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When out of office mails from our company go to a gmail address, we get this error in return:

May 2 12:59:29 lg-info-mail postfix/smtp[22620]: AB34490FD1: to=, relay=gmail-smtp-in.l.google.com[64.233.166.26]:25, delay=0.11, delays=0.01/0/0.1/0, dsn=5.0.0, status=bounced (host gmail-smtp-in.l.google.com[64.233.166.26] said: 550 Requested action not taken: mailbox unavailable (in reply to MAIL FROM command))

My mail has X-Envelope-From and From set.

What does "in reply to MAIL FROM command" means exactly? What is my mail lacking of?

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  • Does your autoresponder use a fake email address? May 2 '19 at 15:30
  • First I do not know how to do this. I nearly sure it doesn't. The respons is Exchange 2010 Out of office TNEF mail which is sent with an empty sender. I should have talked about this. But, who is issuing the MAIL FROM command and what is empty?
    – Philipili
    May 2 '19 at 15:45
  • In this context, the mail server which contacted Google issued the MAIL FROM command. The bounce message should have included the headers of the rejected message. It would be a good idea to look at that. May 2 '19 at 15:46
  • Unfortunatly I don't know how to do this. There is some kind of mail id (AB34490FD1) but I can't postcat -vq it. It says "no such file or directory". I don't know if this error is a mail and in which mailbox it was sent. Postfix is MTA between my Exchange 2010 and the rest of the world by the way.
    – Philipili
    May 3 '19 at 9:34
  • When I try to send a mail to gmail (gmail-smtp-in.l.google.com) manually, and I enter en empty mail from (MAIL FROM:<>), I get the error "550 Requested action not taken: mailbox unavailable". So, this is, I believe, exactly when I get my error.
    – Philipili
    May 3 '19 at 12:58

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