diff --git a/openerp/addons/base/ir/ir_mail_server.py b/openerp/addons/base/ir/ir_mail_server.py
index 7e691a6eedd..ec5b12fc10d 100644
--- a/openerp/addons/base/ir/ir_mail_server.py
+++ b/openerp/addons/base/ir/ir_mail_server.py
@@ -402,9 +402,10 @@ class ir_mail_server(osv.osv):
 
         # The email's "Envelope From" (Return-Path), and all recipient addresses must only contain ASCII characters.
         from_rfc2822 = extract_rfc2822_addresses(smtp_from)
-        assert len(set(from_rfc2822)) == 1, ("Malformed 'Return-Path' or 'From' address: %r - "
-                                             "It should contain one plain ASCII email") % smtp_from
-        smtp_from = from_rfc2822[0]
+        assert from_rfc2822, ("Malformed 'Return-Path' or 'From' address: %r - "
+                              "It should contain one valid plain ASCII email") % smtp_from
+        # use last extracted email, to support rarities like 'Support@MyComp <support@mycompany.com>'
+        smtp_from = from_rfc2822[-1]
         email_to = message['To']
         email_cc = message['Cc']
         email_bcc = message['Bcc']