On Thu, 2 Sep 2010, Emin Akbulut wrote:

Good. My test mail headers rejected here:          : P

It's best to post sample messages to a site like pastebin, and then just post the URL for that here. A sample sent to the mailing list will, as you've seen, be subject to scanning and rejection, as well as subject to modification by any host it passes through, making it more difficult to trust as the basis for analysis.

*I try again:*

There is no second MTA/SMTP server. Imagine 3 machines
in my environment: 1. Mail client, 2: Mail server 3: SA server.
Test message is OUTGOING message, I'm authenticated user.

That's the second possible scenario I was wondering about, but I did not want to complicate my original question too much.

You are scanning outbound email. That detail may not have been clear in the original posts.

Someone else with experience scanning outbound mail may have more suggestions to offer, as I do not scan outbound mail and don't have experience with all of the gotchas.

The only HELO command sender is my mail client and it's not
a relay server, huh?

No, but from the point of view of the SMTP exchange there isn't any explicit distinction between an originator of a message and an intermediate relay.

A quick note before all my commentary: setting your mail client(s) to use a fully-qualified domain name as the HELO string would fix the problem. Doing this in Outlook might require changing the network name of your computer. I don't use Outlook so I can't offer exact instructions.

On to the commentary...

Is the IP address below modified by you in any way to protect privacy? If not, then that's a public Internet IP address. Not seeing a reserved network there makes me assume your mail client is not on a private subnet on the private side of your MTA. Some of my comments will be based on that assumption, I apologize if I am in error.

From the headers that it appears you are not using authenticated SMTP. You
should be. That would greatly help SA figure things out when the mail clients you're serving are on the public Internet.

Since you are not using authenticated SMTP, you are not an "authenticated user" as you claimed to be above. What exactly makes you an "authenticated user"?

To check my assumption: is your mail client actually on a private subnet under your control, or is it directly connected to the Internet somewhere else and getting an IP address you cannot control or predict?

If the clients are on a private subnet under your control, you can tell SA that their subnet is "internal", you can tell your MTA to not pass outbound messages to SA (based on the IP address), or you write an offsetting rule that matches locally-originated email (based on the IP address in a Received: header) and adds some negative points to the score.

(Side question: if your mail clients _are_ on a privately-controlled subnetwork, why didn't you use one of the network address spaces reserved for that purpose?)

Original test message headers:

Received: from ea2 ([78.186.240.194]) by izsmmmo.com with MailEnable ESMTP;
Wed, 1 Sep 2010 15:30:15 +0300
Message-ID: <e9bfbdbd61f044c288b222e857ff6...@ea2>
From: <emin.akbu...@izsmmmo.com>
To: <eminakbu...@gmail.com>
Subject: HELO_NO_DOMAIN test
Date: Wed, 1 Sep 2010 15:23:20 +0300
MIME-Version: 1.0
Content-Type: multipart/alternative;
boundary="----=_NextPart_000_0003_01CB49E9.9C0B6070"
X-Priority: 3
X-MSMail-Priority: Normal
Importance: Normal
X-Mailer: Microsoft Windows Live Mail 14.0.8117.416
X-MimeOLE: Produced By Microsoft MimeOLE V14.0.8117.416

Bu, MIME bi??iminde ??ok tarafl?? bir iletidir.

------=_NextPart_000_0003_01CB49E9.9C0B6070
Content-Type: text/plain;
charset="iso-8859-9"
Content-Transfer-Encoding: quoted-printable

 XJS*C4JDBQADN1.NSBN3*2IDNEN*@@@@@@@GTUBE@
@@-STANDARD-ANTI-UBE-TEST-EMAIL*C.34X
------=_NextPart_000_0003_01CB49E9.9C0B6070
Content-Type: text/html;
charset="iso-8859-9"
Content-Transfer-Encoding: quoted-printable


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