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Minhee","email":"hong@minhee.org","url":"https://hongminhee.org/"},"license":"MIT","homepage":"https://upyo.org/transports/smtp","keywords":["email","mail","sendmail","smtp"],"repository":{"type":"git","url":"git+https://github.com/dahlia/upyo.git","directory":"packages/smtp/"},"description":"SMTP transport for Upyo email library","maintainers":[{"name":"hongminhee","email":"hong@minhee.org"}],"readme":"<!-- deno-fmt-ignore-file -->\n\n@upyo/smtp\n==========\n\n[![JSR][JSR badge]][JSR]\n[![npm][npm badge]][npm]\n\nSMTP transport implementation for the [Upyo] email library.\n\n[JSR badge]: https://jsr.io/badges/@upyo/smtp\n[JSR]: https://jsr.io/@upyo/smtp\n[npm badge]: https://img.shields.io/npm/v/@upyo/smtp?logo=npm\n[npm]: https://www.npmjs.com/package/@upyo/smtp\n[Upyo]: https://upyo.org/\n\n\nFeatures\n--------\n\n -  Full SMTP protocol implementation\n -  TLS/SSL support\n -  Connection pooling\n -  Multiple authentication methods\n -  OAuth 2.0 authentication (SASL XOAUTH2 and OAUTHBEARER)\n -  HTML and plain text email support\n -  File attachments (regular and inline)\n -  Multiple recipients (To, CC, BCC)\n -  SMTP PIPELINING for faster multi-recipient delivery\n -  SMTP SIZE declaration and advertised-limit checks\n -  Structured SMTP enhanced status codes\n -  SMTPUTF8 internationalized address delivery\n -  SMTP delivery status notification requests\n -  Custom headers\n -  Priority levels\n -  Comprehensive testing utilities\n -  TypeScript support\n -  Cross-runtime compatibility (Node.js, Bun, Deno)\n -  STARTTLS support for secure connection upgrade\n -  DKIM signing support (RSA-SHA256 and Ed25519-SHA256)\n\n\nInstallation\n------------\n\n~~~~ sh\nnpm  add       @upyo/core @upyo/smtp\npnpm add       @upyo/core @upyo/smtp\nyarn add       @upyo/core @upyo/smtp\ndeno add --jsr @upyo/core @upyo/smtp\nbun  add       @upyo/core @upyo/smtp\n~~~~\n\n\nUsage\n-----\n\n### Basic Email Sending\n\n~~~~ typescript\nimport { createMessage } from \"@upyo/core\";\nimport { SmtpTransport } from \"@upyo/smtp\";\n\nconst transport = new SmtpTransport({\n  host: \"smtp.example.com\",\n  port: 587,\n  secure: false,\n  requireTls: true,\n  auth: {\n    user: \"username\",\n    pass: \"password\",\n  },\n});\n\nconst message = createMessage({\n  from: \"sender@example.com\",\n  to: \"recipient@example.net\",\n  subject: \"Hello from Upyo!\",\n  content: { text: \"This is a test email.\" },\n});\n\nconst receipt = await transport.send(message);\nif (receipt.successful) {\n  console.log(\"Message sent with ID:\", receipt.messageId);\n} else {\n  console.error(\"Send failed:\", receipt.errorMessages.join(\", \"));\n}\n~~~~\n\n### Sending Multiple Emails\n\n~~~~ typescript\nconst messages = [message1, message2, message3];\n\nfor await (const receipt of transport.sendMany(messages)) {\n  if (receipt.successful) {\n    console.log(`Email sent with ID: ${receipt.messageId}`);\n  } else {\n    console.error(`Email failed: ${receipt.errorMessages.join(\", \")}`);\n  }\n}\n~~~~\n\n\nConfiguration options\n---------------------\n\n### `SmtpConfig`\n\n| Option              | Type             | Default        | Description                      |\n| ------------------- | ---------------- | -------------- | -------------------------------- |\n| `host`              | `string`         |                | SMTP server hostname             |\n| `port`              | `number`         | `587`          | SMTP server port                 |\n| `secure`            | `boolean`        | Port-dependent | Use implicit TLS from the start  |\n| `requireTls`        | `boolean`        | `false`        | Require a STARTTLS upgrade       |\n| `auth`              | `SmtpAuth`       |                | Authentication configuration     |\n| `tls`               | `SmtpTlsOptions` |                | TLS configuration                |\n| `connectionTimeout` | `number`         | `60000`        | Connection timeout (ms)          |\n| `socketTimeout`     | `number`         | `60000`        | Socket timeout (ms)              |\n| `localName`         | `string`         | `\"localhost\"`  | Local hostname for `HELO`/`EHLO` |\n| `pool`              | `boolean`        | `true`         | Enable connection pooling        |\n| `poolSize`          | `number`         | `5`            | Maximum pool connections         |\n| `dkim`              | `DkimConfig`     |                | DKIM signing configuration       |\n\n*The `requireTls` option is available since Upyo 0.6.0.*\n\nSet `requireTls: true` with `secure: false` to issue `STARTTLS` even when the\nserver does not advertise it and fail delivery unless the upgrade succeeds.\nWhen `secure` is omitted, it defaults to `true` on port 465 and `false` on all\nother ports.\nRegardless of this option, SMTP authentication to non-loopback hosts requires\neither an implicit TLS connection or a successful STARTTLS upgrade.  Cleartext\nauthentication to loopback hosts remains available for local development.\n\n### `SmtpAuth`\n\n`SmtpAuth` is a discriminated union of three strategies.\n\nUsername/password (`SmtpUserPassAuth`), discriminated by `pass`:\n\n| Option   | Type                               | Default   | Description |\n| -------- | ---------------------------------- | --------- | ----------- |\n| `user`   | `string`                           |           | Username    |\n| `pass`   | `string`                           |           | Password    |\n| `method` | `\"plain\" \\| \"login\" \\| \"cram-md5\"` | `\"plain\"` | Auth method |\n\nOAuth 2.0 access token (`SmtpOAuth2TokenAuth`), discriminated by `accessToken`:\n\n| Option        | Type                            | Default     | Description                                 |\n| ------------- | ------------------------------- | ----------- | ------------------------------------------- |\n| `user`        | `string`                        |             | User (email address)                        |\n| `accessToken` | `string \\| OAuth2TokenProvider` |             | Access token, or a callback returning one   |\n| `method`      | `\"xoauth2\" \\| \"oauthbearer\"`    | `\"xoauth2\"` | SASL mechanism (auto-detected when omitted) |\n\nOAuth 2.0 refresh-token flow (`SmtpOAuth2RefreshAuth`), discriminated by\n`refreshToken`:\n\n| Option          | Type                         | Default     | Description                                 |\n| --------------- | ---------------------------- | ----------- | ------------------------------------------- |\n| `user`          | `string`                     |             | User (email address)                        |\n| `clientId`      | `string`                     |             | OAuth 2.0 client identifier                 |\n| `clientSecret`  | `string`                     |             | OAuth 2.0 client secret (optional)          |\n| `refreshToken`  | `string`                     |             | OAuth 2.0 refresh token                     |\n| `tokenEndpoint` | `string`                     |             | Token endpoint URL                          |\n| `scope`         | `string`                     |             | Space-delimited scopes (optional)           |\n| `method`        | `\"xoauth2\" \\| \"oauthbearer\"` | `\"xoauth2\"` | SASL mechanism (auto-detected when omitted) |\n\nThe access token may be a static string or a callback (`OAuth2TokenProvider`)\nthat returns a fresh token on demand—use the callback to integrate an OAuth\nclient such as `google-auth-library` or `msal-node`.  With the refresh-token\nflow the transport runs the `refresh_token` grant itself, caching the access\ntoken across pooled connections.  See the\n[OAuth 2.0 authentication guide][oauth-guide] for details.\n\n[oauth-guide]: https://upyo.org/transports/smtp#oauth-2-0-authentication\n\n\nMessage size limits\n-------------------\n\n*This feature is introduced in Upyo 0.6.0.*\n\nWhen the server advertises the `SIZE` extension, the transport declares the\nencoded message size on `MAIL FROM`.  If the server also advertises a fixed\nmaximum, an oversized message produces a failed receipt before Upyo sends the\nenvelope or uploads the message.  Bare `SIZE` and `SIZE 0` advertisements do not\nset a fixed maximum.  This behavior is automatic and needs no configuration.\n\nSee [RFC 1870] for the SMTP Message Size Declaration extension.\n\n[RFC 1870]: https://www.rfc-editor.org/rfc/rfc1870\n\n\nEnhanced status codes\n---------------------\n\n*This feature is introduced in Upyo 0.6.0.*\n\nSMTP failures include a parsed enhanced status code when the server prefixes\nits reply text with a valid RFC 2034 code such as `5.1.1`.  The final reply\nline's text remains in `providerDetails.response`, while\n`providerDetails.enhancedStatusCode` provides the complete code and its numeric\n`class`, `subject`, and `detail` fields.  Address and message-content statuses\nare categorized as validation failures, and network/routing statuses as network\nfailures.\n\nUse `isSmtpResponseProviderDetails()` to narrow the provider-specific details:\n\n~~~~ typescript\nimport { isSmtpResponseProviderDetails } from \"@upyo/smtp\";\n\nconst error = receipt.successful ? undefined : receipt.errors?.[0];\nif (isSmtpResponseProviderDetails(error?.providerDetails)) {\n  console.log(error.providerDetails.enhancedStatusCode?.subject);\n}\n~~~~\n\nPartially rejected recipients expose the same structure through\n`receipt.rejectedRecipients[].enhancedStatusCode`.  Replies without an enhanced\ncode, with malformed fields, or with a class that conflicts with the\nthree-digit SMTP reply continue to use the traditional reply classification.\n\nSee [RFC 2034] for the SMTP extension and [RFC 3463] for the status-code\nstructure.\n\n[RFC 2034]: https://www.rfc-editor.org/rfc/rfc2034\n[RFC 3463]: https://www.rfc-editor.org/rfc/rfc3463\n\n\nEnvelope overrides\n------------------\n\n*This feature is introduced in Upyo 0.6.0.*\n\nUse the `envelope` send option when the SMTP reverse-path or recipients must\ndiffer from the visible message headers:\n\n~~~~ typescript\nconst receipt = await transport.send(message, {\n  envelope: {\n    from: \"bounces+customer-42@bounce.example.com\",\n    to: [\"delivery@example.net\"],\n  },\n});\n~~~~\n\nOmitting `from` or `to` keeps the value derived from the message.  Set `from`\nto `null` to send `MAIL FROM:<>`.  The override changes only `MAIL FROM` and\n`RCPT TO`; the From, To, Cc, Bcc, and Reply-To message fields remain unchanged.\n\nFor bulk VERP delivery, pass a resolver that returns an override for each\nmessage:\n\n~~~~ typescript\nfor await (const receipt of transport.sendMany(messages, {\n  envelope: (_message, index) => ({\n    from: `bounces+${index}@bounce.example.com`,\n  }),\n})) {\n  console.log(receipt);\n}\n~~~~\n\nA plain override applies to every message passed to `sendMany()`.  Invalid\naddresses and empty recipient lists return a non-retryable failed receipt with\nthe code `smtp.envelope-invalid` before `MAIL FROM` is sent.\n\n\nInternationalized addresses\n---------------------------\n\n*This feature is introduced in Upyo 0.6.0.*\n\nThe transport automatically negotiates [RFC 6531] SMTPUTF8 when the effective\nSMTP envelope or a visible message-header mailbox contains a non-ASCII\ncharacter.  A supporting server must advertise both `SMTPUTF8` and `8BITMIME`;\nUpyo then sends `BODY=8BITMIME SMTPUTF8` on `MAIL FROM`.\n\nIf either capability is missing, delivery returns a non-retryable failed\nreceipt with the code `smtp.smtputf8-unsupported` before the mail transaction\nstarts.  Unicode display names and subjects continue to use RFC 2047 encoding\nand do not require SMTPUTF8 when the mailbox addresses remain ASCII-only.\n\n[RFC 6531]: https://www.rfc-editor.org/rfc/rfc6531\n\n\nDelivery status notifications\n-----------------------------\n\n*This feature is introduced in Upyo 0.6.0.*\n\nPass SMTP-specific DSN settings to `send()` to request delivery status\nnotifications under [RFC 3461]:\n\n~~~~ typescript\nconst receipt = await transport.send(message, {\n  dsn: {\n    envelopeId: \"campaign+42\",\n    return: \"headers\",\n    recipients: {\n      \"recipient@example.net\": {\n        notify: [\"success\", \"failure\", \"delay\"],\n        originalRecipient: \"recipient@example.net\",\n      },\n    },\n  },\n});\n~~~~\n\n`envelopeId` and `return` become `ENVID` and `RET` parameters on `MAIL FROM`.\nEach recipient's `notify` and `originalRecipient` values become `NOTIFY` and\n`ORCPT` parameters on its `RCPT TO` command.  Upyo validates them against the\neffective envelope, including any override, and `xtext`-escapes the values\nwithout adding them to the message headers.  `envelopeId` must not be empty,\nand `originalRecipient` must exactly match its envelope recipient.\n\nIf the server does not advertise `DSN`, the transport returns a non-retryable\nfailed receipt with the code `smtp.dsn-unsupported` before sending `MAIL FROM`.\nInvalid settings use `smtp.dsn-invalid`.\n\n[RFC 3461]: https://www.rfc-editor.org/rfc/rfc3461\n\n\nDKIM signing\n------------\n\nDKIM (DomainKeys Identified Mail) signing is supported for improved email\ndeliverability and authentication:\n\n~~~~ typescript\nimport { createMessage } from \"@upyo/core\";\nimport { SmtpTransport } from \"@upyo/smtp\";\nimport { readFileSync } from \"node:fs\";\n\nconst transport = new SmtpTransport({\n  host: \"smtp.example.com\",\n  port: 587,\n  secure: false,\n  auth: { user: \"user@example.com\", pass: \"password\" },\n  dkim: {\n    signatures: [{\n      signingDomain: \"example.com\",\n      selector: \"mail\",\n      privateKey: readFileSync(\"./dkim-private.pem\", \"utf8\"),\n    }],\n  },\n});\n~~~~\n\n### `DkimConfig`\n\n| Option             | Type                         | Default   | Description                     |\n| ------------------ | ---------------------------- | --------- | ------------------------------- |\n| `signatures`       | `DkimSignature[]`            |           | Array of DKIM signature configs |\n| `onSigningFailure` | `\"throw\" \\| \"send-unsigned\"` | `\"throw\"` | Action when signing fails       |\n\n### `DkimSignature`\n\n| Option             | Type                               | Default             | Description                             |\n| ------------------ | ---------------------------------- | ------------------- | --------------------------------------- |\n| `signingDomain`    | `string`                           |                     | Domain for DKIM key (d= tag)            |\n| `selector`         | `string`                           |                     | DKIM selector (s= tag)                  |\n| `privateKey`       | `string \\| CryptoKey`              |                     | Private key (PEM string or `CryptoKey`) |\n| `algorithm`        | `\"rsa-sha256\" \\| \"ed25519-sha256\"` | `\"rsa-sha256\"`      | Signing algorithm                       |\n| `canonicalization` | `string`                           | `\"relaxed/relaxed\"` | Header/body canonicalization            |\n| `headerFields`     | `string[]`                         | From, To, …         | Headers to sign                         |\n\n\nTesting\n-------\n\n### Mock SMTP Server\n\nFor unit testing, use the included mock SMTP server:\n\n~~~~ typescript\nimport { MockSmtpServer, SmtpTransport } from \"@upyo/smtp\";\n\nconst server = new MockSmtpServer();\nconst port = await server.start();\n\nconst transport = new SmtpTransport({\n  host: \"localhost\",\n  port,\n  secure: false,\n  auth: { user: \"test\", pass: \"test\" },\n});\n\n// Send test email\nawait transport.send(message);\n\n// Check received messages\nconst received = server.getReceivedMessages();\nconsole.log(received[0].data); // Raw email content\n\nawait server.stop();\n~~~~\n\n### OAuth 2.0 end-to-end tests\n\nThe OAuth 2.0 end-to-end tests run against a real provider (e.g. Gmail or\nOutlook) and are skipped unless the following environment variables are set:\n\n| Variable                | Description                            |\n| ----------------------- | -------------------------------------- |\n| `SMTP_OAUTH2_HOST`      | SMTP host (e.g. `smtp.gmail.com`)      |\n| `SMTP_OAUTH2_PORT`      | SMTP port (default `587`)              |\n| `SMTP_OAUTH2_SECURE`    | `true` for implicit TLS                |\n| `SMTP_OAUTH2_USER`      | User (email address)                   |\n| `SMTP_OAUTH2_MECHANISM` | `xoauth2` or `oauthbearer` (optional)  |\n| `SMTP_OAUTH2_FROM`      | Envelope sender (defaults to the user) |\n| `SMTP_OAUTH2_TO`        | Recipient (defaults to the user)       |\n\nProvide a token source as either a static access token:\n\n| Variable                   | Description        |\n| -------------------------- | ------------------ |\n| `SMTP_OAUTH2_ACCESS_TOKEN` | OAuth access token |\n\nor the refresh-token flow:\n\n| Variable                     | Description                       |\n| ---------------------------- | --------------------------------- |\n| `SMTP_OAUTH2_CLIENT_ID`      | OAuth client identifier           |\n| `SMTP_OAUTH2_CLIENT_SECRET`  | OAuth client secret (optional)    |\n| `SMTP_OAUTH2_REFRESH_TOKEN`  | OAuth refresh token               |\n| `SMTP_OAUTH2_TOKEN_ENDPOINT` | Token endpoint URL                |\n| `SMTP_OAUTH2_SCOPE`          | Space-delimited scopes (optional) |\n\nA Gmail access token can be minted with [google-auth-library], and an Outlook\none with [msal-node].\n\n[google-auth-library]: https://github.com/googleapis/google-auth-library-nodejs\n[msal-node]: https://github.com/AzureAD/microsoft-authentication-library-for-js/tree/dev/lib/msal-node\n\n\nSending raw MIME\n----------------\n\n*This feature is introduced in Upyo 0.6.0.*\n\n`SmtpTransport` implements `RawTransport` for already serialized messages,\nincluding signed or encrypted MIME. Provide delivery addresses separately:\n\n~~~~ typescript\nimport { SmtpTransport } from \"@upyo/smtp\";\n\nconst transport = new SmtpTransport({ host: \"localhost\", port: 1025 });\ntry {\n  await transport.sendRaw({\n    envelope: { from: \"sender@example.com\", to: [\"recipient@example.net\"] },\n    content: new TextEncoder().encode(\"Subject: Hello\\r\\n\\r\\nHello!\\r\\n\"),\n    encoding: \"7bit\",\n  });\n} finally {\n  await transport.closeAllConnections();\n}\n~~~~\n\nRaw sources accept bytes, promised bytes, Blob, or replayable attachment-style\nfactories. With `encoding` specified, the source is read once; otherwise it is\nanalyzed and then read again. Every reader must produce identical bytes.\nAutomatic analysis requires SMTPUTF8 for any non-ASCII byte. Specify `8bit`\nwhen all MIME headers are ASCII and only the body needs 8BITMIME. Upyo checks\nonly top-level headers; the caller must ensure nested MIME headers are ASCII.\nUse `utf8` or omit `encoding` if unsure. Both `utf8` and internationalized\nenvelope addresses require SMTPUTF8 and 8BITMIME.\nUnsupported capabilities produce a failed receipt before MAIL FROM.\n\nThe content must already have CRLF line endings including the final CRLF,\nnonempty headers, no NUL, and no line longer than 998 bytes excluding CRLF.\nSMTP delivery adds only dot-stuffing and protocol framing. It does not compose\nheaders, remove Bcc, add Date or Message-ID, or run configured DKIM signing.\nThe caller is responsible for the MIME structure and any existing signatures.\n\n`sendRaw()` accepts `dsn` and `signal` options. Its envelope cannot be\noverridden through options; use `envelope.from: null` for a null reverse-path.\nReceipts include partial recipient rejections just like `send()`. The returned\nmessage ID identifies the SMTP transaction, not necessarily the MIME Message-ID.\n\nKnown sizes exclude dot-stuffing and protocol framing. A factory with an\nexplicit encoding starts reading after the server accepts DATA and does not\nneed a preliminary size pass. Inactivity limits and cancellation cover reading\nand writing; a failure during DATA closes that connection without completing\nthe message. Raw delivery is not retried automatically.\n","readmeFilename":""}