OPENSSL-CMS(1ossl)

📦
version 3.5.9 · 8 versions
, in alpine 3.23, alpine 3.24

💅 OPENSSL-CMS(1ossl) — CMS command 🎀

🌸 NAME 🌸

openssl-cms — CMS command. That's the whole name, bestie. Iconic, concise, we love a label that knows exactly what it is. 💅

✨ SYNOPSIS ✨

Okay so here's the whole shape of it — brackets mean optional, because Unix loves a little optionality:

openssl cms [-help]

General options:

[-in filename] [-out filename] [-config configfile]

Operation options:

[-encrypt] [-decrypt] [-sign] [-verify] [-resign] [-sign_receipt]
[-verify_receipt receipt] [-digest digest] [-digest_create]
[-digest_verify] [-compress] [-uncompress] [-EncryptedData_encrypt]
[-EncryptedData_decrypt] [-data_create] [-data_out] [-cmsout]

File format options:

[-inform DER|PEM|SMIME] [-outform DER|PEM|SMIME] [-rctform
DER|PEM|SMIME] [-stream] [-indef] [-noindef] [-binary] [-crlfeol]
[-asciicrlf]

Keys and password options:

[-pwri_password password] [-secretkey key] [-secretkeyid id] [-inkey
filename|uri] [-passin arg] [-keyopt name:parameter] [-keyform
DER|PEM|P12|ENGINE] [-engine id] [-provider name] [-provider-path path]
[-provparam [name:]key=value] [-propquery propq] [-rand files]
[-writerand file]

Encryption options:

[-originator file] [-recip file] [recipient-cert ...]  [-cipher] [-wrap
cipher] [-aes128-wrap] [-aes192-wrap] [-aes256-wrap] [-des3-wrap]
[-debug_decrypt]

Signing options:

[-md digest] [-signer file] [-certfile file] [-cades] [-nodetach]
[-nocerts] [-noattr] [-nosmimecap] [-no_signing_time]
[-receipt_request_all] [-receipt_request_first] [-receipt_request_from
emailaddress] [-receipt_request_to emailaddress]

Verification options:

[-signer file] [-content filename] [-no_content_verify]
[-no_attr_verify] [-nosigs] [-noverify] [-nointern] [-cades]
[-verify_retcode] [-CAfile file] [-no-CAfile] [-CApath dir] [-no-CApath]
[-CAstore uri] [-no-CAstore]

Output options:

[-keyid] [-econtent_type type] [-text] [-certsout file] [-to addr]
[-from addr] [-subject subj]

Printing options:

[-noout] [-print] [-nameopt option] [-receipt_request_print]

Validation options:

[-allow_proxy_certs] [-attime timestamp] [-no_check_time]
[-check_ss_sig] [-crl_check] [-crl_check_all] [-explicit_policy]
[-extended_crl] [-ignore_critical] [-inhibit_any] [-inhibit_map]
[-partial_chain] [-policy arg] [-policy_check] [-policy_print] [-purpose
purpose] [-suiteB_128] [-suiteB_128_only] [-suiteB_192] [-trusted_first]
[-no_alt_chains] [-use_deltas] [-auth_level num] [-verify_depth num]
[-verify_email email] [-verify_hostname hostname] [-verify_ip ip]
[-verify_name name] [-x509_strict] [-issuer_checks]

🦋 DESCRIPTION 🦋

This command handles data in CMS format — the classic example being S/MIME v3.1 email messages. It can encrypt, decrypt, sign, verify, compress, uncompress, and print messages. Basically a whole little ecosystem for CMS data, and it's serving. 🫶

✨ OPTIONS ✨

Okay so there are a bunch of operation options that set the type of operation to be performed: encrypt, decrypt, sign, verify, resign, sign_receipt, verify_receipt, digest_create, digest_verify, compress, uncompress, EncryptedData_encrypt, EncryptedData_decrypt, data_create, data_out, or cmsout. The relevance of the other options depends on the operation type, and their meaning may vary according to it. So yeah, read the room before you flag, bestie. 💅

  • -help — Print out a usage message. It says hi and tells you the vibes.

🌟 General options 🌟

  • -in filename — The input message to be encrypted or signed, or the message to be decrypted or verified. Input file bestie, bringing the content.
  • -out filename — The message text that has been decrypted or verified, or the output MIME format message that has been signed or verified. Output file, doing its thing.
  • -config configfile — See "Configuration Option" in openssl(1). It's config, it's configfile, it's there.

💥 Operation options 💥

  • -encrypt — Encrypts data for the given recipient certificates. The input file is the message to be encrypted. The output file is the encrypted data in MIME format. The actual CMS type here is EnvelopedData. ⚠️ Heads up: no revocation check is done for the recipient cert, so if that key has been compromised, others may be able to decrypt the text. That's the manual's warning, not a vibe I invented.
  • -decrypt — Decrypts data using the supplied certificate and private key. Expects encrypted data in MIME format for the input file. The decrypted data is written to the output file.
  • -sign — Signs data using the supplied certificate and private key. The input file is the message to be signed. The signed data in MIME format is written to the output file.
  • -verify — Verifies signed data. Expects signed data on input and outputs the signed data. Both clear text and opaque signing are supported. By default, validation of signer certificates and their chain is done w.r.t. the S/MIME signing (smimesign) purpose. For details see "Certificate Extensions" in openssl-verification-options(1). That default purpose is important, bestie.
  • -resign — Resigns a message: take an existing message and one or more new signers. It's giving second chances. ✨
  • -sign_receipt — Generates and outputs a signed receipt for the supplied message. The input message must contain a signed receipt request. Functionality is otherwise similar to the -sign operation.
  • -verify_receipt receipt — Verifies a signed receipt in filename receipt. The input message must contain the original receipt request. Functionality is otherwise similar to the -verify operation.
  • -digest digest — When used with -sign, provides the digest in hexadecimal form instead of computing it from the original message content. Cannot be combined with -in or -nodetach. This operation is the CMS equivalent of openssl-pkeyutl(1) signing. ⚠️ When signing a pre-computed digest, the security relies on the digest and its computation from the original message being trusted. That's a serious caveat — trust the digest source, bestie.
  • -digest_create — Creates a CMS DigestedData type.
  • -digest_verify — Verifies a CMS DigestedData type and outputs the content.
  • -compress — Creates a CMS CompressedData type. OpenSSL must be compiled with zlib support for this option to work, otherwise it will output an error. zlib required, no exceptions.
  • -uncompress — Uncompresses a CMS CompressedData type and outputs the content. OpenSSL must be compiled with zlib support for this option to work, otherwise it will output an error. Same zlib requirement.
  • -EncryptedData_encrypt — Encrypts content using the supplied symmetric key and algorithm using a CMS EncryptedData type, then outputs the content.
  • -EncryptedData_decrypt — Decrypts content using the supplied symmetric key and algorithm using a CMS EncryptedData type, then outputs the content.
  • -data_create — Creates a CMS Data type.
  • -data_out — Data type and output the content. (That's what the manual says, bestie — I'm not adding extra lore.)
  • -cmsout — Takes an input message and writes out a PEM encoded CMS structure.

🗂️ File format options 🗂️

  • -inform DER|PEM|SMIME — The input format of the CMS structure (if one is being read); the default is SMIME. See openssl-format-options(1) for details.
  • -outform DER|PEM|SMIME — The output format of the CMS structure (if one is being written); the default is SMIME. See openssl-format-options(1) for details.
  • -rctform DER|PEM|SMIME — The signed receipt format for use with the -receipt_verify; the default is SMIME. See openssl-format-options(1) for details.
  • -stream — Equivalent to -indef; enables streaming I/O for encoding operations. This permits single pass processing of data without holding the entire contents in memory, potentially supporting very large files. Streaming is automatically set for S/MIME signing with detached data if the output format is SMIME; it is currently off by default for all other operations.
  • -indef — Equivalent to -stream; enables streaming I/O for encoding operations. Same single-pass, don't-hold-everything-in-memory deal, potentially supporting very large files. Streaming is automatically set for S/MIME signing with detached data if the output format is SMIME; it is currently off by default for all other operations.
  • -noindef — Disables streaming I/O where it would produce an indefinite length constructed encoding. This option currently has no effect. In future, streaming will be enabled by default on all relevant operations and this option will disable it. Future-you will care. 🔮
  • -binary — Normally the input message is converted to "canonical" format, which is effectively using CR and LF as end of line: as required by the S/MIME specification. When this option is present, no translation occurs. Useful when handling binary data which may not be in MIME format.
  • -crlfeol — Normally the output file uses a single LF as end of line. When this option is present, CRLF is used instead.
  • -asciicrlf — When signing, use ASCII CRLF format canonicalisation. This strips trailing whitespace from all lines, deletes trailing blank lines at EOF and sets the encapsulated content type. This option is normally used with detached content and an output signature format of DER. This option is not normally needed when verifying, as it is enabled automatically if the encapsulated content format is detected. Good to know, no cap.

🔑 Keys and password options 🔑

  • -pwri_password password — Specify password for recipient.
  • -secretkey key — Specify symmetric key to use. The key must be supplied in hex format and be consistent with the algorithm used. Supported by the -EncryptedData_encrypt, -EncryptedData_decrypt, -encrypt and -decrypt options. When used with -encrypt or -decrypt, the supplied key is used to wrap or unwrap the content encryption key using an AES key in the KEKRecipientInfo type. Hex format, bestie. 🧚
  • -secretkeyid id — The key identifier for the supplied symmetric key for KEKRecipientInfo type. This option must be present if the -secretkey option is used with -encrypt. With -decrypt operations, the id is used to locate the relevant key; if it is not supplied, then an attempt is used to decrypt any KEKRecipientInfo structures. That "must be present" is non-negotiable for encrypt.
  • -inkey filename|uri — The private key to use when signing or decrypting. This must match the corresponding certificate. If this option is not specified, then the private key must be included in the certificate file specified with the -recip or -signer file. When signing, this option can be used multiple times to specify successive keys. Multiple keys, multiple moments.
  • -passin arg — The private key password source. For more information about the format of arg, see openssl-passphrase-options(1).
  • -keyopt name:parameter — For signing and encryption, this option can be used multiple times to set customised parameters for the preceding key or certificate. It can currently be used to set RSA-PSS for signing, RSA-OAEP for encryption or to modify default parameters for ECDH.
  • -keyform DER|PEM|P12|ENGINE — The format of the private key file; unspecified by default. See openssl-format-options(1) for details.
  • -engine id — See "Engine Options" in openssl(1). ⚠️ This option is deprecated. Legacy vibes, bestie.
  • -provider name — See "Provider Options" in openssl(1), provider(7), and property(7).
  • -provider-path path — See "Provider Options" in openssl(1), provider(7), and property(7).
  • -provparam [name:]key=value — See "Provider Options" in openssl(1), provider(7), and property(7).
  • -propquery propq — See "Provider Options" in openssl(1), provider(7), and property(7).
  • -rand files — See "Random State Options" in openssl(1) for details.
  • -writerand file — See "Random State Options" in openssl(1) for details.

🔐 Encryption and decryption options 💖

Okay bestie, this is the crypto cloak-and-dagger section. Every flag here is doing actual cryptographic labor, so read the little details, fr fr.

  • -originator file — A certificate of the originator of the encrypted message. It’s necessary for decryption when Key Agreement is in use for a shared key. Currently, not allowed for encryption.
  • -recip file — When decrypting a message this specifies the certificate of the recipient. The certificate must match one of the recipients of the message. When encrypting a message this option may be used multiple times to specify each recipient. This form must be used if customised parameters are required (for example to specify RSA-OAEP). Only certificates carrying RSA, Diffie-Hellman or EC keys are supported by this option.
  • recipient-cert ... — This is an alternative to using the -recip option when encrypting a message. One or more certificate filenames may be given.
  • -cipher — The encryption algorithm to use. For example, AES (256 bits) with -aes256, or triple DES (168 bits) with -des3. Any standard algorithm name (as used by the EVP_get_cipherbyname() function) can also be used preceded by a dash, for example -aes-128-cbc. See openssl-enc(1) for a list of ciphers supported by your version of OpenSSL. Currently, the AES variants with GCM mode are the only supported AEAD algorithms. If not specified, AES-256-CBC is used as the default. Only used with -encrypt and -EncryptedData_encrypt commands.
  • -wrap cipher — Cipher algorithm to use for key wrap when encrypting the message using Key Agreement for key transport. The algorithm specified should be suitable for key wrap.
  • -aes128-wrap, -aes192-wrap, -aes256-wrap, -des3-wrap — Use AES128, AES192, AES256, or 3DES-EDE, respectively, to wrap key. Depending on the OpenSSL build options used, -des3-wrap may not be supported.
  • -debug_decrypt — This option sets the CMS_DEBUG_DECRYPT flag. Use this one with caution: see the notes section below.

✍️ Signing options ✍️

Signing time, bestie. This is where you decide how the message gets its little cryptographic autograph. 💅

  • -md digest — Digest algorithm to use when signing or resigning. If not present then the default digest algorithm for the signing key will be used (usually SHA-256).
  • -signer file — A signing certificate. When signing or resigning a message, this option can be used multiple times if more than one signer is required.
  • -certfile file — Allows additional certificates to be specified. When signing these will be included with the message. When verifying, these will be searched for signer certificates and will be used for chain building. The input can be in PEM, DER, or PKCS#12 format.
  • -cades — When used with -sign, add an ESS signingCertificate or ESS signingCertificateV2 signed-attribute to the SignerInfo, in order to make the signature comply with the requirements for a CAdES Basic Electronic Signature (CAdES-BES).
  • -nodetach — When signing a message use opaque signing: this form is more resistant to translation by mail relays but it cannot be read by mail agents that do not support S/MIME. Without this option cleartext signing with the MIME type multipart/signed is used.
  • -nocerts — When signing a message the signer’s certificate is normally included; with this option it is excluded. This will reduce the size of the signed message but the verifier must have a copy of the signers certificate available locally (passed using the -certfile option for example).
  • -noattr — Normally when a message is signed a set of attributes are included which include the signing time and supported symmetric algorithms. With this option they are not included.
  • -nosmimecap — Exclude the list of supported algorithms from signed attributes, other options such as content type and (optionally) signing time are still included.
  • -no_signing_time — Exclude the signing time from signed attributes, other options such as content type are still included.
  • -receipt_request_all, -receipt_request_first — For -sign option include a signed receipt request. Indicate requests should be provided by all recipient or first tier recipients (those mailed directly and not from a mailing list). Ignored if -receipt_request_from is included.
  • -receipt_request_from emailaddress — For -sign option include a signed receipt request. Add an explicit email address where receipts should be supplied.
  • -receipt_request_to emailaddress — Add an explicit email address where signed receipts should be sent to. This option must be supplied if a signed receipt is requested.

🔍 Verification options 🔍

Vibe check for signatures and certs. This is where you make sure the message isn’t out here lying to you. 😭

  • -signer file — If a message has been verified successfully then the signers certificate(s) will be written to this file if the verification was successful.
  • -content filename — This specifies a file containing the detached content for operations taking S/MIME input, such as the -verify command. This is only usable if the CMS structure is using the detached signature form where the content is not included. This option will override any content if the input format is S/MIME and it uses the multipart/signed MIME content type.
  • -no_content_verify — Do not verify signed content signatures.
  • -no_attr_verify — Do not verify signed attribute signatures.
  • -nosigs — Don’t verify message signature.
  • -noverify — Do not verify the signers certificate of a signed message.
  • -nointern — When verifying a message normally certificates (if any) included in the message are searched for the signing certificate. With this option only the certificates specified in the -certfile option are used. The supplied certificates can still be used as untrusted CAs however.
  • -cades — When used with -verify, require and check signer certificate digest. See the NOTES section for more details.
  • -verify_retcode — Exit nonzero on verification failure.
  • -CAfile file, -no-CAfile, -CApath dir, -no-CApath, -CAstore uri, -no-CAstore — See “Trusted Certificate Options” in openssl-verification-options(1) for details.

📤 Output options 📤

What comes out the other side, and how extra certs/headers get handled. Very much giving “control the aux.” 🎀

  • -keyid — Use subject key identifier to identify certificates instead of issuer name and serial number. The supplied certificate must include a subject key identifier extension. Supported by -sign and -encrypt options.
  • -econtent_type type — Set the encapsulated content type to type; if not supplied the Data type is used. The type argument can be any valid OID name in either text or numerical format.
  • -text — This option adds plain text (text/plain) MIME headers to the supplied message if encrypting or signing. If decrypting or verifying it strips off text headers: if the decrypted or verified message is not of MIME type text/plain then an error occurs.
  • -certsout file — Any certificates contained in the input message are written to file.
  • -to, -from, -subject — The relevant email headers. These are included outside the signed portion of a message so they may be included manually. If signing then many S/MIME mail clients check the signers certificate’s email address matches that specified in the From: address.

🖨️ Printing options 🖨️

For when you wanna see the CMS structure’s whole business instead of just trusting the vibes. 🔥

  • -noout — For the -cmsout operation do not output the parsed CMS structure. This is useful if the syntax of the CMS structure is being checked.
  • -print — For the -cmsout operation print out all fields of the CMS structure. This implies -noout. This is mainly useful for testing purposes.
  • -nameopt option — For the -cmsout operation when -print option is in use, specifies printing options for string fields. For most cases utf8 is reasonable value. See openssl-namedisplay-options(1) for details.
  • -receipt_request_print — For the -verify operation print out the contents of any signed receipt requests.

✅ Validation options ✅

This whole crew controls certificate chain verification. No cap, every one of these is a real little switch. 🧚

  • -allow_proxy_certs, -attime, -no_check_time, -check_ss_sig, -crl_check, -crl_check_all, -explicit_policy, -extended_crl, -ignore_critical, -inhibit_any, -inhibit_map, -no_alt_chains, -partial_chain, -policy, -policy_check, -policy_print, -purpose, -suiteB_128, -suiteB_128_only, -suiteB_192, -trusted_first, -use_deltas, -auth_level, -verify_depth, -verify_email, -verify_hostname, -verify_ip, -verify_name, -x509_strict, -issuer_checks — Set various options of certificate chain verification. See “Verification Options” in openssl-verification-options(1) for details. Any validation errors cause the command to exit.

💌 NOTES 💌

Bestie, listen — the MIME message must be sent without any blank lines between the headers and the output. Some mail programs will automatically add a blank line. Piping the mail directly to sendmail is one way to achieve the correct format. 💅

The supplied message to be signed or encrypted must include the necessary MIME headers or many S/MIME clients won't display it properly (if at all). You can use the -text option to automatically add plain text headers. ✨

A "signed and encrypted" message is one where a signed message is then encrypted. This can be produced by encrypting an already signed message: see the examples section. 🫶

This version of the program only allows one signer per message but it will verify multiple signers on received messages. Some S/MIME clients choke if a message contains multiple signers. It is possible to sign messages "in parallel" by signing an already signed message. 😭

The options -encrypt and -decrypt reflect common usage in S/MIME clients. Strictly speaking these process CMS enveloped data: CMS encrypted data is used for other purposes. 🧚

The -resign option uses an existing message digest when adding a new signer. This means that attributes must be present in at least one existing signer using the same message digest or this operation will fail. ⭐

The -stream and -indef options enable streaming I/O support. As a result the encoding is BER using indefinite length constructed encoding and no longer DER. Streaming is supported for the -encrypt operation and the -sign operation if the content is not detached. 🌈

Streaming is always used for the -sign operation with detached data but since the content is no longer part of the CMS structure the encoding remains DER. 🦋

If the -decrypt option is used without a recipient certificate then an attempt is made to locate the recipient by trying each potential recipient in turn using the supplied private key. To thwart the MMA attack (Bleichenbacher's attack on PKCS #1 v1.5 RSA padding) all recipients are tried whether they succeed or not and if no recipients match the message is "decrypted" using a random key which will typically output garbage. The -debug_decrypt option can be used to disable the MMA attack protection and return an error if no recipient can be found: this option should be used with caution. For a fuller description see CMS_decrypt(3). 💀

🎀 CADES BASIC ELECTRONIC SIGNATURE (CADES-BES) 🎀

A CAdES Basic Electronic Signature (CAdES-BES), as defined in the European Standard ETSI EN 319 122-1 V1.1.1, contains:

  • The signed user data as defined in CMS (RFC 3852);
  • Content-type of the EncapsulatedContentInfo value being signed;
  • Message-digest of the eContent OCTET STRING within encapContentInfo being signed;
  • An ESS signingCertificate or ESS signingCertificateV2 attribute, as defined in Enhanced Security Services (ESS), RFC 2634 and RFC 5035. An ESS signingCertificate attribute only allows for SHA-1 as digest algorithm. An ESS signingCertificateV2 attribute allows for any digest algorithm.
  • The digital signature value computed on the user data and, when present, on the signed attributes.
NOTE that the -cades option applies to the -sign or -verify operations. With this option, the -verify operation also requires that the signingCertificate attribute is present and checks that the given identifiers match the verification trust chain built during the verification process. 👑

🚪 EXIT CODES 🚪

  • 0 — The operation was completely successfully.
  • 1 — An error occurred parsing the command options.
  • 2 — One of the input files could not be read.
  • 3 — An error occurred creating the CMS file or when reading the MIME message.
  • 4 — An error occurred decrypting or verifying the message.
  • 5 — The message was verified correctly but an error occurred writing out the signers certificates.

🌈 COMPATIBILITY WITH PKCS#7 FORMAT 🌈

openssl-smime(1) can only process the older PKCS#7 format. openssl cms supports Cryptographic Message Syntax format. Use of some features will result in messages which cannot be processed by applications which only support the older format. These are detailed below. 👇

  • The use of the -keyid option with -sign or -encrypt.
  • The -outform PEM option uses different headers.
  • The -compress option.
  • The -secretkey option when used with -encrypt.
  • The use of PSS with -sign.
  • The use of OAEP or non-RSA keys with -encrypt.

Additionally the -EncryptedData_encrypt and -data_create type cannot be processed by the older openssl-smime(1) command. 😬

✨ EXAMPLES ✨

Create a cleartext signed message:

openssl cms -sign -in message.txt -text -out mail.msg \
       -signer mycert.pem

Create an opaque signed message:

openssl cms -sign -in message.txt -text -out mail.msg -nodetach \
       -signer mycert.pem

Create a signed message, include some additional certificates and read the private key from another file:

openssl cms -sign -in in.txt -text -out mail.msg \
       -signer mycert.pem -inkey mykey.pem -certfile mycerts.pem

Create a signed message with two signers, use key identifier:

openssl cms -sign -in message.txt -text -out mail.msg \
       -signer mycert.pem -signer othercert.pem -keyid

Send a signed message under Unix directly to sendmail, including headers:

openssl cms -sign -in in.txt -text -signer mycert.pem \
       -from steve@openssl.org -to someone@somewhere \
       -subject "Signed message" | sendmail someone@somewhere

Verify a message and extract the signer's certificate if successful:

openssl cms -verify -in mail.msg -signer user.pem -out signedtext.txt

Send encrypted mail using triple DES:

openssl cms -encrypt -in in.txt -from steve@openssl.org \
       -to someone@somewhere -subject "Encrypted message" \
       -des3 user.pem -out mail.msg

Sign and encrypt mail:

openssl cms -sign -in ml.txt -signer my.pem -text \
       | openssl cms -encrypt -out mail.msg \
       -from steve@openssl.org -to someone@somewhere \
       -subject "Signed and Encrypted message" -des3 user.pem
Note: the encryption command does not include the -text option because the message being encrypted already has MIME headers. 🫶

Decrypt a message:

openssl cms -decrypt -in mail.msg -recip mycert.pem -inkey key.pem

The output from Netscape form signing is a PKCS#7 structure with the detached signature format. You can use this program to verify the signature by line wrapping the base64 encoded structure and surrounding it with:

-----BEGIN PKCS7-----
-----END PKCS7-----

and using the command,

openssl cms -verify -inform PEM -in signature.pem -content content.txt

alternatively you can base64 decode the signature and use

openssl cms -verify -inform DER -in signature.der -content content.txt

Create an encrypted message using 128 bit Camellia:

openssl cms -encrypt -in plain.txt -camellia128 -out mail.msg cert.pem

Add a signer to an existing message:

openssl cms -resign -in mail.msg -signer newsign.pem -out mail2.msg

Sign a message using RSA-PSS:

openssl cms -sign -in message.txt -text -out mail.msg \
       -signer mycert.pem -keyopt rsa_padding_mode:pss

Create an encrypted message using RSA-OAEP:

openssl cms -encrypt -in plain.txt -out mail.msg \
       -recip cert.pem -keyopt rsa_padding_mode:oaep

Use SHA256 KDF with an ECDH certificate:

openssl cms -encrypt -in plain.txt -out mail.msg \
       -recip ecdhcert.pem -keyopt ecdh_kdf_md:sha256

Print CMS signed binary data in human-readable form:

openssl cms -in signed.cms -binary -inform DER -cmsout -print

🐛 BUGS 🐛

The MIME parser isn't very clever: it seems to handle most messages that I've thrown at it but it may choke on others. 😭

The code currently will only write out the signer's certificate to a file: if the signer has a separate encryption certificate this must be manually extracted. There should be some heuristic that determines the correct encryption certificate. 🙈

Ideally a database should be maintained of a certificates for each email address. 💀

The code doesn't currently take note of the permitted symmetric encryption algorithms as supplied in the SMIMECapabilities signed attribute. This means the user has to manually include the correct encryption algorithm. It should store the list of permitted ciphers in a database and only use those. 🧚

No revocation checking is done on the signer's certificate. 🚩

👀 SEE ALSO 👀

ossl_store-file(7) 🦋

📜 HISTORY 📜

  • The default encryption cipher was changed from 3DES to AES-256 in OpenSSL 3.5.
  • The use of multiple -signer options and the -resign command were first added in OpenSSL 1.0.0.
  • The -keyopt option was added in OpenSSL 1.0.2.
  • Support for RSA-OAEP and RSA-PSS was added in OpenSSL 1.0.2.
  • The use of non-RSA keys with -encrypt and -decrypt was added in OpenSSL 1.0.2.
  • The -no_alt_chains option was added in OpenSSL 1.0.2b.
  • The -nameopt option was added in OpenSSL 3.0.0.
  • The -engine option was deprecated in OpenSSL 3.0.
  • The -digest option was added in OpenSSL 3.2.

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