Solved

Gmail Messages Bouncing:  Exchange 2007-  550 mailbox unavailable (state 18)

Posted on 2011-09-19
8
1,283 Views
Last Modified: 2012-05-12
Facts:
Microsoft Exchange 2007 SP1
Watchguard Firewall
TrendMicro Worry Free Advanced (Spam Filtering)
HughesNet Satellite ISP

Problem:  Messages sent from Gmail, etc are receving:

Technical details of permanent failure:
Google tried to deliver your message, but it was rejected by the recipient domain. We recommend contacting the other email provider for further information about the cause of this error. The error that the other server returned was: 550 550 Requested action not taken: mailbox unavailable (state 18).


Exchange sends fine , and receives some mail correctly (nothing in the Que - Watchguard routing correctly)
MXToolbox shows MX record correctly knows hostname
MXToolbox shows no blacklist issues
TestExchangeConnectivity.com shows everything working correctly.
Nothing in the Trend Quarantine or logs
Hughesnet has indicated that it will NOT create a PTR record for my static IP.

Seems as though the message is getting rejected early in the process...

A. What is the problem?
B. How can I remedy this?

0
Comment
Question by:NorthernHills
[X]
Welcome to Experts Exchange

Add your voice to the tech community where 5M+ people just like you are talking about what matters.

  • Help others & share knowledge
  • Earn cash & points
  • Learn & ask questions
  • 5
  • 2
8 Comments
 
LVL 14

Expert Comment

by:setasoujiro
ID: 36562919
You should enable logging on the firewall and see if that is blocking the mail.
Otherwise you could try and setup an exception in WG smtp proxy for *@gmail.com
and the same for the Trend Micro, and see if it helps.
0
 
LVL 20

Assisted Solution

by:Satya Pathak
Satya Pathak earned 50 total points
ID: 36563216
Please go through .. i think below mentioned article will be help you ..

http://social.technet.microsoft.com/Forums/en-US/exchangesvradmin/thread/2106d573-168f-456c-9db7-676b473bdbe8/ 

0
 

Author Comment

by:NorthernHills
ID: 36563233
Im not using spamblocker on Watchguard (nor antivirus), and do not get a watchguard error.  The returned email is as follows:

Delivered-To: myemail@gmail.com
Received: by 10.236.103.44 with SMTP id e32cs348094yhg;
        Mon, 19 Sep 2011 13:20:19 -0700 (PDT)
Received: from mr.google.com ([10.236.175.34])
        by 10.236.175.34 with SMTP id y22mr24567691yhl.103.1316463619276 (num_hops = 1);
        Mon, 19 Sep 2011 13:20:19 -0700 (PDT)
Received: by 10.236.175.34 with SMTP id y22mr16730537yhl.103.1316463619171;
        Mon, 19 Sep 2011 13:20:19 -0700 (PDT)
MIME-Version: 1.0
Return-Path: <>
Received: by 10.236.175.34 with SMTP id y22mr24564901yhl.103; Mon, 19 Sep 2011
 13:20:19 -0700 (PDT)
From: Mail Delivery Subsystem <mailer-daemon@googlemail.com>
To: myemail@gmail.com
X-Failed-Recipients: audit@mydomain.com
Subject: Delivery Status Notification (Failure)
Message-ID: <20cf305e287f61632c04ad511247@google.com>
Date: Mon, 19 Sep 2011 20:20:19 +0000
Content-Type: text/plain; charset=ISO-8859-1
Content-Transfer-Encoding: quoted-printable

Delivery to the following recipient failed permanently:

     audit@mydomain.com

Technical details of permanent failure:=20
Google tried to deliver your message, but it was rejected by the recipient =
domain. We recommend contacting the other email provider for further inform=
ation about the cause of this error. The error that the other server return=
ed was: 550 550 Requested action not taken: mailbox unavailable (state 18).

----- Original message -----

MIME-Version: 1.0
Received: by 10.236.175.34 with SMTP id y22mr16728612yhl.103.1316463602788;
 Mon, 19 Sep 2011 13:20:02 -0700 (PDT)
Received: by 10.236.103.44 with HTTP; Mon, 19 Sep 2011 13:20:02 -0700 (PDT)
Date: Mon, 19 Sep 2011 14:20:02 -0600
Message-ID: <CAF-GREyLn+2zz0TONmYEHAJzKevLnu1uUWxWGA9tjwAVyZDUMQ@mail.gmail=
.com>
Subject: Testing 10
From: ThatsMe <myemail@gmail.com>
To: audit@mydomain.com
Content-Type: multipart/alternative; boundary=3D20cf305e287f6768b104ad51111=
5

Testing
0
Efficient way to get backups off site to Azure

This user guide provides instructions on how to deploy and configure both a StoneFly Scale Out NAS Enterprise Cloud Drive virtual machine and Veeam Cloud Connect in the Microsoft Azure Cloud.

 

Author Comment

by:NorthernHills
ID: 36563275
Just saw something...

My A records:
@ =  70.xx.xx.xxx (web server ) working!
mail = 174.xx.xx.xxx
remote = 174.xx.xx.xxx
smtp = 174.xx.xx.xxx

CNAME:
ftp= @
www  @

MX:

10 - @ - remote.mydomain.com (this is the same on the outbound and incoming connectors on exchange 2007)


Question is, do I need to use MAIL - instead of "remote"

0
 

Author Comment

by:NorthernHills
ID: 36563333
Restarted all spam filtering on server in exchange - still no joy
0
 
LVL 14

Accepted Solution

by:
setasoujiro earned 450 total points
ID: 36564921
No you do not need to use mail instead of remote.

Can you use telnet to deliver a mail to your site with a gmail address?
just in case you don't know how to to this: download PUTTY

telnet into your mailserver from external :
telnet "remote.bla.com" on port 25
ehlo yourdomain.com (or helo, depends on the server)
mail from: someone@gmail.com
rcpt to: someone@inyourcompany.com
data:
subject: test

BLA BLA TEST TEST

.

don't fortget the " . " at the end to close

0
 

Assisted Solution

by:NorthernHills
NorthernHills earned 0 total points
ID: 36588751
So turns out it was a couple issues...

Had to remove the xxx.local as the default mail handler, and replace with mydomain.com

Didnt work immediately, but by the next morning was taking in email correctly.

Points split!
0
 

Author Closing Comment

by:NorthernHills
ID: 36715382
All answers contributed to us finding the solution!
0

Featured Post

Industry Leaders: We Want Your Opinion!

We value your feedback.

Take our survey and automatically be enter to win anyone of the following:
Yeti Cooler, Amazon eGift Card, and Movie eGift Card!

Question has a verified solution.

If you are experiencing a similar issue, please ask a related question

This article will help to fix the below errors for MS Exchange Server 2013 I. Certificate error "name on the security certificate is invalid or does not match the name of the site" II. Out of Office not working III. Make Internal URLs and Externa…
Check out this step-by-step guide for using the newly updated Experts Exchange mobile app—released on May 30.
To show how to generate a certificate request in Exchange 2013. We show this process by using the Exchange Admin Center. Log into Exchange Admin Center.:  First we need to log into the Exchange Admin Center. Navigate to the Servers >> Certificates…
This video shows how to quickly and easily add an email signature for all users on Exchange 2016. The resulting signature is applied on a server level by Exchange Online. The email signature template has been downloaded from: www.mail-signatures…
Suggested Courses
Course of the Month3 days, 11 hours left to enroll

630 members asked questions and received personalized solutions in the past 7 days.

Join the community of 500,000 technology professionals and ask your questions.

Join & Ask a Question