3 '''SMTP/ESMTP client class.
5 This should follow RFC 821 (SMTP), RFC 1869 (ESMTP), RFC 2554 (SMTP
6 Authentication) and RFC 2487 (Secure SMTP over TLS).
10 Please remember, when doing ESMTP, that the names of the SMTP service
11 extensions are NOT the same thing as the option keywords for the RCPT
17 >>> s=smtplib.SMTP("localhost")
19 This is Sendmail version 8.8.4
21 HELO EHLO MAIL RCPT DATA
22 RSET NOOP QUIT HELP VRFY
24 For more info use "HELP <topic>".
25 To report bugs in the implementation send email to
26 sendmail-bugs@sendmail.org.
27 For local information send email to Postmaster at your site.
29 >>> s.putcmd("vrfy","someone@here")
31 (250, "Somebody OverHere <somebody@here.my.org>")
35 # Author: The Dragon De Monsyne <dragondm@integral.org>
36 # ESMTP support, test code and doc fixes added by
37 # Eric S. Raymond <esr@thyrsus.com>
38 # Better RFC 821 compliance (MAIL and RCPT, and CRLF in data)
39 # by Carey Evans <c.evans@clear.net.nz>, for picky mail servers.
40 # RFC 2554 (authentication) support by Gerhard Haering <gerhard@bigfoot.de>.
42 # This was modified from the Python 1.5 library HTTP lib.
49 from email
.base64mime
import encode
as encode_base64
50 from sys
import stderr
52 __all__
= ["SMTPException","SMTPServerDisconnected","SMTPResponseException",
53 "SMTPSenderRefused","SMTPRecipientsRefused","SMTPDataError",
54 "SMTPConnectError","SMTPHeloError","SMTPAuthenticationError",
55 "quoteaddr","quotedata","SMTP"]
61 OLDSTYLE_AUTH
= re
.compile(r
"auth=(.*)", re
.I
)
63 # Exception classes used by this module.
64 class SMTPException(Exception):
65 """Base class for all exceptions raised by this module."""
67 class SMTPServerDisconnected(SMTPException
):
68 """Not connected to any SMTP server.
70 This exception is raised when the server unexpectedly disconnects,
71 or when an attempt is made to use the SMTP instance before
72 connecting it to a server.
75 class SMTPResponseException(SMTPException
):
76 """Base class for all exceptions that include an SMTP error code.
78 These exceptions are generated in some instances when the SMTP
79 server returns an error code. The error code is stored in the
80 `smtp_code' attribute of the error, and the `smtp_error' attribute
81 is set to the error message.
84 def __init__(self
, code
, msg
):
87 self
.args
= (code
, msg
)
89 class SMTPSenderRefused(SMTPResponseException
):
90 """Sender address refused.
92 In addition to the attributes set by on all SMTPResponseException
93 exceptions, this sets `sender' to the string that the SMTP refused.
96 def __init__(self
, code
, msg
, sender
):
100 self
.args
= (code
, msg
, sender
)
102 class SMTPRecipientsRefused(SMTPException
):
103 """All recipient addresses refused.
105 The errors for each recipient are accessible through the attribute
106 'recipients', which is a dictionary of exactly the same sort as
107 SMTP.sendmail() returns.
110 def __init__(self
, recipients
):
111 self
.recipients
= recipients
112 self
.args
= ( recipients
,)
115 class SMTPDataError(SMTPResponseException
):
116 """The SMTP server didn't accept the data."""
118 class SMTPConnectError(SMTPResponseException
):
119 """Error during connection establishment."""
121 class SMTPHeloError(SMTPResponseException
):
122 """The server refused our HELO reply."""
124 class SMTPAuthenticationError(SMTPResponseException
):
125 """Authentication error.
127 Most probably the server didn't accept the username/password
128 combination provided.
132 """Quote a subset of the email addresses defined by RFC 821.
134 Should be able to handle anything rfc822.parseaddr can handle.
138 m
= email
.utils
.parseaddr(addr
)[1]
139 except AttributeError:
141 if m
== (None, None): # Indicates parse failure or AttributeError
142 # something weird here.. punt -ddm
145 # the sender wants an empty return address
151 """Quote data for email.
153 Double leading '.', and change Unix newline '\\n', or Mac '\\r' into
154 Internet CRLF end-of-line.
156 return re
.sub(r
'(?m)^\.', '..',
157 re
.sub(r
'(?:\r\n|\n|\r(?!\n))', CRLF
, data
))
166 """A fake file like object that really wraps a SSLObject.
168 It only supports what is needed in smtplib.
170 def __init__(self
, sslobj
):
177 chr = self
.sslobj
.read(1)
188 """This class manages a connection to an SMTP or ESMTP server.
190 SMTP objects have the following attributes:
192 This is the message given by the server in response to the
193 most recent HELO command.
196 This is the message given by the server in response to the
197 most recent EHLO command. This is usually multiline.
200 This is a True value _after you do an EHLO command_, if the
201 server supports ESMTP.
204 This is a dictionary, which, if the server supports ESMTP,
205 will _after you do an EHLO command_, contain the names of the
206 SMTP service extensions this server supports, and their
209 Note, all extension names are mapped to lower case in the
212 See each method's docstrings for details. In general, there is a
213 method of the same name to perform each SMTP command. There is also a
214 method called 'sendmail' that will do an entire mail transaction.
223 def __init__(self
, host
='', port
=0, local_hostname
=None,
224 timeout
=socket
._GLOBAL
_DEFAULT
_TIMEOUT
):
225 """Initialize a new instance.
227 If specified, `host' is the name of the remote host to which to
228 connect. If specified, `port' specifies the port to which to connect.
229 By default, smtplib.SMTP_PORT is used. An SMTPConnectError is raised
230 if the specified `host' doesn't respond correctly. If specified,
231 `local_hostname` is used as the FQDN of the local host. By default,
232 the local hostname is found using socket.getfqdn().
235 self
.timeout
= timeout
236 self
.esmtp_features
= {}
237 self
.default_port
= SMTP_PORT
239 (code
, msg
) = self
.connect(host
, port
)
241 raise SMTPConnectError(code
, msg
)
242 if local_hostname
is not None:
243 self
.local_hostname
= local_hostname
245 # RFC 2821 says we should use the fqdn in the EHLO/HELO verb, and
246 # if that can't be calculated, that we should use a domain literal
247 # instead (essentially an encoded IP address like [A.B.C.D]).
248 fqdn
= socket
.getfqdn()
250 self
.local_hostname
= fqdn
252 # We can't find an fqdn hostname, so use a domain literal
255 addr
= socket
.gethostbyname(socket
.gethostname())
256 except socket
.gaierror
:
258 self
.local_hostname
= '[%s]' % addr
260 def set_debuglevel(self
, debuglevel
):
261 """Set the debug output level.
263 A non-false value results in debug messages for connection and for all
264 messages sent to and received from the server.
267 self
.debuglevel
= debuglevel
269 def _get_socket(self
, port
, host
, timeout
):
270 # This makes it simpler for SMTP_SSL to use the SMTP connect code
271 # and just alter the socket connection bit.
272 if self
.debuglevel
> 0: print>>stderr
, 'connect:', (host
, port
)
273 return socket
.create_connection((port
, host
), timeout
)
275 def connect(self
, host
='localhost', port
= 0):
276 """Connect to a host on a given port.
278 If the hostname ends with a colon (`:') followed by a number, and
279 there is no port specified, that suffix will be stripped off and the
280 number interpreted as the port number to use.
282 Note: This method is automatically invoked by __init__, if a host is
283 specified during instantiation.
286 if not port
and (host
.find(':') == host
.rfind(':')):
289 host
, port
= host
[:i
], host
[i
+1:]
290 try: port
= int(port
)
292 raise socket
.error
, "nonnumeric port"
293 if not port
: port
= self
.default_port
294 if self
.debuglevel
> 0: print>>stderr
, 'connect:', (host
, port
)
295 self
.sock
= self
._get
_socket
(host
, port
, self
.timeout
)
296 (code
, msg
) = self
.getreply()
297 if self
.debuglevel
> 0: print>>stderr
, "connect:", msg
301 """Send `str' to the server."""
302 if self
.debuglevel
> 0: print>>stderr
, 'send:', repr(str)
303 if hasattr(self
, 'sock') and self
.sock
:
305 self
.sock
.sendall(str)
308 raise SMTPServerDisconnected('Server not connected')
310 raise SMTPServerDisconnected('please run connect() first')
312 def putcmd(self
, cmd
, args
=""):
313 """Send a command to the server."""
315 str = '%s%s' % (cmd
, CRLF
)
317 str = '%s %s%s' % (cmd
, args
, CRLF
)
321 """Get a reply from the server.
323 Returns a tuple consisting of:
325 - server response code (e.g. '250', or such, if all goes well)
326 Note: returns -1 if it can't read response code.
328 - server response string corresponding to response code (multiline
329 responses are converted to a single, multiline string).
331 Raises SMTPServerDisconnected if end-of-file is reached.
334 if self
.file is None:
335 self
.file = self
.sock
.makefile('rb')
338 line
= self
.file.readline()
343 raise SMTPServerDisconnected("Connection unexpectedly closed")
344 if self
.debuglevel
> 0: print>>stderr
, 'reply:', repr(line
)
345 resp
.append(line
[4:].strip())
347 # Check that the error code is syntactically correct.
348 # Don't attempt to read a continuation line if it is broken.
354 # Check if multiline response.
358 errmsg
= "\n".join(resp
)
359 if self
.debuglevel
> 0:
360 print>>stderr
, 'reply: retcode (%s); Msg: %s' % (errcode
,errmsg
)
361 return errcode
, errmsg
363 def docmd(self
, cmd
, args
=""):
364 """Send a command, and return its response code."""
365 self
.putcmd(cmd
,args
)
366 return self
.getreply()
369 def helo(self
, name
=''):
370 """SMTP 'helo' command.
371 Hostname to send for this command defaults to the FQDN of the local
374 self
.putcmd("helo", name
or self
.local_hostname
)
375 (code
,msg
)=self
.getreply()
379 def ehlo(self
, name
=''):
380 """ SMTP 'ehlo' command.
381 Hostname to send for this command defaults to the FQDN of the local
384 self
.esmtp_features
= {}
385 self
.putcmd(self
.ehlo_msg
, name
or self
.local_hostname
)
386 (code
,msg
)=self
.getreply()
387 # According to RFC1869 some (badly written)
388 # MTA's will disconnect on an ehlo. Toss an exception if
390 if code
== -1 and len(msg
) == 0:
392 raise SMTPServerDisconnected("Server not connected")
397 #parse the ehlo response -ddm
398 resp
=self
.ehlo_resp
.split('\n')
401 # To be able to communicate with as many SMTP servers as possible,
402 # we have to take the old-style auth advertisement into account,
404 # 1) Else our SMTP feature parser gets confused.
405 # 2) There are some servers that only advertise the auth methods we
406 # support using the old style.
407 auth_match
= OLDSTYLE_AUTH
.match(each
)
409 # This doesn't remove duplicates, but that's no problem
410 self
.esmtp_features
["auth"] = self
.esmtp_features
.get("auth", "") \
411 + " " + auth_match
.groups(0)[0]
414 # RFC 1869 requires a space between ehlo keyword and parameters.
415 # It's actually stricter, in that only spaces are allowed between
416 # parameters, but were not going to check for that here. Note
417 # that the space isn't present if there are no parameters.
418 m
=re
.match(r
'(?P<feature>[A-Za-z0-9][A-Za-z0-9\-]*) ?',each
)
420 feature
=m
.group("feature").lower()
421 params
=m
.string
[m
.end("feature"):].strip()
422 if feature
== "auth":
423 self
.esmtp_features
[feature
] = self
.esmtp_features
.get(feature
, "") \
426 self
.esmtp_features
[feature
]=params
429 def has_extn(self
, opt
):
430 """Does the server support a given SMTP service extension?"""
431 return opt
.lower() in self
.esmtp_features
433 def help(self
, args
=''):
434 """SMTP 'help' command.
435 Returns help text from server."""
436 self
.putcmd("help", args
)
437 return self
.getreply()[1]
440 """SMTP 'rset' command -- resets session."""
441 return self
.docmd("rset")
444 """SMTP 'noop' command -- doesn't do anything :>"""
445 return self
.docmd("noop")
447 def mail(self
,sender
,options
=[]):
448 """SMTP 'mail' command -- begins mail xfer session."""
450 if options
and self
.does_esmtp
:
451 optionlist
= ' ' + ' '.join(options
)
452 self
.putcmd("mail", "FROM:%s%s" % (quoteaddr(sender
) ,optionlist
))
453 return self
.getreply()
455 def rcpt(self
,recip
,options
=[]):
456 """SMTP 'rcpt' command -- indicates 1 recipient for this mail."""
458 if options
and self
.does_esmtp
:
459 optionlist
= ' ' + ' '.join(options
)
460 self
.putcmd("rcpt","TO:%s%s" % (quoteaddr(recip
),optionlist
))
461 return self
.getreply()
464 """SMTP 'DATA' command -- sends message data to server.
466 Automatically quotes lines beginning with a period per rfc821.
467 Raises SMTPDataError if there is an unexpected reply to the
468 DATA command; the return value from this method is the final
469 response code received when the all data is sent.
472 (code
,repl
)=self
.getreply()
473 if self
.debuglevel
>0 : print>>stderr
, "data:", (code
,repl
)
475 raise SMTPDataError(code
,repl
)
482 (code
,msg
)=self
.getreply()
483 if self
.debuglevel
>0 : print>>stderr
, "data:", (code
,msg
)
486 def verify(self
, address
):
487 """SMTP 'verify' command -- checks for address validity."""
488 self
.putcmd("vrfy", quoteaddr(address
))
489 return self
.getreply()
493 def expn(self
, address
):
494 """SMTP 'expn' command -- expands a mailing list."""
495 self
.putcmd("expn", quoteaddr(address
))
496 return self
.getreply()
498 # some useful methods
500 def ehlo_or_helo_if_needed(self
):
501 """Call self.ehlo() and/or self.helo() if needed.
503 If there has been no previous EHLO or HELO command this session, this
504 method tries ESMTP EHLO first.
506 This method may raise the following exceptions:
508 SMTPHeloError The server didn't reply properly to
511 if self
.helo_resp
is None and self
.ehlo_resp
is None:
512 if not (200 <= self
.ehlo()[0] <= 299):
513 (code
, resp
) = self
.helo()
514 if not (200 <= code
<= 299):
515 raise SMTPHeloError(code
, resp
)
517 def login(self
, user
, password
):
518 """Log in on an SMTP server that requires authentication.
521 - user: The user name to authenticate with.
522 - password: The password for the authentication.
524 If there has been no previous EHLO or HELO command this session, this
525 method tries ESMTP EHLO first.
527 This method will return normally if the authentication was successful.
529 This method may raise the following exceptions:
531 SMTPHeloError The server didn't reply properly to
533 SMTPAuthenticationError The server didn't accept the username/
534 password combination.
535 SMTPException No suitable authentication method was
539 def encode_cram_md5(challenge
, user
, password
):
540 challenge
= base64
.decodestring(challenge
)
541 response
= user
+ " " + hmac
.HMAC(password
, challenge
).hexdigest()
542 return encode_base64(response
, eol
="")
544 def encode_plain(user
, password
):
545 return encode_base64("\0%s\0%s" % (user
, password
), eol
="")
549 AUTH_CRAM_MD5
= "CRAM-MD5"
552 self
.ehlo_or_helo_if_needed()
554 if not self
.has_extn("auth"):
555 raise SMTPException("SMTP AUTH extension not supported by server.")
557 # Authentication methods the server supports:
558 authlist
= self
.esmtp_features
["auth"].split()
560 # List of authentication methods we support: from preferred to
561 # less preferred methods. Except for the purpose of testing the weaker
562 # ones, we prefer stronger methods like CRAM-MD5:
563 preferred_auths
= [AUTH_CRAM_MD5
, AUTH_PLAIN
, AUTH_LOGIN
]
565 # Determine the authentication method we'll use
567 for method
in preferred_auths
:
568 if method
in authlist
:
572 if authmethod
== AUTH_CRAM_MD5
:
573 (code
, resp
) = self
.docmd("AUTH", AUTH_CRAM_MD5
)
575 # 503 == 'Error: already authenticated'
577 (code
, resp
) = self
.docmd(encode_cram_md5(resp
, user
, password
))
578 elif authmethod
== AUTH_PLAIN
:
579 (code
, resp
) = self
.docmd("AUTH",
580 AUTH_PLAIN
+ " " + encode_plain(user
, password
))
581 elif authmethod
== AUTH_LOGIN
:
582 (code
, resp
) = self
.docmd("AUTH",
583 "%s %s" % (AUTH_LOGIN
, encode_base64(user
, eol
="")))
585 raise SMTPAuthenticationError(code
, resp
)
586 (code
, resp
) = self
.docmd(encode_base64(password
, eol
=""))
587 elif authmethod
is None:
588 raise SMTPException("No suitable authentication method found.")
589 if code
not in (235, 503):
590 # 235 == 'Authentication successful'
591 # 503 == 'Error: already authenticated'
592 raise SMTPAuthenticationError(code
, resp
)
595 def starttls(self
, keyfile
= None, certfile
= None):
596 """Puts the connection to the SMTP server into TLS mode.
598 If there has been no previous EHLO or HELO command this session, this
599 method tries ESMTP EHLO first.
601 If the server supports TLS, this will encrypt the rest of the SMTP
602 session. If you provide the keyfile and certfile parameters,
603 the identity of the SMTP server and client can be checked. This,
604 however, depends on whether the socket module really checks the
607 This method may raise the following exceptions:
609 SMTPHeloError The server didn't reply properly to
612 self
.ehlo_or_helo_if_needed()
613 if not self
.has_extn("starttls"):
614 raise SMTPException("STARTTLS extension not supported by server.")
615 (resp
, reply
) = self
.docmd("STARTTLS")
618 raise RuntimeError("No SSL support included in this Python")
619 self
.sock
= ssl
.wrap_socket(self
.sock
, keyfile
, certfile
)
620 self
.file = SSLFakeFile(self
.sock
)
622 # The client MUST discard any knowledge obtained from
623 # the server, such as the list of SMTP service extensions,
624 # which was not obtained from the TLS negotiation itself.
625 self
.helo_resp
= None
626 self
.ehlo_resp
= None
627 self
.esmtp_features
= {}
631 def sendmail(self
, from_addr
, to_addrs
, msg
, mail_options
=[],
633 """This command performs an entire mail transaction.
636 - from_addr : The address sending this mail.
637 - to_addrs : A list of addresses to send this mail to. A bare
638 string will be treated as a list with 1 address.
639 - msg : The message to send.
640 - mail_options : List of ESMTP options (such as 8bitmime) for the
642 - rcpt_options : List of ESMTP options (such as DSN commands) for
643 all the rcpt commands.
645 If there has been no previous EHLO or HELO command this session, this
646 method tries ESMTP EHLO first. If the server does ESMTP, message size
647 and each of the specified options will be passed to it. If EHLO
648 fails, HELO will be tried and ESMTP options suppressed.
650 This method will return normally if the mail is accepted for at least
651 one recipient. It returns a dictionary, with one entry for each
652 recipient that was refused. Each entry contains a tuple of the SMTP
653 error code and the accompanying error message sent by the server.
655 This method may raise the following exceptions:
657 SMTPHeloError The server didn't reply properly to
659 SMTPRecipientsRefused The server rejected ALL recipients
661 SMTPSenderRefused The server didn't accept the from_addr.
662 SMTPDataError The server replied with an unexpected
663 error code (other than a refusal of
666 Note: the connection will be open even after an exception is raised.
671 >>> s=smtplib.SMTP("localhost")
672 >>> tolist=["one@one.org","two@two.org","three@three.org","four@four.org"]
675 ... Subject: testin'...
677 ... This is a test '''
678 >>> s.sendmail("me@my.org",tolist,msg)
679 { "three@three.org" : ( 550 ,"User unknown" ) }
682 In the above example, the message was accepted for delivery to three
683 of the four addresses, and one was rejected, with the error code
684 550. If all addresses are accepted, then the method will return an
688 self
.ehlo_or_helo_if_needed()
691 # Hmmm? what's this? -ddm
692 # self.esmtp_features['7bit']=""
693 if self
.has_extn('size'):
694 esmtp_opts
.append("size=%d" % len(msg
))
695 for option
in mail_options
:
696 esmtp_opts
.append(option
)
698 (code
,resp
) = self
.mail(from_addr
, esmtp_opts
)
701 raise SMTPSenderRefused(code
, resp
, from_addr
)
703 if isinstance(to_addrs
, basestring
):
704 to_addrs
= [to_addrs
]
705 for each
in to_addrs
:
706 (code
,resp
)=self
.rcpt(each
, rcpt_options
)
707 if (code
!= 250) and (code
!= 251):
708 senderrs
[each
]=(code
,resp
)
709 if len(senderrs
)==len(to_addrs
):
710 # the server refused all our recipients
712 raise SMTPRecipientsRefused(senderrs
)
713 (code
,resp
) = self
.data(msg
)
716 raise SMTPDataError(code
, resp
)
717 #if we got here then somebody got our mail
722 """Close the connection to the SMTP server."""
732 """Terminate the SMTP session."""
733 res
= self
.docmd("quit")
739 class SMTP_SSL(SMTP
):
740 """ This is a subclass derived from SMTP that connects over an SSL encrypted
741 socket (to use this class you need a socket module that was compiled with SSL
742 support). If host is not specified, '' (the local host) is used. If port is
743 omitted, the standard SMTP-over-SSL port (465) is used. keyfile and certfile
744 are also optional - they can contain a PEM formatted private key and
745 certificate chain file for the SSL connection.
747 def __init__(self
, host
='', port
=0, local_hostname
=None,
748 keyfile
=None, certfile
=None,
749 timeout
=socket
._GLOBAL
_DEFAULT
_TIMEOUT
):
750 self
.keyfile
= keyfile
751 self
.certfile
= certfile
752 SMTP
.__init
__(self
, host
, port
, local_hostname
, timeout
)
753 self
.default_port
= SMTP_SSL_PORT
755 def _get_socket(self
, host
, port
, timeout
):
756 if self
.debuglevel
> 0: print>>stderr
, 'connect:', (host
, port
)
757 new_socket
= socket
.create_connection((host
, port
), timeout
)
758 new_socket
= ssl
.wrap_socket(new_socket
, self
.keyfile
, self
.certfile
)
759 self
.file = SSLFakeFile(new_socket
)
762 __all__
.append("SMTP_SSL")
770 """LMTP - Local Mail Transfer Protocol
772 The LMTP protocol, which is very similar to ESMTP, is heavily based
773 on the standard SMTP client. It's common to use Unix sockets for LMTP,
774 so our connect() method must support that as well as a regular
775 host:port server. To specify a Unix socket, you must use an absolute
776 path as the host, starting with a '/'.
778 Authentication is supported, using the regular SMTP mechanism. When
779 using a Unix socket, LMTP generally don't support or require any
780 authentication, but your mileage might vary."""
784 def __init__(self
, host
= '', port
= LMTP_PORT
, local_hostname
= None):
785 """Initialize a new instance."""
786 SMTP
.__init
__(self
, host
, port
, local_hostname
)
788 def connect(self
, host
= 'localhost', port
= 0):
789 """Connect to the LMTP daemon, on either a Unix or a TCP socket."""
791 return SMTP
.connect(self
, host
, port
)
793 # Handle Unix-domain sockets.
795 self
.sock
= socket
.socket(socket
.AF_UNIX
, socket
.SOCK_STREAM
)
796 self
.sock
.connect(host
)
797 except socket
.error
, msg
:
798 if self
.debuglevel
> 0: print>>stderr
, 'connect fail:', host
802 raise socket
.error
, msg
803 (code
, msg
) = self
.getreply()
804 if self
.debuglevel
> 0: print>>stderr
, "connect:", msg
808 # Test the sendmail method, which tests most of the others.
809 # Note: This always sends to localhost.
810 if __name__
== '__main__':
814 sys
.stdout
.write(prompt
+ ": ")
815 return sys
.stdin
.readline().strip()
817 fromaddr
= prompt("From")
818 toaddrs
= prompt("To").split(',')
819 print "Enter message, end with ^D:"
822 line
= sys
.stdin
.readline()
826 print "Message length is %d" % len(msg
)
828 server
= SMTP('localhost')
829 server
.set_debuglevel(1)
830 server
.sendmail(fromaddr
, toaddrs
, msg
)