| =pod | 
 |  | 
 | =head1 NAME | 
 |  | 
 | openssl-smime, | 
 | smime - S/MIME utility | 
 |  | 
 | =head1 SYNOPSIS | 
 |  | 
 | B<openssl> B<smime> | 
 | [B<-help>] | 
 | [B<-encrypt>] | 
 | [B<-decrypt>] | 
 | [B<-sign>] | 
 | [B<-resign>] | 
 | [B<-verify>] | 
 | [B<-pk7out>] | 
 | [B<-binary>] | 
 | [B<-crlfeol>] | 
 | [B<-I<cipher>>] | 
 | [B<-in file>] | 
 | [B<-CAfile file>] | 
 | [B<-CApath dir>] | 
 | [B<-no-CAfile>] | 
 | [B<-no-CApath>] | 
 | [B<-attime timestamp>] | 
 | [B<-check_ss_sig>] | 
 | [B<-crl_check>] | 
 | [B<-crl_check_all>] | 
 | [B<-explicit_policy>] | 
 | [B<-extended_crl>] | 
 | [B<-ignore_critical>] | 
 | [B<-inhibit_any>] | 
 | [B<-inhibit_map>] | 
 | [B<-partial_chain>] | 
 | [B<-policy arg>] | 
 | [B<-policy_check>] | 
 | [B<-policy_print>] | 
 | [B<-purpose purpose>] | 
 | [B<-suiteB_128>] | 
 | [B<-suiteB_128_only>] | 
 | [B<-suiteB_192>] | 
 | [B<-trusted_first>] | 
 | [B<-no_alt_chains>] | 
 | [B<-use_deltas>] | 
 | [B<-auth_level num>] | 
 | [B<-verify_depth num>] | 
 | [B<-verify_email email>] | 
 | [B<-verify_hostname hostname>] | 
 | [B<-verify_ip ip>] | 
 | [B<-verify_name name>] | 
 | [B<-x509_strict>] | 
 | [B<-certfile file>] | 
 | [B<-signer file>] | 
 | [B<-recip  file>] | 
 | [B<-inform SMIME|PEM|DER>] | 
 | [B<-passin arg>] | 
 | [B<-inkey file_or_id>] | 
 | [B<-out file>] | 
 | [B<-outform SMIME|PEM|DER>] | 
 | [B<-content file>] | 
 | [B<-to addr>] | 
 | [B<-from ad>] | 
 | [B<-subject s>] | 
 | [B<-text>] | 
 | [B<-indef>] | 
 | [B<-noindef>] | 
 | [B<-stream>] | 
 | [B<-rand file...>] | 
 | [B<-writerand file>] | 
 | [B<-md digest>] | 
 | [cert.pem]... | 
 |  | 
 | =head1 DESCRIPTION | 
 |  | 
 | The B<smime> command handles S/MIME mail. It can encrypt, decrypt, sign and | 
 | verify S/MIME messages. | 
 |  | 
 | =head1 OPTIONS | 
 |  | 
 | There are six operation options that set the type of operation to be performed. | 
 | The meaning of the other options varies according to the operation type. | 
 |  | 
 | =over 4 | 
 |  | 
 | =item B<-help> | 
 |  | 
 | Print out a usage message. | 
 |  | 
 | =item B<-encrypt> | 
 |  | 
 | Encrypt mail for the given recipient certificates. Input file is the message | 
 | to be encrypted. The output file is the encrypted mail in MIME format. | 
 |  | 
 | Note that no revocation check is done for the recipient cert, so if that | 
 | key has been compromised, others may be able to decrypt the text. | 
 |  | 
 | =item B<-decrypt> | 
 |  | 
 | Decrypt mail using the supplied certificate and private key. Expects an | 
 | encrypted mail message in MIME format for the input file. The decrypted mail | 
 | is written to the output file. | 
 |  | 
 | =item B<-sign> | 
 |  | 
 | Sign mail using the supplied certificate and private key. Input file is | 
 | the message to be signed. The signed message in MIME format is written | 
 | to the output file. | 
 |  | 
 | =item B<-verify> | 
 |  | 
 | Verify signed mail. Expects a signed mail message on input and outputs | 
 | the signed data. Both clear text and opaque signing is supported. | 
 |  | 
 | =item B<-pk7out> | 
 |  | 
 | Takes an input message and writes out a PEM encoded PKCS#7 structure. | 
 |  | 
 | =item B<-resign> | 
 |  | 
 | Resign a message: take an existing message and one or more new signers. | 
 |  | 
 | =item B<-in filename> | 
 |  | 
 | The input message to be encrypted or signed or the MIME message to | 
 | be decrypted or verified. | 
 |  | 
 | =item B<-inform SMIME|PEM|DER> | 
 |  | 
 | This specifies the input format for the PKCS#7 structure. The default | 
 | is B<SMIME> which reads an S/MIME format message. B<PEM> and B<DER> | 
 | format change this to expect PEM and DER format PKCS#7 structures | 
 | instead. This currently only affects the input format of the PKCS#7 | 
 | structure, if no PKCS#7 structure is being input (for example with | 
 | B<-encrypt> or B<-sign>) this option has no effect. | 
 |  | 
 | =item B<-out filename> | 
 |  | 
 | The message text that has been decrypted or verified or the output MIME | 
 | format message that has been signed or verified. | 
 |  | 
 | =item B<-outform SMIME|PEM|DER> | 
 |  | 
 | This specifies the output format for the PKCS#7 structure. The default | 
 | is B<SMIME> which write an S/MIME format message. B<PEM> and B<DER> | 
 | format change this to write PEM and DER format PKCS#7 structures | 
 | instead. This currently only affects the output format of the PKCS#7 | 
 | structure, if no PKCS#7 structure is being output (for example with | 
 | B<-verify> or B<-decrypt>) this option has no effect. | 
 |  | 
 | =item B<-stream -indef -noindef> | 
 |  | 
 | The B<-stream> and B<-indef> options are equivalent and enable streaming I/O | 
 | for encoding operations. This permits single pass processing of data without | 
 | the need to hold 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 B<SMIME> it is currently off by default for all | 
 | other operations. | 
 |  | 
 | =item B<-noindef> | 
 |  | 
 | Disable streaming I/O where it would produce and 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. | 
 |  | 
 | =item B<-content filename> | 
 |  | 
 | This specifies a file containing the detached content, this is only | 
 | useful with the B<-verify> command. This is only usable if the PKCS#7 | 
 | 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. | 
 |  | 
 | =item B<-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. | 
 |  | 
 | =item B<-CAfile file> | 
 |  | 
 | A file containing trusted CA certificates, only used with B<-verify>. | 
 |  | 
 | =item B<-CApath dir> | 
 |  | 
 | A directory containing trusted CA certificates, only used with | 
 | B<-verify>. This directory must be a standard certificate directory: that | 
 | is a hash of each subject name (using B<x509 -hash>) should be linked | 
 | to each certificate. | 
 |  | 
 | =item B<-no-CAfile> | 
 |  | 
 | Do not load the trusted CA certificates from the default file location. | 
 |  | 
 | =item B<-no-CApath> | 
 |  | 
 | Do not load the trusted CA certificates from the default directory location. | 
 |  | 
 | =item B<-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 SHA1). | 
 |  | 
 | =item B<-I<cipher>> | 
 |  | 
 | The encryption algorithm to use. For example DES  (56 bits) - B<-des>, | 
 | triple DES (168 bits) - B<-des3>, | 
 | EVP_get_cipherbyname() function) can also be used preceded by a dash, for | 
 | example B<-aes-128-cbc>. See L<B<enc>|enc(1)> for list of ciphers | 
 | supported by your version of OpenSSL. | 
 |  | 
 | If not specified triple DES is used. Only used with B<-encrypt>. | 
 |  | 
 | =item B<-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 B<-certfile> option are used. | 
 | The supplied certificates can still be used as untrusted CAs however. | 
 |  | 
 | =item B<-noverify> | 
 |  | 
 | Do not verify the signers certificate of a signed message. | 
 |  | 
 | =item B<-nochain> | 
 |  | 
 | Do not do chain verification of signers certificates: that is don't | 
 | use the certificates in the signed message as untrusted CAs. | 
 |  | 
 | =item B<-nosigs> | 
 |  | 
 | Don't try to verify the signatures on the message. | 
 |  | 
 | =item B<-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 B<-certfile> option for example). | 
 |  | 
 | =item B<-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. | 
 |  | 
 | =item B<-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. This | 
 | is useful when handling binary data which may not be in MIME format. | 
 |  | 
 | =item B<-crlfeol> | 
 |  | 
 | Normally the output file uses a single B<LF> as end of line. When this | 
 | option is present B<CRLF> is used instead. | 
 |  | 
 | =item B<-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. | 
 |  | 
 | =item B<-certfile file> | 
 |  | 
 | Allows additional certificates to be specified. When signing these will | 
 | be included with the message. When verifying these will be searched for | 
 | the signers certificates. The certificates should be in PEM format. | 
 |  | 
 | =item B<-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. If a message is being | 
 | verified then the signers certificates will be written to this file if the | 
 | verification was successful. | 
 |  | 
 | =item B<-recip file> | 
 |  | 
 | The recipients certificate when decrypting a message. This certificate | 
 | must match one of the recipients of the message or an error occurs. | 
 |  | 
 | =item B<-inkey file_or_id> | 
 |  | 
 | 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 B<-recip> or B<-signer> file. When signing this option can be used | 
 | multiple times to specify successive keys. | 
 | If no engine is used, the argument is taken as a file; if an engine is | 
 | specified, the argument is given to the engine as a key identifier. | 
 |  | 
 | =item B<-passin arg> | 
 |  | 
 | The private key password source. For more information about the format of B<arg> | 
 | see L<openssl(1)/Pass Phrase Options>. | 
 |  | 
 | =item B<-rand file...> | 
 |  | 
 | A file or files containing random data used to seed the random number | 
 | generator. | 
 | Multiple files can be specified separated by an OS-dependent character. | 
 | The separator is B<;> for MS-Windows, B<,> for OpenVMS, and B<:> for | 
 | all others. | 
 |  | 
 | =item [B<-writerand file>] | 
 |  | 
 | Writes random data to the specified I<file> upon exit. | 
 | This can be used with a subsequent B<-rand> flag. | 
 |  | 
 | =item B<cert.pem...> | 
 |  | 
 | One or more certificates of message recipients: used when encrypting | 
 | a message. | 
 |  | 
 | =item B<-to, -from, -subject> | 
 |  | 
 | The relevant mail 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. | 
 |  | 
 | =item B<-attime>, B<-check_ss_sig>, B<-crl_check>, B<-crl_check_all>, | 
 | B<-explicit_policy>, B<-extended_crl>, B<-ignore_critical>, B<-inhibit_any>, | 
 | B<-inhibit_map>, B<-no_alt_chains>, B<-partial_chain>, B<-policy>, | 
 | B<-policy_check>, B<-policy_print>, B<-purpose>, B<-suiteB_128>, | 
 | B<-suiteB_128_only>, B<-suiteB_192>, B<-trusted_first>, B<-use_deltas>, | 
 | B<-auth_level>, B<-verify_depth>, B<-verify_email>, B<-verify_hostname>, | 
 | B<-verify_ip>, B<-verify_name>, B<-x509_strict> | 
 |  | 
 | Set various options of certificate chain verification. See | 
 | L<verify(1)> manual page for details. | 
 |  | 
 | =back | 
 |  | 
 | =head1 NOTES | 
 |  | 
 | 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 B<-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 B<-encrypt> and B<-decrypt> reflect common usage in S/MIME | 
 | clients. Strictly speaking these process PKCS#7 enveloped data: PKCS#7 | 
 | encrypted data is used for other purposes. | 
 |  | 
 | The B<-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 B<-stream> and B<-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 B<-encrypt> operation and the | 
 | B<-sign> operation if the content is not detached. | 
 |  | 
 | Streaming is always used for the B<-sign> operation with detached data but | 
 | since the content is no longer part of the PKCS#7 structure the encoding | 
 | remains DER. | 
 |  | 
 | =head1 EXIT CODES | 
 |  | 
 | =over 4 | 
 |  | 
 | =item Z<>0 | 
 |  | 
 | The operation was completely successfully. | 
 |  | 
 | =item Z<>1 | 
 |  | 
 | An error occurred parsing the command options. | 
 |  | 
 | =item Z<>2 | 
 |  | 
 | One of the input files could not be read. | 
 |  | 
 | =item Z<>3 | 
 |  | 
 | An error occurred creating the PKCS#7 file or when reading the MIME | 
 | message. | 
 |  | 
 | =item Z<>4 | 
 |  | 
 | An error occurred decrypting or verifying the message. | 
 |  | 
 | =item Z<>5 | 
 |  | 
 | The message was verified correctly but an error occurred writing out | 
 | the signers certificates. | 
 |  | 
 | =back | 
 |  | 
 | =head1 EXAMPLES | 
 |  | 
 | Create a cleartext signed message: | 
 |  | 
 |  openssl smime -sign -in message.txt -text -out mail.msg \ | 
 |         -signer mycert.pem | 
 |  | 
 | Create an opaque signed message: | 
 |  | 
 |  openssl smime -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 smime -sign -in in.txt -text -out mail.msg \ | 
 |         -signer mycert.pem -inkey mykey.pem -certfile mycerts.pem | 
 |  | 
 | Create a signed message with two signers: | 
 |  | 
 |  openssl smime -sign -in message.txt -text -out mail.msg \ | 
 |         -signer mycert.pem -signer othercert.pem | 
 |  | 
 | Send a signed message under Unix directly to sendmail, including headers: | 
 |  | 
 |  openssl smime -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 smime -verify -in mail.msg -signer user.pem -out signedtext.txt | 
 |  | 
 | Send encrypted mail using triple DES: | 
 |  | 
 |  openssl smime -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 smime -sign -in ml.txt -signer my.pem -text \ | 
 |         | openssl smime -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 B<-text> option because the | 
 | message being encrypted already has MIME headers. | 
 |  | 
 | Decrypt mail: | 
 |  | 
 |  openssl smime -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 smime -verify -inform PEM -in signature.pem -content content.txt | 
 |  | 
 | Alternatively you can base64 decode the signature and use: | 
 |  | 
 |  openssl smime -verify -inform DER -in signature.der -content content.txt | 
 |  | 
 | Create an encrypted message using 128 bit Camellia: | 
 |  | 
 |  openssl smime -encrypt -in plain.txt -camellia128 -out mail.msg cert.pem | 
 |  | 
 | Add a signer to an existing message: | 
 |  | 
 |  openssl smime -resign -in mail.msg -signer newsign.pem -out mail2.msg | 
 |  | 
 | =head1 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. | 
 |  | 
 | The current code can only handle S/MIME v2 messages, the more complex S/MIME v3 | 
 | structures may cause parsing errors. | 
 |  | 
 | =head1 HISTORY | 
 |  | 
 | The use of multiple B<-signer> options and the B<-resign> command were first | 
 | added in OpenSSL 1.0.0 | 
 |  | 
 | The -no_alt_chains option was added in OpenSSL 1.1.0. | 
 |  | 
 | =head1 COPYRIGHT | 
 |  | 
 | Copyright 2000-2021 The OpenSSL Project Authors. All Rights Reserved. | 
 |  | 
 | Licensed under the OpenSSL license (the "License").  You may not use | 
 | this file except in compliance with the License.  You can obtain a copy | 
 | in the file LICENSE in the source distribution or at | 
 | L<https://www.openssl.org/source/license.html>. | 
 |  | 
 | =cut |