Link to home
Create AccountLog in
Exchange

Exchange

--

Questions

--

Followers

Top Experts

Avatar of Vince Glisson
Vince Glisson🇺🇸

Sender IP rejected by reverse DNS lookup
We have been getting more and more emails rejected due to reverse DNS look-ups that fail.

The email headers in our outgoing email contain the internal server name which is a .local.

How do i get the reverse DNS look ups to come back valid.
 
I realize the complexity of that simple question, but still hoping for a simple and complete solution.

Sonicwall NSA 2400 firewall
Barracuda 300 spam firewall
MS Exchange Server 2010 (on server 2008R2)

Thanks

v

Zero AI Policy

We believe in human intelligence. Our moderation policy strictly prohibits the use of LLM content in our Q&A threads.


Avatar of KimputerKimputer

Before checking those hardware/software configs, are you sure your outgoing IP has a proper reverse DNS entry to begin with?
If not, it doesn't matter what you configure, it will always fail.
If not, check with your ISP to fix the reverse DNS entry.

Avatar of Simon Butler (Sembee)Simon Butler (Sembee)🇬🇧

The only entry that matters is the FQDN on the Send Connector, IF Exchange sends directly to the internet. If it is sending via your appliance, then it comes down to how the appliance is configured.

You cannot eliminate the .local from all headers, because Exchange moves the email internally. However that should not cause a problem with email flow and email being rejected - they are just looking at the initial connection.

Simon.

Avatar of Vince GlissonVince Glisson🇺🇸

ASKER

@Kimputer

The external static IP on our firewall is xx.xx.xx.xx which resolves to mail.ourdomain.co

and mail.ourdomain.co resolves to xx.xx.xx.xx

this comes from our ISP dns servers (checked from mxtools)

Reward 1Reward 2Reward 3Reward 4Reward 5Reward 6

EARN REWARDS FOR ASKING, ANSWERING, AND MORE.

Earn free swag for participating on the platform.


Then, as advised by Simon, you should indeed look at the FQDN string:

https://technet.microsoft.com/en-us/library/bb629503(v=exchg.141).aspx

Avatar of Sudeep SharmaSudeep Sharma🇮🇳

Do you have a copy of such rejected email?
Hide the sensitive information and post the content of such rejection.

Sudeep

Avatar of Vince GlissonVince Glisson🇺🇸

ASKER

@Sudeep

mailrelay5.nv.gov rejected your message to the following e-mail addresses:

nevadaolt@tax.state.nv.us (nevadaolt@tax.state.nv.us)
mailrelay5.nv.gov gave this error:
Sender IP reverse lookup rejected

A problem occurred during the delivery of this message to this e-mail address. Try sending this message again. If the problem continues, please contact your helpdesk.

Diagnostic information for administrators:

Generating server: our_email_server.our_domain.local

nevadaolt@tax.state.nv.us
mailrelay5.nv.gov #550 Sender IP reverse lookup rejected ##

Original message headers:

Received: from our_email_server.our_domain.local ([::1]) by
 our_email_server.our_domain.local ([::1]) with mapi id 14.03.0279.002; Wed, 20
 Apr 2016 07:43:14 -0700
From: My Name <my email address>
To: "nevadaolt@tax.state.nv.us" <nevadaolt@tax.state.nv.us>
Subject: Test
Thread-Topic: Test
Thread-Index: AQHRmxL3wbIxcxkoT0e8TTsZfqnB2A==
Date: Wed, 20 Apr 2016 14:43:13 +0000
Message-ID: <D5B7FCAA-D87F-4200-9FEA-2C0B504EB95A@wirc.co>
Accept-Language: en-US
Content-Language: en-US
X-MS-Has-Attach: yes
X-MS-TNEF-Correlator:
user-agent: Microsoft-MacOutlook/f.15.1.160411
x-originating-ip: [192.168.1.56]
x-exclaimer-md-config: d50af1dc-6ab8-492a-bb43-3dd2988cbab0
Content-Type: multipart/related;
      boundary="_007_D5B7FCAAD87F42009FEA2C0B504EB95Awircco_";
      type="multipart/alternative"
MIME-Version: 1.0

Free T-shirt

Get a FREE t-shirt when you ask your first question.

We believe in human intelligence. Our moderation policy strictly prohibits the use of LLM content in our Q&A threads.


Avatar of Vince GlissonVince Glisson🇺🇸

ASKER

@Kimputer,

There is only one send connector and it is defined as follows:

General -> FQDN is mail.our_domain.co

Address Space -> SMTP * 1

Network-> Use DNS MX records to route mail automatically

Source Server-> our_email_server.our_domain.local

Avatar of Simon Butler (Sembee)Simon Butler (Sembee)🇬🇧

Do a test as I have outlined here:
http://blog.sembee.co.uk/post/Exchange-200720102013-Outbound-SMTP-Banner-Testing

That will confirm exactly how the internet sees your server.

Simon.

Avatar of Vince GlissonVince Glisson🇺🇸

ASKER

@Simon,

emmex.spamhaus.org gave this error:
*** The HELO for IP address xx.xx.xx.xx was 'mail.our_domain.co' (valid syntax) ***

Reward 1Reward 2Reward 3Reward 4Reward 5Reward 6

EARN REWARDS FOR ASKING, ANSWERING, AND MORE.

Earn free swag for participating on the platform.


ASKER CERTIFIED SOLUTION
Avatar of Simon Butler (Sembee)Simon Butler (Sembee)🇬🇧

Link to home
membership
Log in or create a free account to see answer.
Signing up is free and takes 30 seconds. No credit card required.
Create Account
Exchange

Exchange

--

Questions

--

Followers

Top Experts

Exchange is the server side of a collaborative application product that is part of the Microsoft Server infrastructure. Exchange's major features include email, calendaring, contacts and tasks, support for mobile and web-based access to information, and support for data storage.