Cisco Cisco Email Security Appliance X1070 Troubleshooting Guide

Contributed by Enrico Werner, Cisco TAC Engineer.
Jul 01, 2014

This document describes a problem that is encountered on the Cisco Email Security Appliance (ESA) after a
migration from the Microsoft Exchange Server Version 2003 to the Microsoft Exchange Server Version 2010
(SP3) where the Simple Mail Transfer Protocol (SMTP) authentication from AsyncOS Version 7.5.1−102
towards the Exchange Server fails.

Note: This document assumes that the ESA is properly configured with an SMTP Authentication Forwarding
profile and a Simple Authentication and Security Layer (SASL) login mechanism.

If a remote user connects to the ESA and uses SMTP Authentication, the ESA uses the credentials and
forwards them to the internal SMTP server. In this case, the SMTP server does not accept the SMTP
authentication credentials and SMTP Authentication errors occur in the mail log file:

Mon Feb 24 12:42:10 2014 Info: New SMTP ICID 20207685 interface Data 1A

 (172.17.1.56) address 30.98.71.119 reverse dns host unknown verified no

Mon Feb 24 12:42:10 2014 Info: ICID 20207685 ACCEPT SG AUTHENTICATED match

 10.98.0.0/16 SBRS 5.1

Mon Feb 24 12:42:10 2014 Info: SMTP Auth: (ICID 20207685) could not reach

 forwarding server 172.17.1.248

Mon Feb 24 12:42:10 2014 Warning: SMTP Auth: could not reach forwarding server

 172.17.1.248 with reason: No ESMTP AUTH keyword was presented.

Mon Feb 24 12:42:10 2014 Info: ICID 20207685 lost

Mon Feb 24 12:42:10 2014 Info: ICID 20207685 close

This problem is caused by the receive connector configurations on the Exchange Server. In order to solve this
problem, ensure that the authentication and the receive connectors on the Exchange Server are configured as
anonymous.

Tip: Refer to the Allow Anonymous Relay on a Receive Connector Microsoft Exchange article for more
information.

Updated: Jul 01, 2014

Document ID: 117836