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AbidFlag for United Kingdom of Great Britain and Northern Ireland

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Error: smtp;550-Please turn on SMTP Authentication in your mail client

Hi All,

Need a bit of help here to understand below error. Our Chairman got below Delivery Failure message when he replied an email of a client. He has recently sent/received email to/from this particular client without any issues. *I have altered email address, domain and IP from delivery report below*

Note: We are running Exchange 2003-SP2 on an in-house SBS 2003 server and for spam filtering we have CA Gateway Security suite installed.

*********************************************
This is an automatically generated Delivery Status Notification.

Delivery to the following recipients failed.

      Robert@abc.com

Reporting-MTA: dns;stateofflux.co.uk Final-Recipient: rfc822;Robert@abc.com Action: failed Status: 5.5.0 Diagnostic-Code: smtp;550-Please turn on SMTP Authentication in your mail client. 550-sbs.our-domain.co.uk (ourdomain.co.uk) [212.213.214.215]:49035 is not 550 permitted to relay through this server without authentication. X-Display-Name: Robert Giles
*********************************************

An Exchange error status code document suggests, "550 is always a problem external to your own mail server. Usually it is at the recipient’s end, but it could also originate from inside your own “walls” through being caused, for example, by a firewall appliance which scans your outgoing emails once they have left your server."

Thanks for your attention.

Regards,
Abid
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mars-vie
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If ourdomain.co.uk is is you inhouse maildomain the problem is authentication resp. relay settings, your mailserver restricts relaying.

I don't know if your chairman sent the message from an inhouse PC or from another location - sending via your Exchange MTA.
I would check relay setting and authentication in both mailserver and client.

M@RS
I would agree that the message is probably external to you and is being rejected by the recipients mail server.

How does mail leave your server? Does it go via a smart-host?
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Abid
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ASKER

The problem appears to be at the recipient side. There is no need to investigate this issue any further.