SMTP authentication failure while using SendGrid/Gmail - centos

I am getting SMTP Authentication Failure on the server and the mail is getting send via the server SMTP only...
It appears to be a server configuration or related problem, but I am not sure.
This is the debug details:
250-SIZE 52428800
250-8BITMIME
250-PIPELINING
250-AUTH PLAIN LOGIN
250-STARTTLS
250 HELP
Failed to authenticate password. Error: 535 Incorrect authentication data
from: 250 OK
to: 250 Accepted
data: 354 Enter message, ending with "." on a line by itself
250 OK id=1U8Pjp-0002As-FB
quit: 221 ************** closing connection
Your message has been successfully sent using the following protocol: smtp
While testing from my local system, this works and the email is being sent via sendgrid.me
Again, This may not be a SendGrid Problem, but if you have faced similar issue, Can you please tell me what is the problem here?
I am using CentOs and I have cPanel in the server. I believe we are using EXIM for mail server.

For anyone that comes across this in future and are using cpanel/whm, you need to 'disable' this option under 'SMTP Restrictions' in WHM.

I was able to resolve this.
The issue was my server was not allowing the use of external SMTP and using its own SMTP server. I changed the settings and now it works fine.

I am using centos 7 Finally it works!
I was getting this issue(tail -f /var/log/mailog):
to=<usmanali#example.com>, relay=smtp.sendgrid.net[169.45.113.201]:587, delay=0.3, delays=0.05/0.07/0.16/0.02, dsn=5.0.0, status=bounced (host smtp.sendgrid.net[169.45.113.201] said: 550 Unauthenticated senders not allowed (in reply to MAIL FROM command))
Then i changed file /etc/postfix/main.cf in this way that added following lines into end of file
mtpd_sasl_local_domain = $myhostname
smtpd_recipient_restrictions = permit_sasl_authenticated, permit_mynetworks, reject_unauth_destination
mailbox_size_limit = 256000000
# Sendgrid Settings
smtp_sasl_auth_enable = yes
smtp_sasl_password_maps = static:apikey:SG.YOUR_SENDGRID_KEY
smtp_sasl_security_options = noanonymous
smtp_tls_security_level = may
header_size_limit = 4096000
relayhost = [smtp.sendgrid.net]:587
Then Installing postfix missing module dependency using:
sudo yum install cyrus-sasl cyrus-sasl-lib cyrus-sasl-plain
Then restarting postfix
sudo systemctl restart postfix.service

Related

How configure roundcube to work with imaps?

I recently installed Postfix, Dovecot to setup a mail server on my own VPS ( using this tutorial: Email with Postfix, Dovecot, Mysql)
Imaps server uses port 993 for Authentication, and Postfix uses port 25 to send mails.
In this tutorial, users stored in a Database ( so imaps use mysql to authenticate users).
i'm sure every thing works fine with imaps and postfix , because few days ago i installed Kmail client (on my linux) and receive mails from my server. sending mails also works fine, i sent a mail to Gmail and google received it without a problem (in my "Gmail inbox" not spam folder)
So to get to my Emails from a web mail client, i installed Roundcube on /var/www/mail directory.
I configured Roundcube many times. but each time it gives me this Error:
IMAP Error: Login failed for [me#mydomain] from X.x.X.x . Empty
startup greeting (localhost:993) in
/var/www/mm/program/lib/Roundcube/rcube_imap.php on line 184 (POST
/mm/?_task=login?_task=login&_action=login)
When i do log in from roundcube, imap server says ( in /var/log/mail.log ):
May 20 07:05:16 my-server dovecot: imap-login: Disconnected (no auth
attempts): rip=::1, lip=::1, TLS handshaking: Disconnected
Here is my roundcube config file :
$config['db_dsnw'] = 'mysql://roundcubeuser:myPassword#localhost/roundcubemail';
// ----------------------------------
// IMAP
// ----------------------------------
$config['debug_level'] = 13;
$config['default_host'] = 'ssl://127.0.0.1';
$config['default_port'] = 993;
// ----------------------------------
// SMTP
// ----------------------------------
$config['smtp_server'] = 'ssl://localhost';
What's the problem? i really have no idea what is happening !
Thank you.
I'm using postfix + dovecot + roundcube a few months now and it's working for me. In my configuration, postfix rejects plaintext sessions, so roundcube has to connect with ssl - and it's working.
This is from my main.inc.php. I don't remember editing anything here, it's just the initial config created during the installation.
Now that I'm looking at it, default_port doesn't make any sense, I think it's just ignored.
// To use SSL/TLS connection, enter hostname with prefix ssl:// or tls://
// Supported replacement variables:
// %n - http hostname ($_SERVER['SERVER_NAME'])
// %d - domain (http hostname without the first part)
// %s - domain name after the '#' from e-mail address provided at login screen
// For example %n = mail.domain.tld, %d = domain.tld
// TCP port used for IMAP connections
$rcmail_config['default_port'] = 143;
$rcmail_config['default_host'] = array("ssl://localhost:993");
// TCP port used for IMAP connections
$rcmail_config['default_port'] = 143;
In case the other answer does not work, this is what worked for me. My config.inc.php now contains:
$config['default_host'] = 'ssl://localhost';
$config['default_port'] = 993;
NOTE: using tls://localhost did not work for me. I had to specify ssl:// as the URI scheme.
Via PhpMyAdmin, I also ran this SQL command (all my user accounts are on the same machine that runs RoundCube):
UPDATE `rc_users` SET `mail_host`='ssl://localhost'
I got the port number 993 from running sudo netstat -tulnp in order to determine the port on which Dovecot was listening.

Bugzilla - Email not working

I have installed Bugzilla-4.4 in my new Ubuntu Machine. When I submit a new bug, I got the email sent notification. But the sent email is not received by the recipients . I am using Sendmail mail configuration in Bugzilla. I have also tested "Test" mail configuration in which the mail is logged in bugzilla-4.4/data/mailer.testfile successfully. When I check my mail.log file I found the following:
(1001/1001), delay=3+15:58:59, xdelay=00:00:00, mailer=esmtp, pri=47643784, relay=mailrelay.netcon.in., dsn=4.0.0, stat=Deferred: Connection timed out with mailrelay.netcon.in.
I have no idea what to do.Is anything I missed out while Sendmail configuration? Any help!!
Try nc from command line:
nc mailrelay.netcon.in 25
which should result in something like:
220 mailrelay.netcon.in ESMTP Postfix
If not check for internet connection and/or router firewall rules.

Send email from gmail using Telnet

I am working on windows and I have enabled telnet client
In cmd prompt:
$telnet smtp.gmail.com 587
220 mx.google.com ESMTP dk3sm50678627pbc.32 - gsmtp
$Helo
250 mx.google.com at your service
$ mail from: <myuser#gmail.com>
530 5.7.0 Must issue a STARTTLS command first. dk3sm50678627pbc.32 - gsmtp
$ STARTTLS
220 2.0.0 Ready to start TLS
$ mail from:
C:\Users\{myuser}>
Connection to host lost.
Don't know What is the problem ?
Can anyone help me out , how i can send emails from gmail server using telnet from command line >
smtp.gmail.com requires TLS. The basic telnet client that comes with windows does not know how to negotiate TLS with a server. You may want to use openssl instead, which is able to negotiate TLS. See http://www.madboa.com/geek/openssl/#cs-smtp for an example of how to do this.
The gmail smtp must use smtp auth before you sending your email. The smtp auth need username and password.
see this link blow if you can read in Chinese.
http://linxucn.blog.51cto.com/1360306/837365
Last I sugguest you use java to ask gmail smtp server to send email, It will be more easy , becasue you needn't encode the smtp auth to BASE64 or anything else.
GOGOGO, good luck :)
Put into a VBS file, ie sendmail.vbs.
Set emailObj = CreateObject("CDO.Message")
emailObj.From = "cat#gmail.com"
emailObj.To = "cat#gmail.com"
emailObj.Subject = "Test CDO"
emailObj.TextBody = "Test CDO"
emailObj.AddAttachment "c:\windows\win.ini"
Set emailConfig = emailObj.Configuration
emailConfig.Fields("http://schemas.microsoft.com/cdo/configuration/smtpserver") = "smtp.gmail.com"
emailConfig.Fields("http://schemas.microsoft.com/cdo/configuration/smtpserverport") = 465
emailConfig.Fields("http://schemas.microsoft.com/cdo/configuration/sendusing") = 2
emailConfig.Fields("http://schemas.microsoft.com/cdo/configuration/smtpauthenticate") = 1
emailConfig.Fields("http://schemas.microsoft.com/cdo/configuration/smtpusessl") = true
emailConfig.Fields("http://schemas.microsoft.com/cdo/configuration/sendusername") = "cat"
emailConfig.Fields("http://schemas.microsoft.com/cdo/configuration/sendpassword") = "Ccat1"
emailConfig.Fields.Update
emailObj.Send
If err.number = 0 then Msgbox "Done"
At Google's web site for GMail you have to turn this feature on for CDO to work.
At your Gmail page click Settings - Accounts and Import - Other Google Account Settings - [At very bottom of page] Allow less secure apps.
Also from memory you also have to click a link in an email the first time you use it (it's been a few years).

SMTP Error <<: 503 AUTH command used when not advertised

I am facing this error in Webmail Lite.
I have Exim installed. Here is a snippet of the auth block:
PLAIN:
driver = plaintext
server_set_id = $auth2
server_prompts = :
.ifndef AUTH_SERVER_ALLOW_NOTLS_PASSWORDS
server_advertise_condition = ${if eq{$tls_cipher}{}{}{*}}
.endif
server_condition = “${if crypteq{$auth3}{${extract{1}{:}{${lookup{$auth2}lsearch{/etc/$domain/passwd}{$value}{*:*}}}}}{1}{0}}”
I have the passwd stored in the following format:
username:{MD5}asddfasdlasdkandlanskfdaf
How do I get AUTH enabled and working ?
Thanks in advance.
One reason for this error message is sending HELO instead of EHLO, or sending EHLO in the wrong order.
But this message can occur even if EHLO is used, when the server is running Exim.
On my server, I found the solution. In WHM > Home > Service Configuration > Exim
Configuration Manager, the option "Require clients to connect with SSL
or issue the STARTTLS command before they are allowed to authenticate
with the server" was set to the default (On). I'm not sure if I did this
or not, and it is ordinarily a great idea for security, but forces the
mailserver to enable (advertise) only the STARTTLS command, not AUTH. So
when my script sends AUTH, the error message the server sends is correct.
Further information is at http://blog.networkpresence.co/?p=8923 .
Someday when I have time I will find out how to change my script to use
TLS, so I can turn that Exim option On for security.
In my case,this error not coming regularly.some time it works but some time it gives this error.(SMTP Error: Could not authenticate.)
I debug this then I found this
SMTP -> get_lines(): $data was ""
SMTP -> get_lines(): $str is "503 AUTH command used when not advertised "
SMTP -> get_lines(): $data is "503 AUTH command used when not advertised "
SMTP -> FROM SERVER:503 AUTH command used when not advertised
SMTP -> ERROR: RSET failed: 503 AUTH command used when not advertised
SMTP Error: Could not authenticate.

Gmail smtp SASL authentication

I'm using postfix to send email via gmail with an application's password (two step-validation activated).
Each time I test sending mail using sendmail command, I get this error:
Action: delayed
Status: 4.7.14
Diagnostic-Code: X-Postfix; delivery temporarily suspended: SASL authentication
failed; server smtp.gmail.com said: 534-5.7.14
<https://accounts.google.com/signin/continue?...> Please log in via your web browser and?534-5.7.14 then try again.?534-5.7.14
This is my postfix configuration:
main.cf
myorigin = /etc/mailname
mydestination = mydomain.com, localhost.fr, localhost
relayhost = [smtp.gmail.com]:587
smtp_sasl_auth_enable = yes
smtp_sasl_security_options = noanonymous
smtp_sasl_password_maps = hash:/etc/postfix/sasl/sasl_passwd
smtp_tls_security_level = encrypt
smtp_tls_CAfile = /etc/ssl/certs/ca-certificates.crt
/etc/postfix/sasl/sasl_passwd:
[smtp.gmail.com]:587 admin#mydomain.com:application_password
And this is how I used sendmail:
sendmail -v ...
From: admin#mydomain.com
Subject: Test
This is a test mail
.
Any ideas ? Thanks !
For anyone finding this who has run into the same scenario:
Using an app specific password
2FA enabled on your account
Seeing 'delivery temporarily suspended: SASL authentication failed; server smtp.gmail.com[173.194.68.109] said: 534-5.7.9 Please log in with your web browser and then try again' in your log
You may need to visit https://accounts.google.com/DisplayUnlockCaptcha to 'bypass' the captcha, which will enable the account access and get everything working.
Allow less secure apps: If you don't use 2-Step Verification, you might need to allow less secure apps to access your account.