Email Not Sending from App

Hello,
I am using Application Express 2.1.0.00.39 installed by Oracle 10g XE.
I am unable to send email using the following code:
Declare
P7_STATUS Varchar2(8);
Begin
HTMLDB_MAIL.SEND(
p_to => '[email protected]',
p_cc => '',
p_from => 'UHR Issue Request System',
p_body => 'The assistance request: '||:P7_ISSUE_SUMMARY||', has been received and will be addressed shortly.',
p_subj => 'IM&T Assistance Request');
end;
My email configuration is set to the proper smtp address and port address. I checked the mail queue and the email is still there. When I manually attempt to send the email, I receive a confirmation message 'Successfully sent mail.' but the email is still visible in the queue.
I had someone check the email logs on the smtp server and they do not show any email being sent from my IP address.
I've looked at all of the posts on the forum and tried them to no avail. Any help is appreciated.

This is what I get from the sql command option:
Pushing email 28246014874767726
ORA-29277: invalid SMTP operation
ORA-06512: at "FLOWS_020100.WWV_FLOW_MAIL", line 345
ORA-29279: SMTP permanent error: 555 5.5.4 Unsupported option: Issue
Pushing email 28259028324547729
ORA-29277: invalid SMTP operation
ORA-06512: at "FLOWS_020100.WWV_FLOW_MAIL", line 345
ORA-29279: SMTP permanent error: 555 5.5.4 Unsupported option: Issue
Pushing email 28262110756017570
ORA-29277: invalid SMTP operation
ORA-06512: at "FLOWS_020100.WWV_FLOW_MAIL", line 345
ORA-29279: SMTP permanent error: 555 5.5.4 Unsupported option: Issue
Pushing email 28265016699113957
ORA-29277: invalid SMTP operation
ORA-06512: at "FLOWS_020100.WWV_FLOW_MAIL", line 345
ORA-29279: SMTP permanent error: 555 5.5.4 Unsupported option: Issue
Pushing email 28267124345692737
ORA-29277: invalid SMTP operation
ORA-06512: at "FLOWS_020100.WWV_FLOW_MAIL", line 345
ORA-29279: SMTP permanent error: 555 5.5.4 Unsupported option: Issue
Pushing email 28269402669700750
ORA-29277: invalid SMTP operation
ORA-06512: at "FLOWS_020100.WWV_FLOW_MAIL", line 345
ORA-29279: SMTP permanent error: 501 5.1.7 Bad sender address syntax
Statement processed.
0.15 secondsDBMS Output
Does any of tha make sense to you?

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