Separate SMTP authentification for each user

[TheSkater]

In my wingate version 6.0.4 I have setup the local mail server with 4 different user. Each user has an own local mailbox. I also have an email account for each user at my provider gmx.

The SMTP Server mail.gmx.net checks user name and password sending an email. Therefore I configured the Wingate Mail Server to this SMTP server under "Server" accordingly with username and password. I used the account from one of my users. The server should deliver all mails to the SMTP server mail.gmx.net. So the option "how to deliver: Use gateway" is selected.

But the server accepts only mail sent by the one account with wich the "server properties" are configured with. All other mail cannot be delivered because the smtp server checks the adress of the sender against the logged in account. See returned email below.

How can I configure wingate? Is there a chance to setup the smtp server login separate for each user?

Code: Select all

Reason: Remote server failed FROM command


----------------------------------------------
 A transcript of the session follows
----------------------------------------------

*  Attempting connection to mail.gmx.net[213.165.64.20] - succeeded
<= 220 {mp007} GMX Mailservices ESMTP
=> EHLO gmx.de
<= 250-{mp007} GMX Mailservices
<= 250-8BITMIME
<= 250-ENHANCEDSTATUSCODES
<= 250-AUTH=LOGIN CRAM-MD5 PLAIN
<= 250-AUTH CRAM-MD5 LOGIN PLAIN
<= 250 STARTTLS
=> STARTTLS
<= 220 2.7.0 {mp007} Ready to start TLS
=> EHLO gmx.de
<= 250-{mp007} GMX Mailservices
<= 250-8BITMIME
<= 250-ENHANCEDSTATUSCODES
<= 250-AUTH=LOGIN CRAM-MD5 PLAIN
<= 250-AUTH CRAM-MD5 LOGIN PLAIN
<= 250 STARTTLS
=> AUTH CRAM-MD5
<= 334 PDIxMTkzLjExMjM3MDc4NDBAbXAwMDc+
<= 235 2.7.0 {mp007} Go ahead
=> MAIL FROM:<xxxx.yyyyyyy@gmx.de>
<= 550 5.7.0 {mp007} Sender address does not belong to logged in user

[jamesc]

Can you try this: On the WinGate server, Delivery tab:



Click the button where the red cross is (above), and delete out the user name and password (image below).



On the email client, the setup would be:
POP3 / SMTP Server: Internal IP address of WinGate server
username: skater@gmx.de
password: blabla
"My SMTP server requires authentication"

On another computers email client, the setup would be:
POP3 / SMTP Server: Internal IP address of WinGate server
username: skater_mates@gmx.de
password: blablablur
"My SMTP server requires authentication"


If you are still having problems:

1. What domain you are using in Wingate as shown in image below.
2. What error message is happening on the email clients



Let us know how you got on.

[TheSkater]

Thank your for your answer, but it does not help.

Here a short report on the changes I made:

- Delivery Tab: "How to deliver" set to "Use Gateway"
- Gateway Server: Set to "mx0.gmx.net" and alternatively to "mail.gmx.net"
- Server properties "mx0.gmx.net" and "mail.gmx.net" no user selectet, check box "Server requires authetification" unticked and text boxes empty
- Proposed Username and password set on email clients (here Outlook Express), "Server reuired authetification" also ticked

Here my first remark: My local mailbox is named "josef", my e-mail account at gmx is named "josef.skater@gmx.de". I have an email handler in wingate mapping "josef.skater" to "josef". So receiving mails works fine with both usernames on the email client. The passwords are different between my local mailbox "josef" and my GMX-Mailbox "josef.skater". At Outlook Express you can setup a different username/password for smtp. But trying to send mails with GMX password did not work either.

My domain in wingate is set to "gmx.de". I have aliases like "home" defined.

Here additional information after sending to "mail.gmx.net:
1) Logfile SMTP

Code: Select all

08/14/05 12:53:59   127.0.0.2      0000000994   Debug:   ==== Attempting connection to mail.gmx.net[213.165.64.20]
08/14/05 12:54:00   127.0.0.2      0000000994   Debug:   mail.gmx.net   <=S: 220 {mp014} GMX Mailservices ESMTP
08/14/05 12:54:00   127.0.0.2      0000000994   Debug:   mail.gmx.net   C=>: EHLO gmx.de
08/14/05 12:54:00   127.0.0.2      0000000994   Debug:   mail.gmx.net   <=S: 250-{mp014} GMX Mailservices
08/14/05 12:54:00   127.0.0.2      0000000994   Debug:   mail.gmx.net   <=S: 250-8BITMIME
08/14/05 12:54:00   127.0.0.2      0000000994   Debug:   mail.gmx.net   <=S: 250-ENHANCEDSTATUSCODES
08/14/05 12:54:00   127.0.0.2      0000000994   Debug:   mail.gmx.net   <=S: 250-AUTH=LOGIN CRAM-MD5 PLAIN
08/14/05 12:54:00   127.0.0.2      0000000994   Debug:   mail.gmx.net   <=S: 250-AUTH CRAM-MD5 LOGIN PLAIN
08/14/05 12:54:00   127.0.0.2      0000000994   Debug:   mail.gmx.net   <=S: 250 STARTTLS
08/14/05 12:54:00   127.0.0.2      0000000994   Debug:   mail.gmx.net   C=>: STARTTLS
08/14/05 12:54:00   127.0.0.2      0000000994   Debug:   mail.gmx.net   <=S: 220 2.7.0 {mp014} Ready to start TLS
08/14/05 12:54:00   127.0.0.2      0000000994   Debug:   mail.gmx.net   C=>: EHLO gmx.de
08/14/05 12:54:00   127.0.0.2      0000000994   Debug:   mail.gmx.net   <=S: 250-{mp014} GMX Mailservices
08/14/05 12:54:00   127.0.0.2      0000000994   Debug:   mail.gmx.net   <=S: 250-8BITMIME
08/14/05 12:54:00   127.0.0.2      0000000994   Debug:   mail.gmx.net   <=S: 250-ENHANCEDSTATUSCODES
08/14/05 12:54:00   127.0.0.2      0000000994   Debug:   mail.gmx.net   <=S: 250-AUTH=LOGIN CRAM-MD5 PLAIN
08/14/05 12:54:00   127.0.0.2      0000000994   Debug:   mail.gmx.net   <=S: 250-AUTH CRAM-MD5 LOGIN PLAIN
08/14/05 12:54:00   127.0.0.2      0000000994   Debug:   mail.gmx.net   <=S: 250 STARTTLS
08/14/05 12:54:00   127.0.0.2      0000000994   Debug:   mail.gmx.net   C=>: MAIL FROM:
08/14/05 12:54:00   127.0.0.2      0000000994   Debug:   mail.gmx.net   <=S: 550 5.7.0 {mp014} Need to authenticate via SMTP-AUTH-Login
08/14/05 12:54:00   127.0.0.2      0000000994   Debug:   mail.gmx.net   C=>: RSET
08/14/05 12:54:00   127.0.0.2      0000000994   Debug:   mail.gmx.net   <=S: 250 2.0.0 {mp014} Flushed
08/14/05 12:54:00   127.0.0.2      0000000994   Debug:   mail.gmx.net   C=>: QUIT
08/14/05 12:54:00   127.0.0.2      0000000994   Debug:   ==== Server mail.gmx.net closed connection

2) Returned mail to sender

Code: Select all

This is a system generated message - Please do not reply

----------------------------------------------
 Permanent delivery failure
----------------------------------------------

Your message has encountered permanent delivery problems to the following recipients:

xxxxx.yyyy@t-online.de


Reason: Remote server failed FROM command


----------------------------------------------
 A transcript of the session follows
----------------------------------------------

*  Attempting connection to mail.gmx.net[213.165.64.20] - succeeded
<= 220 {mp014} GMX Mailservices ESMTP
=> EHLO gmx.de
<= 250-{mp014} GMX Mailservices
<= 250-8BITMIME
<= 250-ENHANCEDSTATUSCODES
<= 250-AUTH=LOGIN CRAM-MD5 PLAIN
<= 250-AUTH CRAM-MD5 LOGIN PLAIN
<= 250 STARTTLS
=> STARTTLS
<= 220 2.7.0 {mp014} Ready to start TLS
=> EHLO gmx.de
<= 250-{mp014} GMX Mailservices
<= 250-8BITMIME
<= 250-ENHANCEDSTATUSCODES
<= 250-AUTH=LOGIN CRAM-MD5 PLAIN
<= 250-AUTH CRAM-MD5 LOGIN PLAIN
<= 250 STARTTLS
=> MAIL FROM:<pppp.skater@gmx.de>
<= 550 5.7.0 {mp014} Need to authenticate via SMTP-AUTH-Login

----------------------------------------------
 Your original message (in part):
----------------------------------------------

Received: From josef (unverified [127.0.0.1]) by SMTP Server [127.0.0.1]
 (WinGate SMTP Receiver v6.0.4 (Build 1025)) with SMTP id <0000000211@gmx.de>;
 Sun, 14 Aug 2005 12:53:43 +0200
Message-ID: <006e01c5a0be$6fdd4650$0100a8c0@josef>
From: "ppppp qqqq" <pppp.skater@gmx.de>
To: "<xxxxx.yyyy@t-online.de>
Subject: Test
Date: Sun, 14 Aug 2005 12:53:42 +0200
MIME-Version: 1.0
Content-Type: multipart/alternative;
boundary="----=_NextPart_000_006B_01C5A0CF.33557480"
X-Priority: 3
X-MSMail-Priority: Normal
X-Mailer: Microsoft Outlook Express 6.00.2900.2527
X-MimeOLE: Produced By Microsoft MimeOLE V6.00.2900.2527

This is a multi-part message in MIME format.

------=_NextPart_000_006B_01C5A0CF.33557480
Content-Type: text/plain;
charset="iso-8859-1"
Content-Transfer-Encoding: quoted-printable


Test

Here additional information after sending to "mx0.gmx.net:
1) Logfile SMTP

Code: Select all

08/14/05 14:11:22   SMTP Server   Debug:   Domain send queue forced (ignores scheduled time and thread count)
08/14/05 14:11:22   127.0.0.2      0000001745   Debug:   ==== Attempting connection to mx0.gmx.net[213.165.64.100]
08/14/05 14:11:22   127.0.0.2      0000001745   Debug:   ==== Server mx0.gmx.net closed connection
08/14/05 14:11:24   127.0.0.2      0000001745   Traffic    0   0   0   0   2s
08/14/05 14:11:24   127.0.0.2      0000001745   Terminated exit code 0
08/14/05 14:11:24   SMTP Server   Debug:   Domain send queue forced (ignores scheduled time and thread count)
08/14/05 14:11:24   127.0.0.2      0000001746   Requested:   SMTP Delivery to mx0.gmx.net [try 20] : Failed to deliver after 20 tries
08/14/05 14:11:24   127.0.0.2      0000001746   Debug:   ==== job completed error 4 with RCP file remaining 0000000215
08/14/05 14:11:24   127.0.0.2      0000001746   Requested:   Returned undeliverable mail for mx0.gmx.net

2) Returned mail to sender

Code: Select all

This is a system generated message - Please do not reply

----------------------------------------------
 Permanent delivery failure
----------------------------------------------

Your message has encountered permanent delivery problems to the following recipients:

xxx.yyyy@t-online.de


Reason: Failed all retries, giving up


----------------------------------------------
 Your original message (in part):
----------------------------------------------

Received: From josef (unverified [127.0.0.1]) by SMTP Server [127.0.0.1]
 (WinGate SMTP Receiver v6.0.4 (Build 1025)) with SMTP id <0000000215@gmx.de>;
 Sun, 14 Aug 2005 13:51:22 +0200
Message-ID: <00b901c5a0c6$7dbcef70$0100a8c0@josef>
From: "pppp qqqq" <pppp.skater@gmx.de>
To: <xxxx.yyyyyy@t-online.de>
Subject: Test
Date: Sun, 14 Aug 2005 13:51:22 +0200
MIME-Version: 1.0
Content-Type: multipart/alternative;
boundary="----=_NextPart_000_00B6_01C5A0D7.4139D890"
X-Priority: 3
X-MSMail-Priority: Normal
X-Mailer: Microsoft Outlook Express 6.00.2900.2527
X-MimeOLE: Produced By Microsoft MimeOLE V6.00.2900.2527

This is a multi-part message in MIME format.

------=_NextPart_000_00B6_01C5A0D7.4139D890
Content-Type: text/plain;
charset="iso-8859-1"
Content-Transfer-Encoding: quoted-printable

Test

Why is is not possible in wingate to define an smtp server authentification for each local mailbox? This would help in my case.

The "gmx.net" server allows one other SMTP autentification method ""POP3 before SMTP". do you see a chnce to use this?

[Nev]

Hi Skater,

This can be done, in fact have just modelled it on my network.

NAT must be installed and active.

Turn off the SMTP Server in Wingate with right click / stop.

In the client application configure for a direct connection to the internet:

Server: mail.isp.com
Auth: *************

Configure the NIC of the workstation to have a Default Gateway & DNS pointing to the Wingate machine eg: 192.168.0.1

If this schema works change the SMTP Server Startup in Wingate to disabled.

Report back if this is a solution for you.

[TheSkater]

Hi Nev,

I do not prefer to setup my clients in that way that they send email directly to my ISP. I want also use internal mails, there wingate should handle sending of all mails.

Regards
The Skater

[Nev]

Hi Nev,

I do not prefer to setup my clients in that way that they send email directly to my ISP. I want also use internal mails, there wingate should handle sending of all mails.

Regards
The Skater

Ok, Wingate is still handling the mail except it is NAT traffic, instead of Proxy server.

You could create another SMTP server with a different port say 8025, use that for local mail transfer with clients and have your authentication requirements to the internet via NAT.

Otherwise their is little option with this configuration apart from multiple SMTP proxy servers for each account with authentication by Wingate [ugggh] :-((

[adrien]

Hi

WinGate was not designed to deal with SMTP servers that need different credentials for each different return address. It can only use one username/password for each server. I don't know of any other mail servers that support this.

Can you talk to your ISP about relaxing this requirement? This is probably your easiest option, if your ISP can allow you to use one account to send from a number of mailboxes, your problem would be solved.

Otherwise, can you get WinGate to deliver directly to the end server rather than delivering all mail to a gateway? Sounds like most SMTP servers on the net are less paranoid than your ISP. Depending on your IP address and how your ISP configures reverse DNS, you may be blocked by some SMTP servers though.

Adrien

[TheSkater]

Hi adrien,

thanks vor this clear answer about my "paranoid" ISP and the setup within wingate.

What do you mean exactly with "reverse DNS" when delivering mails directly. I tried this first but was not successfull delivering mails to "t-online.de" for example. Where can I find more information or examples for a usefull configuration for direct delivery?

Best regards
Josef