SMTP

What is The Simple Mail Transfer Protocol 

Simple Mail Transfer Protocol (SMTP) is an internet standard communication protocol for electronic mail transmission. Mail servers and other message transfer agents use SMTP to send and receive mail messages. User-level email clients typically use SMTP only for sending messages to a mail server for relaying, and typically submit an outgoing email to the mail server on port 587 or 465 per RFC 8314. For retrieving messages, IMAP (which replaced the older POP3) is standard, but proprietary servers also often implement proprietary protocols, e.g., Exchange ActiveSync.

SMTP’s origins began in 1980, building on concepts implemented on the ARPANET in 1971. It has been updated, modified, and extended multiple times. The protocol version in common use today has an extensible structure with various extensions for authentication, encryption, binary data transfer, and internationalized email addresses. SMTP servers commonly use the Transmission Control Protocol on port numbers 25 (for plaintext) and 587 (for encrypted communications).

Protocol overview

SMTP is a connection-oriented, text-based protocol in which a mail sender communicates with a mail receiver by issuing command strings and supplying necessary data over a reliable ordered data stream channel, typically a Transmission Control Protocol (TCP) connection. An SMTP session consists of commands originated by an SMTP client (the initiating agent, sender, or transmitter) and corresponding responses from the SMTP server (the listening agent, or receiver) so that the session is opened, and the session parameters are exchanged. A session may include zero or more SMTP transactions. An SMTP transaction consists of three command/reply sequences:

  1. MAIL command, to establish the return address, also called return-path, reverse-path, bounce address, from, or envelope sender.
  2. RCPT command, to establish a recipient of the message. This command can be issued multiple times, one for each recipient. These addresses are also part of the envelope.
  3. DATA to signal the beginning of the message text; the content of the message, as opposed to its envelope. It consists of a message header and a message body separated by an empty line. DATA is a group of commands, and the server replies twice: once to the DATA command itself, to acknowledge that it is ready to receive the text, and the second time after the end-of-data sequence, to either accept or reject the entire message.

Besides the intermediate reply for DATA, each server’s reply can be either positive (2xx reply codes) or negative. Negative replies can be permanent (5xx codes) or transient (4xx codes). A reject is a permanent failure and the client should send a bounce message to the server it received it from. A drop is a positive response followed by message discard rather than delivery.

The initiating host, the SMTP client, can be either an end user’s email client, functionally identified as a mail user agent (MUA) or a relay server’s mail transfer agent (MTA), that is an SMTP server acting as an SMTP client, in the relevant session, to relay mail. Fully capable SMTP servers maintain queues of messages for retrying message transmissions that resulted in transient failures.

An MUA knows the outgoing mail SMTP server from its configuration. A relay server typically determines which server to connect to by looking up the MX (Mail eXchange) DNS resource record for each recipient’s domain name. If no MX record is found, a conformant relaying server (not all are) instead looks up the A record. Relay servers can also be configured to use a smart host. A relay server initiates a TCP connection to the server on the “well-known port” for SMTP: port 25, or for connecting to an MSA, port 587. The main difference between an MTA and an MSA is that connecting to an MSA requires SMTP Authentication.

SMTP vs mail retrieval

SMTP is a delivery protocol only. In normal use, the mail is “pushed” to a destination mail server (or next-hop mail server) as it arrives. Mail is routed based on the destination server, not the individual user(s) to which it is addressed. Other protocols, such as the Post Office Protocol (POP) and the Internet Message Access Protocol (IMAP) are specifically designed for use by individual users retrieving messages and managing mailboxes. To permit an intermittently-connected mail server to pull messages from a remote server on demand, SMTP has a feature to initiate mail queue processing on a remote server (see Remote Message Queue Starting below). POP and IMAP are unsuitable protocols for relaying mail by intermittently-connected machines; they are designed to operate after final delivery when information critical to the correct operation of mail relay (the “mail envelope”) has been removed.

Remote Message Queue Starting

Remote Message Queue Starting enables a remote host to start the processing of the mail queue on a server so it may receive messages destined to it by sending a corresponding command. The original TURN command was deemed insecure and was extended in RFC 1985 with the ETRN command which operates more securely using an authentication method based on Domain Name System information.

Outgoing mail SMTP server

An email client needs to know the IP address of its initial SMTP server and this has to be given as part of its configuration (usually given as a DNS name). This server will deliver outgoing messages on behalf of the user.

Outgoing mail server access restrictions

Server administrators need to impose some control on which clients can use the server. This enables them to deal with abuse, for example, spam. Two solutions have been in common use:

  • In the past, many systems imposed usage restrictions by the location of the client, only permitting usage by clients whose IP address is one that the server administrators control. Usage from any other client IP address is disallowed.
  • Modern SMTP servers typically offer an alternative system that requires authentication of clients by credentials before allowing access.

Restricting access by location

Under this system, an ISP’s SMTP server will not allow access by users who are outside the ISP’s network. More precisely, the server may only allow access to users with an IP address provided by the ISP, which is equivalent to requiring that they are connected to the Internet using that same ISP. A mobile user may often be on a network other than that of their normal ISP, and will then find that sending email fails because the configured SMTP server choice is no longer accessible.

This system has several variations. For example, an organization’s SMTP server may only provide service to users on the same network, enforcing this by firewalling to block access by users on the wider Internet. Or the server may perform range checks on the client’s IP address. These methods were typically used by corporations and institutions such as universities which provided an SMTP server for outbound mail only for use internally within the organization. However, most of these bodies now use client authentication methods, as described below.

Where a user is mobile and may use different ISPs to connect to the internet, this kind of usage restriction is onerous, and altering the configured outbound email SMTP server address is impractical. It is highly desirable to be able to use email client configuration information that does not need to change.

Client authentication

Modern SMTP servers typically require authentication of clients by credentials before allowing access, rather than restricting access by location as described earlier. This more flexible system is friendly to mobile users and allows them to have a fixed choice of configured outbound SMTP servers. SMTP Authentication, often abbreviated SMTP AUTH, is an extension of the SMTP to log in using an authentication mechanism.

Ports

Communication between mail servers generally uses the standard TCP port 25 designated for SMTP.

Mail clients however generally don’t use this, instead of using specific “submission” ports. Mail services generally accept email submissions from clients on one of:

  • 587 (Submission), as formalized in RFC 6409 (previously RFC 2476)
  • 465 This port was deprecated after RFC 2487, until the issue of RFC 8314.

Port 2525 and others may be used by some individual providers, but have never been officially supported.

Many Internet service providers now block all outgoing port 25 traffic from their customers. Mainly as an anti-spam measure, but also to cure for the higher cost they have when leaving it open, perhaps by charging more from the few customers that require it open.