Mauricio Osorio 2 Posted October 20, 2020 Share Posted October 20, 2020 Hi guys!. I have tried to configure the SMTP server but it has not worked in any way, not with google or microsoft accounts or any, I have verified many times that the configuration of each one is fine, but it still does not work: This is the recommended Office 365 configuration: I have tried to see if the OVA communicates with the smtp and if it does: This is the OVA version: How can i fix this? Regards. Link to comment Share on other sites More sharing options...
Administrators Marcos 5,250 Posted October 20, 2020 Administrators Share Posted October 20, 2020 Have you tried changing STARTTLS to TLS ? Link to comment Share on other sites More sharing options...
Mauricio Osorio 2 Posted October 20, 2020 Author Share Posted October 20, 2020 Hi @Marcos Yes and still not working. I tried differents ports (465 or 587) nothing works. I checked the server log and this is the error: What this message means? Thanks for your answer. Link to comment Share on other sites More sharing options...
ESET Staff MartinK 383 Posted October 21, 2020 ESET Staff Share Posted October 21, 2020 10 hours ago, Mauricio Osorio said: What this message means? Thanks for your answer. There seems to be two different issues reported in trace log. First one is related to DNS resolved -> it seems that hostname used as SMTP server cannot be resolved to IP addresses -> this might indicate hostname was incorrect or there is some DNS configuration issues. I would recommend to check directly from terminal, whether target SMTP server can be "pinged". There seems to be also other issue reported, this one seems to be more relevant, but the crucial part is not visible on provided screenshot, so I cannot provide any hints ... Link to comment Share on other sites More sharing options...
Mauricio Osorio 2 Posted October 21, 2020 Author Share Posted October 21, 2020 (edited) 7 hours ago, MartinK said: There seems to be two different issues reported in trace log. First one is related to DNS resolved -> it seems that hostname used as SMTP server cannot be resolved to IP addresses -> this might indicate hostname was incorrect or there is some DNS configuration issues. I would recommend to check directly from terminal, whether target SMTP server can be "pinged". There seems to be also other issue reported, this one seems to be more relevant, but the crucial part is not visible on provided screenshot, so I cannot provide any hints ... Hi Martin, You can see the full log in the attachment. Im going to change DNS configuration on the VM. But as you can see the VM can resolved by ping the SMTP address: Thanks for your answer. Regards. ESET.rar Edited October 21, 2020 by Mauricio Osorio I forgot to add the attachment. Link to comment Share on other sites More sharing options...
ESET Staff MartinK 383 Posted October 21, 2020 ESET Staff Share Posted October 21, 2020 Unfortunately error is not very descriptive and I have not seen such previously. It is actually: Failed to process send email request with: The server rejected the message (response: '554 5.2.0 STOREDRV.Submission.Exception:SendAsDeniedException.MapiExceptionSendAsDenied; Failed to process message due to a permanent exception with message Cannot submit message. 0.35250:0A00A980, 1.36674:0A000000, 1.61250:00000000, 1.45378:02000000, 1.44866:561D0000, 1.36674:0E000000, 1.61250:00000000, 1.45378:5B1D0000, 1.44866:6C010000, 16.55847:DA0D0000, 17.43559:0000000024020000000000000000000000000000, 20.52176:140FAB8D12001010490B0000, 20.50032:140FAB8D8217000000000000, 0.35180:4E0B0000, 255.23226:0A00AF80, 255.27962:0A000000, 255.27962:0E000000, 255.31418:0A00B080, 0.35250:0A006632, 1.36674:0A000000, 1.61250:00000000, 1.45378:02000000, 1.44866:4E000000, 1.36674:32000000, 1.61250:00000000, 1.45378:53000000, 1.44866:01000000, 16.55847:BA000000, 17.43559:0000000070030000000000000000000000000000, 20.52176:140FAB8D120070200A00B580, 20.50032:140FAB8D82171010710B0000, 0.35180:0A00B680, 255.23226:4800D13D, 255.27962:0A000000, 255.27962:32000000, 255.17082:DC040000, 0.27745:7B0B0000, 4.21921:DC040000, 255.27962:FA000000, 255.1494:800B0000, 0.38698:77090000, 0.37692:01000000, 0.37948:30000100, 5.33852:00000000534D545000000100, 7.36354:010000000000010930000100, 4.56248:DC040000, 7.40748:010000000000010B01040480, 7.57132:000000000000000001040480, 1.63016:32000000, 4.39640:DC040000, 8.45434:546361449887C9449CEA0AE6BF320AEC0F010480, 5.10786:0000000031352E32302E333439392E3031383A425935505231374D42343031393A62663736663031332D636432302D343733332D393465622D38386439353461343030623200201000000000, 7.51330:51909FB2D275D80818000000, 0.39570:00000000, 1.55954:0A000000, 0.49266:56000000, 1.33010:0A000000, 2.54258:00000000, 0.40002:01000000, 1.56562:00000000, 1.64146:32000000, 1.33010:32000000, 2.54258:DC040000, 255.1750:80030400, 255.31418:80030400, 0.22753:D8090000, 255.21817:DC040000, 0.64418:80030400, 4.39842:DC040000, 0.41586:0A008480, 4.60547:DC040000, 0.21966:E2090000, 4.30158:DC040000 [Hostname=BY5PR17MB4019.namprd17.prod.outlook.com]') where quoted part after "response: " is actually what SMTP server responded, so communication with SMTP server seems to work, but server is rejecting message. One part of that messages, that seems to be some internal error, mentions something like "Cannot submit message" so I would double check that used account is properly configured to send emails, and possibly also recipient email is correct. Link to comment Share on other sites More sharing options...
Mauricio Osorio 2 Posted October 21, 2020 Author Share Posted October 21, 2020 Thanks @MartinK To discard I have tried to put my personal Outlook.com account but the result is the same. Could the problem be with all Microsoft accounts? or with the OVA and Microsoft accounts ?. By the way I tried with a Google account and that account didn't work either, but I didn't want to mention it because when pinging smtp.gmail.com from the terminal, the console could not reach that address. What solution would you say that I can offer my client? Greetings. Link to comment Share on other sites More sharing options...
Mauricio Osorio 2 Posted October 27, 2020 Author Share Posted October 27, 2020 If anyone has any ideas, please let me know. Link to comment Share on other sites More sharing options...
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