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Albert Widjaja
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#< #5.0.0 smtp; 5.4.7 - Delivery expired (message too old) 'EOF' (delivery attempts: 0)> #SMTP#

I had this question after viewing Exchange Message Reject 5.4.7.


I've been told by my customer that they are getting this NDR: #< #5.0.0 smtp; 5.4.7 - Delivery expired (message too old) 'EOF' (delivery attempts: 0)> #SMTP# when sending email to one of the accepted email domain in my Exchange server.

What does it means and where does the email being hold up before it is expired and discarded?

There is another SmartHost (Virtual Appliance) VM that is running email hygiene check, but so far I did not find any error in the spam filter.
ExchangeEmail ServersOutlookActive DirectoryEmail Protocols

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Albert Widjaja

8/22/2022 - Mon

If I am reading your situation correctly this  suggests that the SMTP server they use to send email to your Exchange server is unable to contact your server.  The error is self explanatory in that their server has tried to contact your mail server repeatedly and after a preconfigured period hasn't been able to and expired the msg.

  1. Are the senders sending say via their ISP's SMTP server
  2. Have you changed IP addresses for your external gateway, looking to see if a DNS server has an old IP for your MX record
  3. Use something like DNS Checker.org to make sure your correct IP is replicated.
  4. Use MXToolbox to see what results are reported
  5. Do an NSLOOKUP from the customers site to see what IP the MX record has returned
Albert Widjaja


I do have MXToolbox premium access, but which test do I need to run ?
because my customer IT department insist that the problem is not on their own.

But upon digging through the Spam filter and also Exchange server, I cannot find the email logged in both systems.

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Albert Widjaja

I'm using Exchange server 2013.
Experts Exchange has (a) saved my job multiple times, (b) saved me hours, days, and even weeks of work, and often (c) makes me look like a superhero! This place is MAGIC!
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Albert Widjaja

THe client hasn't responded yet, but I reckon it is their issue.