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<!DOCTYPE HTML PUBLIC "-//W3C//DTD HTML 4.0 Transitional//EN">
<HTML
><HEAD
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>SMTP checks</TITLE
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><DIV
CLASS="section"
><H1
CLASS="section"
><A
NAME="smtpchecks"
></A
>2.3. SMTP checks</H1
><P
>&#13; Once the SMTP dialogue is underway, you can perform various
checks on the commands and arguments presented by the remote
host. For instance, you will want to ensure that the name
presented in the Hello greeting is valid.
</P
><P
>&#13; However, even if you decide to reject the delivery attempt early
in the SMTP transaction, you may not want to perform the actual
rejection right away. Instead, you may stall the sender with
SMTP transaction delays until after the <B
CLASS="command"
>RCPT
TO:</B
>, then reject the mail at that point.
</P
><P
>&#13; The reason is that some ratware does not understand rejections
early in the SMTP transaction; they keep trying. On the other
hand, most of them give up if the <B
CLASS="command"
>RCPT TO:</B
>
fails.
</P
><P
>&#13; Besides, this gives a nice opportunity to do a little
<EM
>teergrubing</EM
>.
</P
><DIV
CLASS="section"
><H2
CLASS="section"
><A
NAME="helocheck"
></A
>2.3.1. Hello (HELO/EHLO) checks</H2
><P
>&#13; Per RFC 2821, the first SMTP command issued by the client
should be EHLO (or if unsupported, HELO), followed by its
primary, <A
HREF="gloss.html#fqdn"
><I
CLASS="glossterm"
>Fully Qualified Domain Name</I
></A
>. This is known as the Hello
greeting. If no meaningful FQDN is available, the client can
supply its IP address enclosed in square brackets:
"[1.2.3.4]". This last form is known as an IPv4 address
"literal" notation.
</P
><P
>&#13; Quite understandably, <A
HREF="gloss.html#ratware"
><I
CLASS="glossterm"
>Ratware</I
></A
> rarely present
their own FQDN in the Hello greeting. Rather, greetings from
ratware usually attempt to conceal the sending host's
identity, and/or to generate confusing and/or misleading
"Received:" trails in the message header. Some examples of
such greetings are:
</P
><P
></P
><UL
><LI
><P
>&#13; Unqualified names (i.e. names without a period), such as
the <SPAN
CLASS="QUOTE"
>"local part"</SPAN
> (username) of the
recipient address.
</P
></LI
><LI
><P
>&#13; A plain IP address (i.e. not an IP literal); usually
yours, but can be a random one.
</P
></LI
><LI
><P
>&#13; Your domain name, or the FQDN of your server.
</P
></LI
><LI
><P
>&#13; Third party domain names, such as
<TT
CLASS="option"
>yahoo.com</TT
> and
<TT
CLASS="option"
>hotmail.com</TT
>.
</P
></LI
><LI
><P
>&#13; Non-existing domain names, or domain names with
non-existing name servers.
</P
></LI
><LI
><P
>&#13; No greeting at all.
</P
></LI
></UL
><DIV
CLASS="section"
><H3
CLASS="section"
><A
NAME="helosyntax"
></A
>2.3.1.1. Simple HELO/EHLO syntax checks</H3
><P
>&#13; Some of these RFC 2821 violations are both easy to check
against, and clear indications that the sending host is
running some form of <A
HREF="gloss.html#ratware"
><I
CLASS="glossterm"
>Ratware</I
></A
>. You can
reject such greetings -- either right away, or e.g. after
the <B
CLASS="command"
>RCPT TO:</B
> command.
</P
><P
>&#13; First, feel free to reject plain IP addresses in the Hello
greeting. Even if you wish to generously allow everything
RFC 2821 mandates, recommends, and suggests, you will note
that IP addresses should always be enclosed in square
brackets when presented in lieu of a name.
<A
NAME="AEN718"
HREF="#FTN.AEN718"
><SPAN
CLASS="footnote"
>[1]</SPAN
></A
>
</P
><P
>&#13; In particular, you may wish to issue a strongly worded
rejection message to hosts that introduce themselves using
<EM
>your</EM
> IP address - or for that matter,
your host name. They are plainly lying. Perhaps you want
to stall the sender with an exceedingly long SMTP
transaction delay in response to such a greeting; say,
hours.
</P
><P
>&#13; For that matter, my own experience indicates that
<EM
>no</EM
> legitimate sites on the internet
present themselves to other internet sites using an IP
address literal (the [x.y.z.w] notation) either. Nor should
they; all hosts sending mail directly on the internet should
use their valid <A
HREF="gloss.html#fqdn"
><I
CLASS="glossterm"
>Fully Qualified Domain Name</I
></A
>. The only use of use
of IP literals I have come across is from mail user agents
on my local area network, such as Ximian Evolution,
configured to use my server as outgoing SMTP server
(smarthost). Indeed, I only accept literals from my own
LAN.
</P
><P
>&#13; You may or may not also wish to reject unqualified host
names (host names without a period). I find that these are
rarely (but not never - how's that for double negative
negations) legitimate.
</P
><P
>&#13; Similarly, you can reject host names that contain invalid
characters. For internet domains, only alphanumeric letters
and hyphen are valid characters; a hyphen is not allowed as
the first character. (You may also want to consider the
underscore a valid character, because it is quite common to
see this from misconfigured, but ultimately well-meaning,
Windows clients).
</P
><P
>&#13; Finally, if you receive a <B
CLASS="command"
>MAIL FROM:</B
>
command without first having received a Hello greeting,
well, polite people greet first.
</P
><P
>&#13; On my servers, I reject greetings that fail any of these
syntax checks. However, the rejection does not actually
take place until after the <B
CLASS="command"
>RCPT TO:</B
>
command. In the mean time, I impose a 20 second transaction
delay after each SMTP command (<B
CLASS="command"
>HELO/EHLO</B
>,
<B
CLASS="command"
>MAIL FROM:</B
>, <B
CLASS="command"
>RCPT TO:</B
>).
</P
></DIV
><DIV
CLASS="section"
><H3
CLASS="section"
><A
NAME="heloverify"
></A
>2.3.1.2. Verifying the Hello greeting via DNS</H3
><P
>&#13; Hosts that make it this far have presented at least a
superficially credible greeting. Now it is time to verify
the provided name via DNS. You can:
</P
><P
></P
><UL
><LI
><P
>&#13; Perform a forward lookup of the provided name, and
match the result against the peer's IP address
</P
></LI
><LI
><P
>&#13; Perform a reverse lookup of the peer's IP address, and
match it against name provided in the greeting.
</P
></LI
></UL
><P
>&#13; If either of these two checks succeeds, the name has been
verified.
</P
><P
>&#13; Your MTA may have a built-in option to perform this check.
For instance, in Exim (see <A
HREF="exim.html"
>Appendix A</A
>),
you want to set "helo_try_verify_hosts = *", and create ACLs
that take action based on the "verify = helo" condition.
</P
><P
>&#13; This check is a little more expensive in terms of processing
time and network resources than the simple syntax checks.
Moreover, unlike the syntax checks, a mismatch does not
always indicate ratware; several large internet sites, such
as hotmail.com, yahoo.com, and amazon.com, frequently
present unverifiable Hello greetings.
</P
><P
>&#13; On my servers, I do a DNS validation of the Hello greeting
if I am not already stalling the sender with transaction
delays based on prior checks. Then, if this check fails, I
impose a 20 second delay on every SMTP command from this
point forward. I also prepare a
<SPAN
CLASS="QUOTE"
>"X-HELO-Warning:"</SPAN
> header that I will later add
to the message(s), and use to increase the <A
HREF="datachecks.html#spamassassin"
>SpamAssassin</A
> score for
possible rejection after the message data has been received.
</P
></DIV
></DIV
><DIV
CLASS="section"
><H2
CLASS="section"
><A
NAME="senderchecks"
></A
>2.3.2. Sender Address Checks</H2
><P
>&#13; After the client has presented the
<B
CLASS="command"
>MAIL FROM:</B
> &#60;<TT
CLASS="parameter"
><I
>address</I
></TT
>&#62;
command, you can validate the supplied
<A
HREF="gloss.html#envfrom"
><I
CLASS="glossterm"
>Envelope Sender</I
></A
> address as follows.
<A
NAME="AEN756"
HREF="#FTN.AEN756"
><SPAN
CLASS="footnote"
>[2]</SPAN
></A
>
</P
><DIV
CLASS="section"
><H3
CLASS="section"
><A
NAME="sendersyntax"
></A
>2.3.2.1. Sender Address Syntax Check</H3
><P
>&#13; Does the supplied address conform to the format
&#60;<TT
CLASS="parameter"
><I
>localpart</I
></TT
>@<TT
CLASS="parameter"
><I
>domain</I
></TT
>&#62;?
Is the <TT
CLASS="parameter"
><I
>domain</I
></TT
> part a syntactically
valid <A
HREF="gloss.html#fqdn"
><I
CLASS="glossterm"
>Fully Qualified Domain Name</I
></A
>?
</P
><P
>&#13; Often, your MTA performs these checks by default.
</P
></DIV
><DIV
CLASS="section"
><H3
CLASS="section"
><A
NAME="impostor"
></A
>2.3.2.2. Impostor Check</H3
><P
>&#13; In the case where you and your users send all your outgoing
mail only through a select few servers, you can reject
messages from other hosts in which the <SPAN
CLASS="QUOTE"
>"domain"</SPAN
>
of the sender address is your own.
</P
><P
>&#13; A more general alternative to this check is
<A
HREF="senderauth.html#spf"
>Sender Policy Framework</A
>.
</P
></DIV
><DIV
CLASS="section"
><H3
CLASS="section"
><A
NAME="sendervalid"
></A
>2.3.2.3. Simple Sender Address Validation</H3
><P
>&#13; If the address is local, is the <SPAN
CLASS="QUOTE"
>"local part"</SPAN
>
(the part before the @ sign) a valid mailbox on your
system?
</P
><P
>&#13; If the address is remote, does the <SPAN
CLASS="QUOTE"
>"domain"</SPAN
>
(the part after the @ sign) exist?
</P
></DIV
><DIV
CLASS="section"
><H3
CLASS="section"
><A
NAME="callback"
></A
>2.3.2.4. Sender Callout Verification</H3
><P
>&#13; This is a mechanism that is offered by some MTAs, such as
Exim and Postfix, to validate the <SPAN
CLASS="QUOTE"
>"local part"</SPAN
>
of a remote sender address. In Postfix terminology, it is
called <SPAN
CLASS="QUOTE"
>"Sender Address Verification"</SPAN
>.
</P
><P
>&#13; Your server contacts the MX for the
<TT
CLASS="parameter"
><I
>domain</I
></TT
> provided in the sender
address, attempting to initiate a secondary SMTP transaction
as if delivering mail to this address. It does not actually
send any mail; rather, once the <B
CLASS="command"
>RCPT TO:</B
>
command has been either accepted or rejected by the remote
host, your server sends <B
CLASS="command"
>QUIT</B
>.
</P
><P
>&#13; By default, Exim uses an empty envelope sender address for
such callout verifications. The goal is to determine if a
<A
HREF="gloss.html#dsn"
><I
CLASS="glossterm"
>Delivery Status Notification</I
></A
> would be accepted if returned to the
sender.
</P
><P
>&#13; Postfix, on the other hand, defaults to the sender address
&#60;<TT
CLASS="option"
>postmaster@</TT
><TT
CLASS="parameter"
><I
>domain</I
></TT
>&#62;
for address verification purposes
(<TT
CLASS="parameter"
><I
>domain</I
></TT
> is taken from the
<TT
CLASS="option"
>$myorigin</TT
> variable). For this reason, you
may wish to treat this sender address the same way that you
treat the NULL envelope sender (for instance, avoid <A
HREF="smtpdelays.html"
>SMTP transaction delays</A
> or <A
HREF="greylisting.html"
>Greylisting</A
>, but
require <A
HREF="collateral.html#signedsender"
>Envelope Sender Signature</A
>s in recipient
addresses). More on this in the implementation appendices.
</P
><P
>&#13; You may find that this check alone may not be suitable as a
trigger to reject incoming mail. Occasionally, legitimate
mail, such as a recurring billing statement, is sent out
from automated services with an invalid return address.
Also, an unfortunate side effect of spam is that some users
tend to mangle the return address in their outgoing mails
(though this may affect the <SPAN
CLASS="QUOTE"
>"From:"</SPAN
> header in
the message itself more often than the <A
HREF="gloss.html#envfrom"
><I
CLASS="glossterm"
>Envelope Sender</I
></A
>).
</P
><P
>&#13; Moreover, this check only verifies that an address is valid,
not that it was authentic as the sender of this particular
message (but see also <A
HREF="collateral.html#signedsender"
>Envelope Sender Signature</A
>).
</P
><P
>&#13; Finally, there are reports of sites, such as
<SPAN
CLASS="QUOTE"
>"aol.com"</SPAN
>, that will unconditionally blacklist
any system from which they discover sender callout requests.
These sites may be frequent victims of <A
HREF="gloss.html#joejob"
><I
CLASS="glossterm"
>Joe Job</I
></A
>s, and as a result, receive storms of
sender callout requests. By taking part in these DDoS
(Distributed Denial-of-Servcie) attacks, you are effectively
turning yourself into a pawn in the hands of the spammer.
</P
></DIV
></DIV
><DIV
CLASS="section"
><H2
CLASS="section"
><A
NAME="rcptchecks"
></A
>2.3.3. Recipient Address Checks</H2
><P
>&#13; This should be simple, you say. A recipient address is either
valid, in which case the mail is delivered, or invalid, in
which case your MTA takes care of the rejection by default.
</P
><P
>&#13; Let us have a look, shall we?
</P
><DIV
CLASS="section"
><H3
CLASS="section"
><A
NAME="relayprevent"
></A
>2.3.3.1. Open Relay Prevention</H3
><P
>&#13; <EM
>Do not relay mail from remote hosts to remote
addresses!</EM
> (Unless the sender is authenticated).
</P
><P
>&#13; This may seem obvious to most of us, but apparently this is
a frequently overlooked consideration. Also, not everyone
may have a full grasp of the various internet standards
related to e-mail addresses and delivery paths (consider
<SPAN
CLASS="QUOTE"
>"percent hack domains"</SPAN
>, <SPAN
CLASS="QUOTE"
>"bang (!)
paths"</SPAN
>, etc).
</P
><P
>&#13; If you are unsure whether your MTA acts as an an <A
HREF="gloss.html#openrelay"
><I
CLASS="glossterm"
>Open Relay</I
></A
>, you can test it via
<SPAN
CLASS="QUOTE"
>"relay-test.mail-abuse.org"</SPAN
>.
At a shell prompt on your server, type:
<TABLE
BORDER="0"
BGCOLOR="#E0E0E0"
WIDTH="100%"
><TR
><TD
><FONT
COLOR="#000000"
><PRE
CLASS="screen"
>telnet relay-test.mail-abuse.org</PRE
></FONT
></TD
></TR
></TABLE
>
</P
><P
>&#13; This is a service that will use various tests to see whether
your SMTP server appears to forward mail to remote e-mail
addresses, and/or any number of address <SPAN
CLASS="QUOTE"
>"hacks"</SPAN
>
such as the ones mentioned above.
</P
><P
>&#13; Preventing your servers from acting as open relays is
extremely important. If your server is an open relay, and
spammers find you, you will be listed in numerous DNS
blacklists instantly. If the maintainers of certain other
DNS blacklists find you (by probing, and/or by acting on
complaints), you will be listed in those for an extended
period of time.
</P
></DIV
><DIV
CLASS="section"
><H3
CLASS="section"
><A
NAME="rcptvalid"
></A
>2.3.3.2. Recipient Address Lookups</H3
><P
>&#13; This, too may seem banal to most of us. It is not always so.
</P
><P
>&#13; If your users' mail accounts and mailboxes are stored
directly on your incoming mail exchanger, you can simply
check that the <SPAN
CLASS="QUOTE"
>"local part"</SPAN
> of the recipient
address corresponds to a valid mailbox. No problem here.
</P
><P
>&#13; There are two scenarios where verification of the recipient
address is more cumbersome:
</P
><P
></P
><UL
><LI
><P
>&#13; If your machine is a backup MX for the recipient
domain.
</P
></LI
><LI
><P
>&#13; If your machine forwards all mail for your domain to
another (presumably internal) server.
</P
></LI
></UL
><P
>&#13; The alternative to recipient address verification is to
accept all recipient addresses within these respective
domains, which in turn means that you or the destination
server might have to generate a <A
HREF="gloss.html#dsn"
><I
CLASS="glossterm"
>Delivery Status Notification</I
></A
> for
recipient addresses that later turn out to be invalid.
Ultimately, this means that you would be generating
collateral spam.
</P
><P
>&#13; With that in mind, let us see how we can verify the
recipient in the scenarios listed above.
</P
><DIV
CLASS="section"
><H4
CLASS="section"
><A
NAME="callforward"
></A
>2.3.3.2.1. Recipient Callout Verification</H4
><P
>&#13; This is a mechanism that is offered by some MTAs, such as
Exim and Postfix, to verify the <SPAN
CLASS="QUOTE"
>"local part"</SPAN
>
of a remote recipient address (see <EM
><A
HREF="smtpchecks.html#callback"
>Sender Callout Verification</A
></EM
> for a description of how
this works). In Postfix terminology, this is called
<SPAN
CLASS="QUOTE"
>"Recipient Address Verification"</SPAN
>.
</P
><P
>&#13; In this case, server attempts to contact the final
destination host to validate each recipient address before
you, in turn, accept the <B
CLASS="command"
>RCPT TO:</B
>
command from your peer.
</P
><P
>&#13; This solution is simple and elegant. It works with any
MTA that might be running on the final destination host,
and without access to any particular directory service.
Moreover, if that MTA happens to perform a fuzzy match on
the recipient address (this is the case with Lotus Domino
servers), this check will accurately reflect whether the
recipient address is eventually going to be accepted or
not - something which may not be true for the mechanisms
described below.
</P
><P
>&#13; Be sure to keep the original <A
HREF="gloss.html#envfrom"
><I
CLASS="glossterm"
>Envelope Sender</I
></A
>
intact for the recipient callout, or the response from the
destination host may not be accurate. For instance, it
may reject bounces (i.e. mail with no envelope sender) for
system users and aliases, as described in <A
HREF="collateral.html#dsnrealuser"
>Accept Bounces Only for Real Users</A
>.
</P
><P
>&#13; Among major MTAs, Exim and Postfix support this mechanism.
</P
></DIV
><DIV
CLASS="section"
><H4
CLASS="section"
><A
NAME="ldap"
></A
>2.3.3.2.2. Directory Services</H4
><P
>&#13; Another good solution would be a directory service
(e.g. one or more LDAP servers) that can be queried by
your MTA. The most common MTAs all support LDAP, NIS,
and/or various other backends that are commonly used to
provide user account information.
</P
><P
>&#13; The main sticking point is that unless the final
destination host of the e-mail already uses such a
directory service to map user names to mailboxes, there
may be some work involved in setting this up.
</P
></DIV
><DIV
CLASS="section"
><H4
CLASS="section"
><A
NAME="replicdir"
></A
>2.3.3.2.3. Replicated Mailbox Lists</H4
><P
>&#13; If none of the options above are viable, you could fall
back to a <SPAN
CLASS="QUOTE"
>"poor man's directory service"</SPAN
>,
where you would periodically copy a current list of
mailboxes from the machine where they are located, to your
MX host(s). Your MTA would then consult this list to
validate <B
CLASS="command"
>RCPT TO:</B
> commands in incoming
mail.
</P
><P
>&#13; If the machine(s) that host(s) your mailboxes is/are
running on some flavor of UNIX or Linux, you could write a
script to first generate such a list, perhaps from the
local <SPAN
CLASS="QUOTE"
>"/etc/passwd"</SPAN
> file, and then copy it to
your MX host(s) using the <SPAN
CLASS="QUOTE"
>"scp"</SPAN
> command from
the <A
HREF="http://www.openssh.org/"
TARGET="_top"
>OpenSSH</A
>
suite. You could then set up a <SPAN
CLASS="QUOTE"
>"cron"</SPAN
> job
(type <B
CLASS="command"
>man cron</B
> for details) to
periodically run this script.
</P
></DIV
></DIV
><DIV
CLASS="section"
><H3
CLASS="section"
><A
NAME="rcptmisses"
></A
>2.3.3.3. Dictionary Attack Prevention</H3
><P
>&#13; <EM
>Dictionary Attack</EM
> is a term used to
describe SMTP transactions where the sending host keeps
issuing <B
CLASS="command"
>RCPT TO:</B
> commands to probe for
possible recipient addresses based on common names (often
alphabetically starting with <SPAN
CLASS="QUOTE"
>"aaron"</SPAN
>, but
sometimes starting later in the alphabet, and/or at random).
If a particular address is accepted by your server, that
address is added into the spammer's arsenal.
</P
><P
>&#13; Some sites, particularly larger ones, find that they are
frequent targets of such attacks. From the spammer's
perspective, chances of finding a given username on a
large site is better than on sites with only a few users.
</P
><P
>&#13; One effective way to combat dictionary attacks is to issue
increasing transaction delays for each failed address. For
instance, the first non-existing recipient address can be
rejected with a 20-second delay, the second address with a
30-second delay, and so on.
</P
></DIV
><DIV
CLASS="section"
><H3
CLASS="section"
><A
NAME="dsnonercpt"
></A
>2.3.3.4. Accept only one recipient for DSNs</H3
><P
>&#13; Legitimate <A
HREF="gloss.html#dsn"
><I
CLASS="glossterm"
>Delivery Status Notification</I
></A
>s should be sent to only one
recipient address - the originator of the original message
that triggered the notification. You can drop the
connection if the <A
HREF="gloss.html#envfrom"
><I
CLASS="glossterm"
>Envelope Sender</I
></A
> address is
empty, but there are more than one recipients.
</P
></DIV
></DIV
></DIV
><H3
CLASS="FOOTNOTES"
>Notes</H3
><TABLE
BORDER="0"
CLASS="FOOTNOTES"
WIDTH="100%"
><TR
><TD
ALIGN="LEFT"
VALIGN="TOP"
WIDTH="5%"
><A
NAME="FTN.AEN718"
HREF="smtpchecks.html#AEN718"
><SPAN
CLASS="footnote"
>[1]</SPAN
></A
></TD
><TD
ALIGN="LEFT"
VALIGN="TOP"
WIDTH="95%"
><P
>&#13; Although this check is normally quite effective at
weeding out junk, there are reports of buggy L-Soft
<A
HREF="http://www.lsoft.com/products/default.asp?item=listserv"
TARGET="_top"
>listserv</A
>
installations that greet with the plain IP address of
the list server.
</P
></TD
></TR
><TR
><TD
ALIGN="LEFT"
VALIGN="TOP"
WIDTH="5%"
><A
NAME="FTN.AEN756"
HREF="smtpchecks.html#AEN756"
><SPAN
CLASS="footnote"
>[2]</SPAN
></A
></TD
><TD
ALIGN="LEFT"
VALIGN="TOP"
WIDTH="95%"
><P
>&#13; A special case is the NULL envelope sender address
(i.e. <B
CLASS="command"
>MAIL FROM:</B
> &#60;&#62;) used in
<A
HREF="gloss.html#dsn"
><I
CLASS="glossterm"
>Delivery Status Notification</I
></A
>s and other automatically generated
responses. This address should always be accepted.
</P
></TD
></TR
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ACCESSKEY="P"
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