SASL Authentication For Mail Server (Sendmail/Postfix)

Mar 18, 2007

I recently moved to virtual dedicated hosting for my website, mainly because I wanted a better mail server to work with to manage a mailing list.

I have a few PHP software scripts for different things: managing affiliates and email marketing.

I want to send mail using both of those via SMTP on my new server. They both have a place to type in the host and username/password.

The problem I am noticing is SASL Authentication. They attempt to connect to the host without any trouble. However, the affiliate software fails SASL Authentication every time I try to send an email or test the email system.

Email marketing software connects when I manually send a campaign. However, users are supposed to immediately receive a confirmation mail upon opting in. In this case, it shows up as an attempt in the mail log, but it fails SASL Authentication. I don't know if it's a problem with the software or not, since it attempts to connect but fails, yet connects successfully in other cases.

My question is this: Is there another way around this? I've contacted my host to double check on the appropriate username/password to pass authentication. I will also be contacting the software developers after I receive an answer.

But if nothing comes of it, is there any way around it? Is there a place where I can have it automatically authenticate if the email is coming from a certain user, or if the attempt is being made from the same server (everything sits on the same server, I use localhost in the software to connect to the mail server). Since I am the only person who has access to the server and uses it, it seems safe to automatically authenticate if the request is being asked by the server itself...

I'm just looking for other alternatives if the software does indeed have a problem and I cannot figure it out.

Keep in mind I am very new to all this server and root access. Just a few days ago I was on a shared hosting plan, so I didn't have any access to anything. With that in mind, I know very little about mail servers, although I've been learning more over the past few days. I only stumbled upon the mail logs on my server recently by browsing files in the control panel (I'm not familiar with SSH, although I do have access to it)

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Plesk 11.x / Linux :: Postfix Smtp SASL Authentication Failure

Jan 24, 2013

I have a new Plesk 11.0.9. #34 server with Centos 6.3 64bit.

I made a few changes in order to be PCI Compliant.

I created a domain and try to send email with no luck.

Jan 24 16:01:28 server7 pop3d-ssl: Connection, ip=[::ffff:X.X.X.X]
Jan 24 16:01:34 server7 pop3d-ssl: IMAP connect from @ [::ffff:X.X.X.X]ERR: LOGIN FAILED, ip=[::ffff:X.X.X.X]
Jan 24 16:01:34 server7 pop3d-ssl: Unexpected SSL connection shutdown.
Jan 24 16:01:48 server7 pop3d-ssl: Connection, ip=[::ffff:X.X.X.X]

[Code] ....

As you can see from the logs, the pop/imap connection is successful. I login to webmail with the username/password successfully. I can't send from Outlook/thunderbird etc.

Tried to rebuild emails with /usr/local/psa/admin/sbin/mchk --with-spam but no luck.

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Apr 21, 2008

Can i use Qmail or Sendmail or Postfix with WHM other than exim mail SMTP.

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Sep 15, 2014

Ubuntu 14.04 with Plesk 12 (10 Domain License).Using this for mail only... multiple domains.Postfix and Dovecot installed. Trying to figure out how to do:

- SASL Auth (Dovecot)
- want above two to be mandatory... no plain text auth and no unencrypted connections.

How do I achieve this with Plesk 12?I have found countless how-to's about doing this with Vanilla (non Plesk) installs with the same server software. However, Postfix and both appear to have specific Plesk modificatuons. Same thing for the related Dovecot conf files... also have Plesk specific modifications.

I see no way to enable the desired settings from the Plesk Panel. Can't achieve this within the Panel but also can't modify the conf files without potentially breaking some Plesk-specific functionality? My original hope in purchasing the Plesk license was to make administration of the mail server easier. Unfortunately, I'm struggling to do this now and may have already had this figured out had I not bothered with the Panel.

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Plesk 12.x / Linux :: CentOS 6.6 - Postfix SASL Auth Fail

Jan 17, 2015

I've just setup CentOS 6.6 with Plesk at my Hoster OVH. Now when I want to connect to the smtp server I get following message:

SASL LOGIN authentication failed: encryption needed to use mechanism
SASL auth is enabled in the also submission. I connect to tls:// with my email and password.

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Jul 9, 2008

i am confused about setting up mail server.

1.Postfix or sendmail or exim as MTA? which is best?

2. which SMTP/POP3 is best? dovecot or courier or any other

3. or which MTA/POP3 combination is easy and works best?

i am looking for easy installation so that i can use webmail and outlook for emails.
what do you suggest? and of course not commercial ones.

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Sep 9, 2007

how do I configure a minimal/basic sendmail/postfix mail server on an ubuntu 7.04 server edition? I tried with postfix but I ran only into errors.

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Mar 16, 2008

I have both sendmail and postfix installed. Which Should I install?



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Oct 2, 2007

I can't figure out how to be able to send mails using sendmail. I've a dovecot/sendmail installation and I can recieve mails OK but when I try to send mail I get the error message "Relaying denied. Proper authentication required."

Example from maillog:
Oct 2 18:10:08 localhost sendmail[2196]: l92GA4UC002196: ruleset=check_rcpt, arg1=<>, [] ....

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Plesk 12.x / Linux :: Postfix / Sendmail - Senderdomain Is Not Registered In Panel

May 1, 2015

I have a Plesk installation with Commandline access. Also on this server is a Request tracker installation. (The reason for the commandline access) CentOs 6 Server.

All installations are up to date, but this actually broke my installation after the last Plesk Upgrade.

At the last Plesk upgrade, my Request Tracker installation can no longer use sendmail to send email directly from the server.

The errors I am getting are:
May 1 22:58:53 vs10-janey postfix/smtpd[5345]: connect from localhost[]
May 1 22:58:53 vs10-janey postfix/smtpd[5345]: disconnect from localhost[]
May 1 22:58:53 vs10-janey plesk sendmail[5348]: Unable to get sender domain by sender mailname
May 1 22:58:53 vs10-janey py_limit_out[5349]: ERROR Rejecting forged message: PPP_SENDER_VHOST_ID is present in environment, but its value is empty
May 1 22:58:53 vs10-janey plesk sendmail[5348]: handlers_stderr: DATA REPLY:554:5.7.0 Your message could not be sent. The sender's domain is not registered in Panel, or is misconfigured.#012REJECT
May 1 22:58:53 vs10-janey plesk sendmail[5348]: REJECT during call 'limit-out' handler

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Plesk 12.x / Linux :: Postfix Not Accepting Plain Authentication?

Jul 28, 2014

I have a brandnew server with CENTOS 6.5 Final with Plesk 12.

For some reason unknown i'm not able to configure Postfix as smtp server and accept plain text autentication. It only accept TLS autentication both on port 25 or 587. If i install Qmail everything works without any problem.

There my configuration files.


queue_directory = /var/spool/postfix
command_directory = /usr/sbin
daemon_directory = /usr/libexec/postfix


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Jun 23, 2014

My server is using Centos 6.5... I updated from Plesk 11.5 to 12 last week and postfix to 2.8.17.

Since then, all mails sent using the sendmail binary (notifications, mail forwards...) are being rejected with a wrong HELO hostname: localhost.

It seems that sendmail is using locahost as a HELO tag which is not accepted. Here is the following error:


Jun 23 14:23:20 ns395167 plesk sendmail[29817]: handlers_stderr: SKIP
Jun 23 14:23:20 ns395167 plesk sendmail[29817]: SKIP during call 'check-quota' handler
Jun 23 14:23:20 ns395167 postfix/pickup[29480]: B94BC6AA20A6: uid=0 from=<>
Jun 23 14:23:20 ns395167 postfix/cleanup[29507]: B94BC6AA20A6: message-id=<>

[Code] .....

Here is my postconf -n content:


alias_database = hash:/etc/aliases
alias_maps = hash:/etc/aliases, hash:/var/spool/postfix/plesk/aliases
command_directory = /usr/sbin
config_directory = /etc/postfix
daemon_directory = /usr/libexec/postfix

[code] .....

My system hostname seems correct:

hostname -f

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Apr 23, 2014

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I have found this: [URL] .... and was wondering is this the correct procedure to update the SSL cert?

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Sendmail Won't Send Mail To Hotmail Or Yahoo.

Mar 30, 2007

A better title might be "hotmail or yahoo won't accept the emails from sendmail."

I have sendmail version: 8.13.4

I have the only modification I can remember doing is:

I can send emails perfectly to gmail accounts. Here is a sucessfull output of an email send to gmail:


Received: by with SMTP id l11cs366927wac;
Thu, 29 Mar 2007 10:05:09 -0700 (PDT)
Received: by with SMTP id d14mr1879830wxb.1175187909424;
Thu, 29 Mar 2007 10:05:09 -0700 (PDT)
Return-Path: <>
Received: from ( [])
by with ESMTP id h40si1247663wxd.2007.;
Thu, 29 Mar 2007 10:05:09 -0700 (PDT)
Received-SPF: pass ( best guess record for domain of designates as permitted sender)
Received: from ( [])
by (8.13.4/8.13.4/Debian-3sarge3) with ESMTP id l2TH58SJ005383
for <>; Thu, 29 Mar 2007 13:05:08 -0400
Received: (from root@localhost)
by (8.13.4/8.13.4/Submit) id l2TH51kd005299
for; Thu, 29 Mar 2007 13:05:01 -0400
Date: Thu, 29 Mar 2007 13:05:01 -0400
From: root <>
Message-Id: <>
To: undisclosed-recipients:;

This is a test of the body.

I originally thought the reason hotmail or yahoo didn't receive my emails was because I had no reverse DNS for the IP I was sending the emails out with. Therefore I had my VPS provider create one for my IP. It now reflects with the IP I use to send out emails (

Even after the reverse DNS in place, hotmail nor yahoo could recieve my emails. I am now pretty much stump as to why. I have googled and scanned various other solutions and I havent found anything.

Here is a verbose output of using sendmail to an hotmail address of mine:

Quote: Connecting to [] port 587 via relay...
220 ESMTP Sendmail 8.13.4/8.13.4/Debian-3sarge3; Thu, 29 Mar 2007 1 3:07:17 -0400; (No UCE/UBE) logging access from: []
>>> EHLO Hello [], pleased to meet you
250 HELP
>>> VERB
250 2.0.0 Verbose mode
>>> MAIL From:<> SIZE=15
250 2.1.0 <>... Sender ok
>>> RCPT To:<>
>>> DATA
250 2.1.5 <>... Recipient ok
354 Enter mail, end with "." on a line by itself
>>> .
050 <>... Connecting to via esmtp...
050 220 Sending unsolicited commercial or bulk e-ma il to Microsoft's computer network is prohibited. Other restrictions are found a t Violations will result in use of equipment located in California and other states. Thu, 29 Mar 2007 10:07:17 -0700
050 >>> EHLO
050 ( Hello []
050 250-SIZE 29696000
050 250-8bitmime
050 250-CHUNKING
050 250-AUTH LOGIN
050 250-AUTH=LOGIN
050 250 OK
050 >>> MAIL From:<> SIZE=320 AUTH=<>
050 250 OK
050 >>> RCPT To:<>
050 >>> DATA
050 250
050 354 Start mail input; end with <CRLF>.<CRLF>
050 >>> .
050 250 <> Queued mail for delivery
050 <>... Sent ( < > Queued mail for delivery)
250 2.0.0 l2TH7HeD007332 Message accepted for delivery Sent (l2TH7HeD007332 Message accepted for delivery)
Closing connection to []
>>> QUIT
221 2.0.0 closing connection

The main thing that strikes out to me is that hotmail says "Queued mail for delivery" whereas Gmail normally says "OKAY". It seems as hotmail gets the email, and then decides it's no good. I don't know if my IP is blacklisted or I have to change something in my configuration from to my IP, or what I have to do.

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I am on a VPS service (CentOS Linux) and I want my php mail function emails to send from a specified address. I've already manipulated the headers, so the emails do appear to come from the specified addres, but on mobile devices it comes up as format. I would like this to read something like

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Most entries are just a simple pair of log entries that includes the source IP address and then the details of the mailbox name, like this one:

Aug 12 08:08:18 www postfix/smtpd[4805]: warning: unknown[]: SASL LOGIN authentication failed: authentication failure
Aug 12 08:08:20 www plesk_saslauthd[4434]: failed mail authenticatication attempt for user '' (password len=6)


How are these entries generated? i.e., Why mailbox name given right away some times (like the first example) while - other times - the account name isn't displayed for several seconds - almost ninety seconds in the second example?

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Apr 3, 2015

I configured the plesk-outgoing-mail limitation as follows: Scripts are not allowed to send mails (see: URL ).

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