG SMTP: connected to host "smtp.gmail.com", port: 587

EHLO RAI-PC
250-mx.google.com at your service, [201.82.118.174]
250-SIZE 35882577
250-8BITMIME
250-STARTTLS
250 ENHANCEDSTATUSCODES
DEBUG SMTP: Found extension "SIZE", arg "35882577"
DEBUG SMTP: Found extension "8BITMIME", arg ""
DEBUG SMTP: Found extension "STARTTLS", arg ""
DEBUG SMTP: Found extension "ENHANCEDSTATUSCODES", arg ""
DEBUG SMTP: use8bit false
MAIL FROM:
530 5.7.0 Must issue a STARTTLS command first. g66sm55412571yhd.11 - gsmtp
DEBUG SMTP: got response code 530, with response: 530 5.7.0 Must issue a STARTTLS command first. g66sm55412571yhd.11 - gsmtp

RSET
250 2.1.5 Flushed g66sm55412571yhd.11 - gsmtp
DEBUG SMTP: MessagingException while sending, THROW: 
com.sun.mail.smtp.SMTPSendFailedException: 530 5.7.0 Must issue a STARTTLS command first. g66sm55412571yhd.11 - gsmtp

    at com.sun.mail.smtp.SMTPTransport.issueSendCommand(SMTPTransport.java:2108)
    at com.sun.mail.smtp.SMTPTransport.mailFrom(SMTPTransport.java:1609)
    at com.sun.mail.smtp.SMTPTransport.sendMessage(SMTPTransport.java:1117)
    at javax.mail.Transport.send0(Transport.java:195)
    at javax.mail.Transport.send(Transport.java:124)
    at servlet.Main.service(Main.java:221)
    at javax.servlet.http.HttpServlet.service(HttpServlet.java:728)
    at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:305)
    at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:210)
    at org.apache.catalina.core.StandardWrapperValve.invoke(StandardWrapperValve.java:222)
    at org.apache.catalina.core.StandardContextValve.invoke(StandardContextValve.java:123)
    at org.apache.catalina.authenticator.AuthenticatorBase.invoke(AuthenticatorBase.java:472)
    at org.apache.catalina.core.StandardHostValve.invoke(StandardHostValve.java:171)
    at org.apache.catalina.valves.ErrorReportValve.invoke(ErrorReportValve.java:99)
    at org.apache.catalina.valves.AccessLogValve.invoke(AccessLogValve.java:953)
    at org.apache.catalina.core.StandardEngineValve.invoke(StandardEngineValve.java:118)
    at org.apache.catalina.connector.CoyoteAdapter.service(CoyoteAdapter.java:408)
    at org.apache.coyote.http11.AbstractHttp11Processor.process(AbstractHttp11Processor.java:1023)
    at org.apache.coyote.AbstractProtocol$AbstractConnectionHandler.process(AbstractProtocol.java:589)
    at org.apache.tomcat.util.net.JIoEndpoint$SocketProcessor.run(JIoEndpoint.java:310)
    at java.util.concurrent.ThreadPoolExecutor.runWorker(Unknown Source)
    at java.util.concurrent.ThreadPoolExecutor$Worker.run(Unknown Source)
    at java.lang.Thread.run(Unknown Source)
QUIT
221 2.0.0 closing connection g66sm55412571yhd.11 - gsmtp
Jul 10, 2013 7:04:40 PM org.apache.catalina.core.StandardWrapperValve invoke
SEVERE: Servlet.service() for servlet [servletMain] in context with path [/servicotcc] threw exception
java.lang.RuntimeException: com.sun.mail.smtp.SMTPSendFailedException: 530 5.7.0 Must issue a STARTTLS command first. g66sm55412571yhd.11 - gsmtp

    at servlet.Main.service(Main.java:226)
    at javax.servlet.http.HttpServlet.service(HttpServlet.java:728)
    at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:305)
    at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:210)
    at org.apache.catalina.core.StandardWrapperValve.invoke(StandardWrapperValve.java:222)
    at org.apache.catalina.core.StandardContextValve.invoke(StandardContextValve.java:123)
    at org.apache.catalina.authenticator.AuthenticatorBase.invoke(AuthenticatorBase.java:472)
    at org.apache.catalina.core.StandardHostValve.invoke(StandardHostValve.java:171)
    at org.apache.catalina.valves.ErrorReportValve.invoke(ErrorReportValve.java:99)
    at org.apache.catalina.valves.AccessLogValve.invoke(AccessLogValve.java:953)
    at org.apache.catalina.core.StandardEngineValve.invoke(StandardEngineValve.java:118)
    at org.apache.catalina.connector.CoyoteAdapter.service(CoyoteAdapter.java:408)
    at org.apache.coyote.http11.AbstractHttp11Processor.process(AbstractHttp11Processor.java:1023)
    at org.apache.coyote.AbstractProtocol$AbstractConnectionHandler.process(AbstractProtocol.java:589)
    at org.apache.tomcat.util.net.JIoEndpoint$SocketProcessor.run(JIoEndpoint.java:310)
    at java.util.concurrent.ThreadPoolExecutor.runWorker(Unknown Source)
    at java.util.concurrent.ThreadPoolExecutor$Worker.run(Unknown Source)
    at java.lang.Thread.run(Unknown Source)
Caused by: com.sun.mail.smtp.SMTPSendFailedException: 530 5.7.0 Must issue a STARTTLS command first. g66sm55412571yhd.11 - gsmtp

    at com.sun.mail.smtp.SMTPTransport.issueSendCommand(SMTPTransport.java:2108)
    at com.sun.mail.smtp.SMTPTransport.mailFrom(SMTPTransport.java:1609)
    at com.sun.mail.smtp.SMTPTransport.sendMessage(SMTPTransport.java:1117)
    at javax.mail.Transport.send0(Transport.java:195)
    at javax.mail.Transport.send(Transport.java:124)
    at servlet.Main.service(Main.java:221)
    ... 17 more

Код свойств:

Properties props = new Properties();
props.put("mail.smtp.host", "smtp.gmail.com");
props.put("mail.smtp.socketFactory.port", "465");
props.put("mail.smtp.socketFactory.class", "javax.net.ssl.SSLSocketFactory");
props.put("mail.smtp.auth", "true");
props.put("mail.smtp.port", "465");

Я могу'не могу отправить электронное письмо вот так (яя не уверен, что именно является причиной). Что я должен делать?

-- РЕДАКТИРОВАТЬ --

После импорта сертификата Google SMTP в мое хранилище ключей и изменения порта и свойств на:

Properties props = new Properties(); 
props.put("mail.smtp.host", "smtp.gmail.com");
props.put("mail.smtp.socketFactory.port", "465");
props.put("mail.smtp.socketFactory.class", sslsocketfactory);
props.put("mail.smtp.auth", "true");
props.put("mail.smtp.port", "465");
props.put("mail.smtp.ssl.enable", "true");
props.put("mail.smtp.starttls.enable", "true");

Мой вывод изменился на:

DEBUG: setDebug: JavaMail version 1.4.7
DEBUG: getProvider() returning javax.mail.Provider[TRANSPORT,smtp,com.sun.mail.smtp.SMTPTransport,Oracle]
DEBUG SMTP: useEhlo true, useAuth true
DEBUG SMTP: useEhlo true, useAuth true
DEBUG SMTP: trying to connect to host "smtp.gmail.com", port 465, isSSL true
Jul 10, 2013 8:26:46 PM org.apache.catalina.core.StandardWrapperValve invoke
SEVERE: Servlet.service() for servlet [servletMain] in context with path [/servicotcc] threw exception
java.lang.RuntimeException: javax.mail.MessagingException: Could not connect to SMTP host: smtp.gmail.com, port: 465;
  nested exception is:
    javax.net.ssl.SSLHandshakeException: sun.security.validator.ValidatorException: PKIX path building failed: sun.security.provider.certpath.SunCertPathBuilderException: unable to find valid certification path to requested target
    at servlet.Main.service(Main.java:229)
    at javax.servlet.http.HttpServlet.service(HttpServlet.java:728)
    at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:305)
    at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:210)
    at org.apache.catalina.core.StandardWrapperValve.invoke(StandardWrapperValve.java:222)
    at org.apache.catalina.core.StandardContextValve.invoke(StandardContextValve.java:123)
    at org.apache.catalina.authenticator.AuthenticatorBase.invoke(AuthenticatorBase.java:472)
    at org.apache.catalina.core.StandardHostValve.invoke(StandardHostValve.java:171)
    at org.apache.catalina.valves.ErrorReportValve.invoke(ErrorReportValve.java:99)
    at org.apache.catalina.valves.AccessLogValve.invoke(AccessLogValve.java:953)
    at org.apache.catalina.core.StandardEngineValve.invoke(StandardEngineValve.java:118)
    at org.apache.catalina.connector.CoyoteAdapter.service(CoyoteAdapter.java:408)
    at org.apache.coyote.http11.AbstractHttp11Processor.process(AbstractHttp11Processor.java:1023)
    at org.apache.coyote.AbstractProtocol$AbstractConnectionHandler.process(AbstractProtocol.java:589)
    at org.apache.tomcat.util.net.JIoEndpoint$SocketProcessor.run(JIoEndpoint.java:310)
    at java.util.concurrent.ThreadPoolExecutor.runWorker(Unknown Source)
    at java.util.concurrent.ThreadPoolExecutor$Worker.run(Unknown Source)
    at java.lang.Thread.run(Unknown Source)
Caused by: javax.mail.MessagingException: Could not connect to SMTP host: smtp.gmail.com, port: 465;
  nested exception is:
    javax.net.ssl.SSLHandshakeException: sun.security.validator.ValidatorException: PKIX path building failed: sun.security.provider.certpath.SunCertPathBuilderException: unable to find valid certification path to requested target
    at com.sun.mail.smtp.SMTPTransport.openServer(SMTPTransport.java:1961)
    at com.sun.mail.smtp.SMTPTransport.protocolConnect(SMTPTransport.java:654)
    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 servlet.Main.service(Main.java:224)
    ... 17 more
Caused by: javax.net.ssl.SSLHandshakeException: sun.security.validator.ValidatorException: PKIX path building failed: sun.security.provider.certpath.SunCertPathBuilderException: unable to find valid certification path to requested target
    at sun.security.ssl.Alerts.getSSLException(Unknown Source)
    at sun.security.ssl.SSLSocketImpl.fatal(Unknown Source)
    at sun.security.ssl.Handshaker.fatalSE(Unknown Source)
    at sun.security.ssl.Handshaker.fatalSE(Unknown Source)
    at sun.security.ssl.ClientHandshaker.serverCertificate(Unknown Source)
    at sun.security.ssl.ClientHandshaker.processMessage(Unknown Source)
    at sun.security.ssl.Handshaker.processLoop(Unknown Source)
    at sun.security.ssl.Handshaker.process_record(Unknown Source)
    at sun.security.ssl.SSLSocketImpl.readRecord(Unknown Source)
    at sun.security.ssl.SSLSocketImpl.performInitialHandshake(Unknown Source)
    at sun.security.ssl.SSLSocketImpl.startHandshake(Unknown Source)
    at sun.security.ssl.SSLSocketImpl.startHandshake(Unknown Source)
    at com.sun.mail.util.SocketFetcher.configureSSLSocket(SocketFetcher.java:549)
    at com.sun.mail.util.SocketFetcher.createSocket(SocketFetcher.java:354)
    at com.sun.mail.util.SocketFetcher.getSocket(SocketFetcher.java:237)
    at com.sun.mail.smtp.SMTPTransport.openServer(SMTPTransport.java:1927)
    ... 24 more
Caused by: sun.security.validator.ValidatorException: PKIX path building failed: sun.security.provider.certpath.SunCertPathBuilderException: unable to find valid certification path to requested target
    at sun.security.validator.PKIXValidator.doBuild(Unknown Source)
    at sun.security.validator.PKIXValidator.engineValidate(Unknown Source)
    at sun.security.validator.Validator.validate(Unknown Source)
    at sun.security.ssl.X509TrustManagerImpl.validate(Unknown Source)
    at sun.security.ssl.X509TrustManagerImpl.checkTrusted(Unknown Source)
    at sun.security.ssl.X509TrustManagerImpl.checkServerTrusted(Unknown Source)
    ... 36 more
Caused by: sun.security.provider.certpath.SunCertPathBuilderException: unable to find valid certification path to requested target
    at sun.security.provider.certpath.SunCertPathBuilder.engineBuild(Unknown Source)
    at java.security.cert.CertPathBuilder.build(Unknown Source)
    ... 42 more