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REJECTED - Bad HELO - Host impersonating

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  • REJECTED - Bad HELO - Host impersonating

    Morning all,

    Can't for the life of me work out why I'm getting this bounce from exchange 2010. gave this error:
    #550 "REJECTED - Bad HELO - Host impersonating []" ##

    Only get it from 2 domains, checked my MX records, rDNS & SPF is ok... & MXToolbox doesn't report any issues...
    Any ideas what I should look into next??

    Many thanks

    Last edited by QuattroDave; 8th November 2012, 12:02. Reason: typo

  • #2
    Re: REJECTED - Bad HELO - Host impersonating

    What is the rest of the message?
    Tom Jones
    MCT, MCSE (2000:Security & 2003), MCSA:Security & Messaging, MCDBA, MCDST, MCITP(EA, EMA, SA, EDA, ES, CS), MCTS, MCP, Sec+
    IT Trainer / Consultant
    Ossian Ltd

    ** Remember to give credit where credit is due and leave reputation points where appropriate **


    • #3
      Re: REJECTED - Bad HELO - Host impersonating

      The entire message (with some details altered) reads:- rejected your message to the following e-mail addresses:

      [email protected] ([email protected]) gave this error:
      "REJECTED - Bad HELO - Host impersonating []"

      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: SBS2011.mydomain.local

      [email protected] #550 "REJECTED - Bad HELO - Host impersonating []" ##

      Original message headers:

      Received: from SBS2011.mydomain.local ([fe80::8977:42c3:3820:d676]) by
      SBS2011.mydomain.local ([fe80::8977:42c3:3820:d676%10]) with mapi id
      14.01.0421.002; Thu, 8 Nov 2012 10:38:21 +0000
      From: Dave <[email protected]>
      To: "[email protected]" <[email protected]>
      Subject: Urgent - Please read
      Thread-Topic: Urgent - Please read
      Thread-Index: AQHNuoD+uc9zykwzgES9KVV2wVh0fJfa6+/QgAHmTuCAAD4JoIAACKAggAD987CAAIqqcIABI4/Q
      Date: Thu, 8 Nov 2012 10:38:20 +0000
      Message-ID: <[email protected] ydomain.local>
      References: <[email protected]>

      Accept-Language: en-GB, en-US
      Content-Language: en-US
      X-MS-Has-Attach: yes
      x-originating-ip: [81.104.37.xx]
      x-esetresult: clean, is OK
      x-esetid: A6DCF323B1CB2B32F09CAC
      Content-Type: multipart/related;
      boundary="_004_8505C79133280F40AE8304D414399E0202C 82AAFEBSSBS2011mydomainloca_";
      MIME-Version: 1.0


      • #4
        Re: REJECTED - Bad HELO - Host impersonating

        Anyone have any thoughts on this, I've just been told to 'Get it sorted now.....'




        • #5
          Re: REJECTED - Bad HELO - Host impersonating

          I would think by looking at that that you have some sort of remote system that uses the same IP address as your external exhange server.

          Check your DNS records.


          • #6
            Re: REJECTED - Bad HELO - Host impersonating

            Thanks for your reply,

            Sorry I don't quite understand what you are getting at 'remote' is the sub domain pointing at the external ip, DNS looks absolutely fine, MX points to an A record, A record points to static external address. MX toolbox reports all green...

            Many thanks



            • #7
              Re: REJECTED - Bad HELO - Host impersonating

              Is this an email originating from your server, or are you forwarding from another?
              Do you have SPF records setup? Are they setup correctly?

              The error is being generated by the other side, probably as part of some antispam measure, which either means you haven't got your DNS configured correctly (lack of PTR etc) or their system is blocking everything or has another problem.

              Simon Butler
              Exchange MVP

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              • #8
                Re: REJECTED - Bad HELO - Host impersonating

                Finally beginning to make some headway on this now...

                Been chatting to a tech at the hosting company, all domains in question are hosted with the same company, all use internal mail servers except mine. When I try to send an email in the receiving mail server thinks that my mail server is spoofing because its and external IP address but a domain that is listed locally.....

                The only resolution I have so far is move my hosting to another company....

                The saga goes on, I'll try and keep this updated......



                All sorted now, in the hosting control panel someone had created a 'remote' sub-domain & recreated all the email addresses on the exchange server. Why, I have no idea but no ones admitting to it.... ah well eventually found the answer...
                Last edited by QuattroDave; 21st November 2012, 17:19. Reason: Resolved!!