Title: Authentication Issue (gmail smtp) Last modified: August 20, 2016 --- # Authentication Issue (gmail smtp) * [Dustin Lammiman](https://wordpress.org/support/users/nosecreek/) * (@nosecreek) * [13 years, 5 months ago](https://wordpress.org/support/topic/authentication-issue-gmail-smtp/) * I had this plugin working great with my Google Apps email for about a week but it suddenly stopped working. Relevant errors when I try to send a test email: * ``` string(370) "SMTP Error: The following recipients failed: sampleemail@test.com SMTP server error: Please turn on SMTP Authentication in your mail client, or login to the 550-IMAP/POP3 server before sending your message. mydns.server.here 550-(www.mydomain.com) [webshost.ip.here]:55411 is not permitted to relay 550 through this server without authentication. ``` * ``` SMTP -> ERROR: RCPT not accepted from server: 550-Please turn on SMTP Authentication in your mail client, or login to the 550-IMAP/POP3 server before sending your message. mydns.server.here 550-(www.mydomain.com) [webshost.ip.here]:55411 is not permitted to relay 550 through this server without authentication. ``` * SMTP Authentication is on in the plugin settings. Are there any particular settings I should check with my web host? * [http://wordpress.org/extend/plugins/wp-mail-smtp/](http://wordpress.org/extend/plugins/wp-mail-smtp/) Viewing 8 replies - 1 through 8 (of 8 total) * [inprojectcloud](https://wordpress.org/support/users/inprojectcloud/) * (@inprojectcloud) * [13 years, 5 months ago](https://wordpress.org/support/topic/authentication-issue-gmail-smtp/#post-3206585) * Same problem here. * Gmail authentication is failing. * [srumery](https://wordpress.org/support/users/srumery/) * (@srumery) * [13 years, 5 months ago](https://wordpress.org/support/topic/authentication-issue-gmail-smtp/#post-3206597) * Dustin and inprojectcloud, are you using two-step authentication for your email system. Is so, you will need to get an application password otherwise, it won’t work. * Run a test email from the settings page and copy the result output here. I might be able to help out. * [inprojectcloud](https://wordpress.org/support/users/inprojectcloud/) * (@inprojectcloud) * [13 years, 5 months ago](https://wordpress.org/support/topic/authentication-issue-gmail-smtp/#post-3206598) * Hi! * I’m not using two step authentication. This is the output: * Test Message Sent * The result was: * bool(true) The full debugging output is shown below: * object(PHPMailer)#1932 (58) { [“Priority”]=> int(3) [“CharSet”]=> string(5) “ UTF-8” [“ContentType”]=> string(10) “text/plain” [“Encoding”]=> string(4) “8bit”[“ ErrorInfo”]=> string(359) “SMTP Error: The following recipients failed: [chetantripathy@gmail.com](https://wordpress.org/support/topic/authentication-issue-gmail-smtp/chetantripathy@gmail.com?output_format=md) SMTP server error: Please turn on SMTP Authentication in your mail client, or login to the 550-IMAP/POP3 server before sending your message. sin1.hostdime. in 550-(projectcloud.info) [66.7.210.114]:26418 is not permitted to relay through 550 this server without authentication. * “ [“From”]=> string(22) “yoda@projectcloud.info” [“FromName”]=> string(15) “ Chetan Tripathy” [“Sender”]=> string(0) “” [“Subject”]=> string(51) “WP Mail SMTP: Test mail to [chetantripathy@gmail.com](https://wordpress.org/support/topic/authentication-issue-gmail-smtp/chetantripathy@gmail.com?output_format=md)”[“ Body”]=> string(68) “This is a test email generated by the WP Mail SMTP WordPress plugin.” [“AltBody”]=> string(0) “” [“MIMEBody”:protected]=> string(69) “This is a test email generated by the WP Mail SMTP WordPress plugin. “ [“MIMEHeader”: protected]=> string(468) “Date: Tue, 11 Dec 2012 15:49:41 +0000 Return-Path: [yoda@projectcloud.info](https://wordpress.org/support/topic/authentication-issue-gmail-smtp/yoda@projectcloud.info?output_format=md) To: [chetantripathy@gmail.com](https://wordpress.org/support/topic/authentication-issue-gmail-smtp/chetantripathy@gmail.com?output_format=md) From: Chetan Tripathy Subject: WP Mail SMTP: Test mail to [chetantripathy@gmail.com](https://wordpress.org/support/topic/authentication-issue-gmail-smtp/chetantripathy@gmail.com?output_format=md) Message-ID: <7390d859c3d5df2de13d5743d@projectcloud.info<455aff2> X-Priority: 3 X-Mailer: PHPMailer 5.2.1 ([http://code.google.com/a/apache-extras.org/p/phpmailer/](http://code.google.com/a/apache-extras.org/p/phpmailer/)) MIME-Version: 1.0 Content-Transfer-Encoding: 8bit Content-Type: text/plain; charset =”UTF-8″ * “ [“SentMIMEMessage”:protected]=> string(541) “Date: Tue, 11 Dec 2012 15:49: 41 +0000 Return-Path: [yoda@projectcloud.info](https://wordpress.org/support/topic/authentication-issue-gmail-smtp/yoda@projectcloud.info?output_format=md) To: [chetantripathy@gmail.com](https://wordpress.org/support/topic/authentication-issue-gmail-smtp/chetantripathy@gmail.com?output_format=md) From: Chetan Tripathy Subject: WP Mail SMTP: Test mail to [chetantripathy@gmail.com](https://wordpress.org/support/topic/authentication-issue-gmail-smtp/chetantripathy@gmail.com?output_format=md) Message-ID: <455aff27390d859c3d5df2de13d5743d@projectcloud.info> X-Priority: 3 X-Mailer: PHPMailer 5.2.1 ([http://code.google.com/a/apache-extras.org/p/phpmailer/](http://code.google.com/a/apache-extras.org/p/phpmailer/)) MIME-Version: 1.0 Content-Transfer-Encoding: 8bit Content-Type: text/plain; charset =”UTF-8″ * This is a test email generated by the WP Mail SMTP WordPress plugin. “ [“WordWrap”] => int(0) [“Mailer”]=> string(4) “smtp” [“Sendmail”]=> string(18) “/usr/sbin/ sendmail” [“PluginDir”]=> string(0) “” [“ConfirmReadingTo”]=> string(0) “” [“ Hostname”]=> string(0) “” [“MessageID”]=> string(0) “” [“Host”]=> string(14) “ smtp.gmail.com” [“Port”]=> string(3) “465” [“Helo”]=> string(0) “” [“SMTPSecure”] => string(3) “ssl” [“SMTPAuth”]=> bool(true) [“Username”]=> string(22) “yoda@projectcloud. info” [“Password”]=> string(11) “The Password” [“Timeout”]=> int(10) [“SMTPDebug”] => int(2) [“SMTPKeepAlive”]=> bool(false) [“SingleTo”]=> bool(false) [“SingleToArray”] => array(0) { } [“LE”]=> string(1) “ “ [“DKIM_selector”]=> string(9) “phpmailer”[“ DKIM_identity”]=> string(0) “” [“DKIM_passphrase”]=> string(0) “” [“DKIM_domain”] => string(0) “” [“DKIM_private”]=> string(0) “” [“action_function”]=> string( 0) “” [“Version”]=> string(5) “5.2.1” [“XMailer”]=> string(0) “” [“smtp”:protected] => object(SMTP)#1931 (8) { [“SMTP_PORT”]=> int(25) [“CRLF”]=> string(2) “ “ [“ do_debug”]=> int(2) [“do_verp”]=> bool(false) [“Version”]=> string(5) “5.2.1”[“ smtp_conn”:”SMTP”:private]=> resource(555) of type (stream) [“error”:”SMTP”:private] => array(3) { [“error”]=> string(29) “RCPT not accepted from server” [“smtp_code”] => string(3) “550” [“smtp_msg”]=> string(263) “Please turn on SMTP Authentication in your mail client, or login to the 550-IMAP/POP3 server before sending your message. sin1.hostdime.in 550-(projectcloud.info) [66.7.210.114]:26418 is not permitted to relay through 550 this server without authentication. “ } [“helo_rply”:” SMTP”:private]=> string(141) “250-sin1.hostdime.in Hello sin1.hostdime.in [66.7.210.114] 250-SIZE 52428800 250-8BITMIME 250-PIPELINING 250-AUTH PLAIN LOGIN 250 HELP “}[“ to”:protected]=> array(1) { [0]=> array(2) { [0]=> string(24) “chetantripathy@gmail. com” [1]=> string(0) “” } } [“cc”:protected]=> array(0) { } [“bcc”:protected] => array(0) { } [“ReplyTo”:protected]=> array(0) { } [“all_recipients”:protected] => array(1) { [“chetantripathy@gmail.com”]=> bool(true) } [“attachment”:protected] => array(0) { } [“CustomHeader”:protected]=> array(0) { } [“message_type”:protected] => string(5) “plain” [“boundary”:protected]=> array(3) { [1]=> string(35) “b1_455aff27390d859c3d5df2de13d5743d”[ 2]=> string(35) “b2_455aff27390d859c3d5df2de13d5743d” [3]=> string(35) “b3_455aff27390d859c3d5df2de13d5743d”}[“ language”:protected]=> array(17) { [“provide_address”]=> string(54) “You must provide at least one recipient email address.” [“mailer_not_supported”]=> string( 25) ” mailer is not supported.” [“execute”]=> string(19) “Could not execute: “[“ instantiate”]=> string(36) “Could not instantiate mail function.” [“authenticate”] => string(35) “SMTP Error: Could not authenticate.” [“from_failed”]=> string( 35) “The following From address failed: “ [“recipients_failed”]=> string(45) “ SMTP Error: The following recipients failed: “ [“data_not_accepted”]=> string( 30) “SMTP Error: Data not accepted.” [“connect_host”]=> string(43) “SMTP Error: Could not connect to SMTP host.” [“file_access”]=> string(23) “Could not access file: “ [“file_open”]=> string(33) “File Error: Could not open file: “ [“encoding”] => string(18) “Unknown encoding: “ [“signing”]=> string(15) “Signing Error: “[“ smtp_error”]=> string(19) “SMTP server error: “ [“empty_message”]=> string(18)“ Message body empty” [“invalid_address”]=> string(15) “Invalid address” [“variable_set”] => string(30) “Cannot set or reset variable: “ } [“error_count”:protected]=> int(1) [“sign_cert_file”:protected]=> string(0) “” [“sign_key_file”:protected] => string(0) “” [“sign_key_pass”:protected]=> string(0) “” [“exceptions”:protected] => bool(false) } The SMTP debugging output is shown below: * SMTP -> FROM SERVER:220-sin1.hostdime.in ESMTP Exim 4.80 #2 Tue, 11 Dec 2012 10:49:41 -0500 220-We do not authorize the use of this system to transport unsolicited, 220 and/or bulk e-mail. * SMTP -> FROM SERVER: 250-sin1.hostdime.in Hello sin1.hostdime.in [66.7.210.114] 250-SIZE 52428800 250-8BITMIME 250-PIPELINING 250-AUTH PLAIN LOGIN 250 HELP * SMTP -> ERROR: Password not accepted from server: 535 Incorrect authentication data * SMTP -> FROM SERVER:250 Reset OK * SMTP -> FROM SERVER:250 OK * SMTP -> FROM SERVER:550-Please turn on SMTP Authentication in your mail client, or login to the 550-IMAP/POP3 server before sending your message. sin1.hostdime. in 550-(projectcloud.info) [66.7.210.114]:26418 is not permitted to relay through 550 this server without authentication. * SMTP -> ERROR: RCPT not accepted from server: 550-Please turn on SMTP Authentication in your mail client, or login to the 550-IMAP/POP3 server before sending your message. sin1.hostdime.in 550-(projectcloud.info) [66.7.210.114]:26418 is not permitted to relay through 550 this server without authentication. * SMTP Error: The following recipients failed: [chetantripathy@gmail.com](https://wordpress.org/support/topic/authentication-issue-gmail-smtp/chetantripathy@gmail.com?output_format=md) * [inprojectcloud](https://wordpress.org/support/users/inprojectcloud/) * (@inprojectcloud) * [13 years, 5 months ago](https://wordpress.org/support/topic/authentication-issue-gmail-smtp/#post-3206599) * Also, wanted to inform you that I tried it with three different accounts. I’m suspecting an error with the server maybe. My host provider said they couldn’t find anything. * Let me know if you can throw some light. It was working perfectly until two weeks ago. * [shane7777](https://wordpress.org/support/users/shane7777/) * (@shane7777) * [13 years, 5 months ago](https://wordpress.org/support/topic/authentication-issue-gmail-smtp/#post-3206600) * Exact Same Issue, can anyone help? * Thread Starter [Dustin Lammiman](https://wordpress.org/support/users/nosecreek/) * (@nosecreek) * [13 years, 5 months ago](https://wordpress.org/support/topic/authentication-issue-gmail-smtp/#post-3206601) * I’m fairly positive this had something to do with a server. I couldn’t get any external smtp server to work, but when I started using my host’s smtp server everything works fine. * [srumery](https://wordpress.org/support/users/srumery/) * (@srumery) * [13 years, 5 months ago](https://wordpress.org/support/topic/authentication-issue-gmail-smtp/#post-3206602) * I thought it might be two-step authentication. That tripped me up for a few minutes before I realized what it was. Sorry, I wish I could be more helpful. A Google hangout or chat session might be the best way to tackle your issues. * Maybe the plugin author will chime in and help. * [denizci88](https://wordpress.org/support/users/denizci88/) * (@denizci88) * [13 years, 4 months ago](https://wordpress.org/support/topic/authentication-issue-gmail-smtp/#post-3206609) * I have same problem. Any solutions? 🙁 Viewing 8 replies - 1 through 8 (of 8 total) The topic ‘Authentication Issue (gmail smtp)’ is closed to new replies. * ![](https://ps.w.org/wp-mail-smtp/assets/icon-256x256.png?rev=1755440) * [WP Mail SMTP by WPForms - The Most Popular SMTP and Email Log Plugin](https://wordpress.org/plugins/wp-mail-smtp/) * [Frequently Asked Questions](https://wordpress.org/plugins/wp-mail-smtp/#faq) * [Support Threads](https://wordpress.org/support/plugin/wp-mail-smtp/) * [Active Topics](https://wordpress.org/support/plugin/wp-mail-smtp/active/) * [Unresolved Topics](https://wordpress.org/support/plugin/wp-mail-smtp/unresolved/) * [Reviews](https://wordpress.org/support/plugin/wp-mail-smtp/reviews/) * 8 replies * 5 participants * Last reply from: [denizci88](https://wordpress.org/support/users/denizci88/) * Last activity: [13 years, 4 months ago](https://wordpress.org/support/topic/authentication-issue-gmail-smtp/#post-3206609) * Status: not resolved