MessageID incorrect when send emails with Authenticated SMTP

Jhon Fredy 1 Reputation point

Hi Team,
We are having problems when we send emails with Authenticated SMTP (587)
The following is the situation:
When we send emails from OWA in the destination we see the message id as <>
When we send emails though Authenticated SMTP in the destination we see the message id as <618fb1b9818e43388950e9ada6d12c44@ECHANGE.internaldomain.local>

This behavior is causing that our emails send via Authenticated SMTP arriving in the destination as Junk Emails.

What configuration is missing with Authenticated SMTP?

Thanks for your help

Windows Server
Windows Server
A family of Microsoft server operating systems that support enterprise-level management, data storage, applications, and communications.
8,212 questions
Exchange Server Management
Exchange Server Management
Exchange Server: A family of Microsoft client/server messaging and collaboration software.Management: The act or process of organizing, handling, directing or controlling something.
6,091 questions
No comments
{count} votes

1 answer

Sort by: Most helpful
  1. Kael Yao-MSFT 21,911 Reputation points Microsoft Employee

    Hi @Jhon Fredy

    From your description, the internal AD domain (internaldomain.local) doesn't match the external mail domain ( in your environment.

    I suppose that emails sending via OWA worked fine and the only emails sent via Authenticated SMTP were marked as spam.
    Do other recipient domains also reject the emails or it is just the specific recipient?

    According to this link: Message tracking

    If Message-ID isn't set in the SMTP application, Exchange server would set it in the form of <guid@serverFQDN>.

    If the response is helpful, please click "Accept Answer" and upvote it.
    Note: Please follow the steps in our documentation to enable e-mail notifications if you want to receive the related email notification for this thread.