Hi,

i have here postfix 2.6.5 on Ubuntu. Outgouing mails are sent via an
external SMTP Server (relayhost..). When i send an email from a local
user to a real email address i have in the email header "Return-Path:
root@SERVER_NAME". So i can't get back any bouncing or error mails.. I
use the server mainly for websites so when i send mails via the
webserver then i have the same problem, the envelope sender is
"www-data@SERVER_NAME" (i know i could change this via PHP-Mail command
but i'm using a CMS and i won't change that..) So i tried to masquerade
ONLY the envelope sender address. For this i use Canonical address mapping.
/etc/postfix/main.cf:
sender_canonical_classes = envelope_sender
sender_canonical_maps = hash:/etc/postfix/sender_canonical

/etc/postfix/sender_canonical:
@SERVER_NAME     i...@example.org

Now if i do as root or as any other local user:
mail -s testoMail local_user < mailContent.txt

then not only the envelope sender (Return-Path) gets changed, but also
the *header_sender (From: ..)*

this is the source-code of the mail;
>From masquera...@example.org  Wed Jan 26 10:00:48 2011
Return-Path: <masquera...@example.org>
X-Original-To: local_user@SERVER_NAME Delivered-To: local_user@SERVER_NAME
Received: by SERVER_NAME (Postfix, from userid 0)
    id 7C11D255B447; Wed, 26 Jan 2011 10:00:48 +0100 (CET)
Subject: testmail
To: <local_user@SERVER_NAME>
X-Mailer: mail (GNU Mailutils 2.0)
Message-Id: <20110126090048.7C11D255B447@SERVER_NAME>
Date: Wed, 26 Jan 2011 10:00:48 +0100 (CET)
From: masquera...@example.org (root)

mailContent..

so why does postfix also masquerade the From: header if i set in
"sender_canonical_classes = envelope_sender"? I tried this on another
postfix server (version 2.5.1) and there the problem doesn't exist. Also
interesting is that if i set the FROM header via the unix mail command
(for example: mail -a "FROM: root@SERVER_NAME" -s testoMail local_user <
mailContent.txt) then only the envelope sender get changed.

I'm very confused now and i hope someone can help me. I'm also
interested if someone has a better approach of doing this. Maybe i
should also note that my Unix hostname (/etc/hostname) is different than
"myhostname" in postfix, but i think thats no problem?

Georg

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