#! /usr/bin/env perl # Copyright 2015-2024 The OpenSSL Project Authors. All Rights Reserved. # # Licensed under the Apache License 2.0 (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 # https://www.openssl.org/source/license.html use strict; use warnings; use File::Spec; use OpenSSL::Test::Utils; use OpenSSL::Test qw/:DEFAULT srctop_file/; setup("test_x509"); plan tests => 93; # Prevent MSys2 filename munging for arguments that look like file paths but # aren't $ENV{MSYS2_ARG_CONV_EXCL} = "/CN="; require_ok(srctop_file("test", "recipes", "tconversion.pl")); my @certs = qw(test certs); my $pem = srctop_file(@certs, "cyrillic.pem"); my $out_msb = "out-cyrillic.msb"; my $out_utf8 = "out-cyrillic.utf8"; my $der = "cyrillic.der"; my $der2 = "cyrillic.der"; my $msb = srctop_file(@certs, "cyrillic.msb"); my $utf = srctop_file(@certs, "cyrillic.utf8"); ok(run(app(["openssl", "x509", "-text", "-in", $pem, "-out", $out_msb, "-nameopt", "esc_msb"]))); is(cmp_text($out_msb, $msb), 0, 'Comparing esc_msb output with cyrillic.msb'); ok(run(app(["openssl", "x509", "-text", "-in", $pem, "-out", $out_utf8, "-nameopt", "utf8"]))); is(cmp_text($out_utf8, $utf), 0, 'Comparing utf8 output with cyrillic.utf8'); SKIP: { skip "DES disabled", 1 if disabled("des"); skip "Platform doesn't support command line UTF-8", 1 if $^O =~ /^(VMS|msys)$/; my $p12 = srctop_file("test", "shibboleth.pfx"); my $p12pass = "σύνθημα γνώρισμα"; my $out_pem = "out.pem"; ok(run(app(["openssl", "x509", "-text", "-in", $p12, "-out", $out_pem, "-passin", "pass:$p12pass"]))); # not unlinking $out_pem } ok(!run(app(["openssl", "x509", "-in", $pem, "-inform", "DER", "-out", $der, "-outform", "DER"])), "Checking failure of mismatching -inform DER"); ok(run(app(["openssl", "x509", "-in", $pem, "-inform", "PEM", "-out", $der, "-outform", "DER"])), "Conversion to DER"); ok(!run(app(["openssl", "x509", "-in", $der, "-inform", "PEM", "-out", $der2, "-outform", "DER"])), "Checking failure of mismatching -inform PEM"); # producing and checking self-issued (but not self-signed) cert my $subj = "/CN=CA"; # using same DN as in issuer of ee-cert.pem my $extfile = srctop_file("test", "v3_ca_exts.cnf"); my $pkey = srctop_file(@certs, "ca-key.pem"); # issuer private key my $pubkey = "ca-pubkey.pem"; # the corresponding issuer public key # use any (different) key for signing our self-issued cert: my $key = srctop_file(@certs, "serverkey.pem"); my $selfout = "self-issued.out"; my $testcert = srctop_file(@certs, "ee-cert.pem"); ok(run(app(["openssl", "pkey", "-in", $pkey, "-pubout", "-out", $pubkey])) && run(app(["openssl", "x509", "-new", "-force_pubkey", $pubkey, "-subj", $subj, "-extfile", $extfile, "-key", $key, "-out", $selfout])) && run(app(["openssl", "verify", "-no_check_time", "-trusted", $selfout, "-partial_chain", $testcert]))); # not unlinking $pubkey # not unlinking $selfout # test -set_issuer option my $ca_issu = srctop_file(@certs, "ca-cert.pem"); # issuer cert my $caout_issu = "ca-issu.out"; ok(run(app(["openssl", "x509", "-new", "-force_pubkey", $key, "-subj", "/CN=EE", "-set_issuer", "/CN=TEST-CA", "-extfile", $extfile, "-CA", $ca_issu, "-CAkey", $pkey, "-text", "-out", $caout_issu]))); ok(get_issuer($caout_issu) =~ /CN=TEST-CA/); # not unlinking $caout # simple way of directly producing a CA-signed cert with private/pubkey input my $ca = srctop_file(@certs, "ca-cert.pem"); # issuer cert my $caout = "ca-issued.out"; ok(run(app(["openssl", "x509", "-new", "-force_pubkey", $key, "-subj", "/CN=EE", "-extfile", $extfile, "-CA", $ca, "-CAkey", $pkey, "-out", $caout])) && run(app(["openssl", "verify", "-no_check_time", "-trusted", $ca, "-partial_chain", $caout]))); subtest 'x509 -- x.509 v1 certificate' => sub { tconversion( -type => 'x509', -prefix => 'x509v1', -in => srctop_file("test", "testx509.pem") ); }; subtest 'x509 -- first x.509 v3 certificate' => sub { tconversion( -type => 'x509', -prefix => 'x509v3-1', -in => srctop_file("test", "v3-cert1.pem") ); }; subtest 'x509 -- second x.509 v3 certificate' => sub { tconversion( -type => 'x509', -prefix => 'x509v3-2', -in => srctop_file("test", "v3-cert2.pem") ); }; subtest 'x509 -- pathlen' => sub { ok(run(test(["v3ext", srctop_file(@certs, "pathlen.pem")]))); }; cert_contains(srctop_file(@certs, "fake-gp.pem"), "2.16.528.1.1003.1.3.5.5.2-1-0000006666-Z-12345678-01.015-12345678", 1, 'x500 -- subjectAltName'); cert_contains(srctop_file(@certs, "ext-noAssertion.pem"), "No Assertion", 1, 'X.509 Not Assertion Extension'); cert_contains(srctop_file(@certs, "ext-groupAC.pem"), "Group Attribute Certificate", 1, 'X.509 Group Attribute Certificate Extension'); cert_contains(srctop_file(@certs, "ext-sOAIdentifier.pem"), "Source of Authority", 1, 'X.509 Source of Authority Extension'); cert_contains(srctop_file(@certs, "ext-noRevAvail.pem"), "No Revocation Available", 1, 'X.509 No Revocation Available'); cert_contains(srctop_file(@certs, "ext-singleUse.pem"), "Single Use", 1, 'X509v3 Single Use'); cert_contains(srctop_file(@certs, "ext-indirectIssuer.pem"), "Indirect Issuer", 1, 'X.509 Indirect Issuer'); my $tgt_info_cert = srctop_file(@certs, "ext-targetingInformation.pem"); cert_contains($tgt_info_cert, "AC Targeting", 1, 'X.509 Targeting Information Extension'); cert_contains($tgt_info_cert, "Targets:", 1, 'X.509 Targeting Information Targets'); cert_contains($tgt_info_cert, "Target:", 1, 'X.509 Targeting Information Target'); cert_contains($tgt_info_cert, "Target Name: DirName:CN = W", 1, 'X.509 Targeting Information Target Name'); cert_contains($tgt_info_cert, "Target Group: DNS:wildboarsoftware.com", 1, 'X.509 Targeting Information Target Name'); cert_contains($tgt_info_cert, "Issuer Names:", 1, 'X.509 Targeting Information Issuer Names'); cert_contains($tgt_info_cert, "Issuer Serial: 01020304", 1, 'X.509 Targeting Information Issuer Serial'); cert_contains($tgt_info_cert, "Issuer UID: B0", 1, 'X.509 Targeting Information Issuer UID'); cert_contains($tgt_info_cert, "Digest Type: Public Key", 1, 'X.509 Targeting Information Object Digest Type'); my $hnc_cert = srctop_file(@certs, "ext-holderNameConstraints.pem"); cert_contains($hnc_cert, "X509v3 Holder Name Constraints", 1, 'X.509 Holder Name Constraints'); cert_contains($hnc_cert, "Permitted:", 1, 'X.509 Holder Name Constraints Permitted'); cert_contains($hnc_cert, "DirName:CN = Wildboar", 1, 'X.509 Holder Name Constraint'); my $dnc_cert = srctop_file(@certs, "ext-delegatedNameConstraints.pem"); cert_contains($dnc_cert, "X509v3 Delegated Name Constraints", 1, 'X.509 Delegated Name Constraints'); cert_contains($dnc_cert, "Permitted:", 1, 'X.509 Delegated Name Constraints Permitted'); cert_contains($dnc_cert, "DirName:CN = Wildboar", 1, 'X.509 Delegated Name Constraint'); my $sda_cert = srctop_file(@certs, "ext-subjectDirectoryAttributes.pem"); cert_contains($sda_cert, "Steve Brule", 1, 'X.509 Subject Directory Attributes'); cert_contains($sda_cert, "CN=Hi mom", 1, 'X.509 Subject Directory Attributes'); cert_contains($sda_cert, "", 1, 'X.509 Subject Directory Attributes'); cert_contains($sda_cert, "Funkytown", 1, 'X.509 Subject Directory Attributes'); cert_contains($sda_cert, "commonName", 1, 'X.509 Subject Directory Attributes'); cert_contains($sda_cert, "owner", 1, 'X.509 Subject Directory Attributes'); cert_contains($sda_cert, "givenName", 1, 'X.509 Subject Directory Attributes'); cert_contains($sda_cert, "localityName", 1, 'X.509 Subject Directory Attributes'); my $ass_info_cert = srctop_file(@certs, "ext-associatedInformation.pem"); cert_contains($ass_info_cert, "Steve Brule", 1, 'X509v3 Associated Information'); cert_contains($ass_info_cert, "CN=Hi mom", 1, 'X509v3 Associated Information'); cert_contains($ass_info_cert, "", 1, 'X509v3 Associated Information'); cert_contains($ass_info_cert, "Funkytown", 1, 'X509v3 Associated Information'); cert_contains($ass_info_cert, "commonName", 1, 'X509v3 Associated Information'); cert_contains($ass_info_cert, "owner", 1, 'X509v3 Associated Information'); cert_contains($sda_cert, "givenName", 1, 'X509v3 Associated Information'); cert_contains($ass_info_cert, "localityName", 1, 'X509v3 Associated Information'); my $acc_cert_pol = srctop_file(@certs, "ext-acceptableCertPolicies.pem"); cert_contains($acc_cert_pol, "X509v3 Acceptable Certification Policies", 1, 'X509v3 Acceptable Certification Policies'); # Yes, I know these OIDs make no sense in a policies extension. It's just a test. cert_contains($acc_cert_pol, "organizationalUnitName", 1, 'X509v3 Acceptable Certification Policies'); cert_contains($acc_cert_pol, "description", 1, 'X509v3 Acceptable Certification Policies'); my $acc_priv_pol = srctop_file(@certs, "ext-acceptablePrivilegePolicies.pem"); cert_contains($acc_priv_pol, "X509v3 Acceptable Privilege Policies", 1, 'X509v3 Acceptable Privilege Policies'); # Yes, I know these OIDs make no sense in a policies extension. It's just a test. cert_contains($acc_priv_pol, "commonName", 1, 'X509v3 Acceptable Certification Policies'); cert_contains($acc_priv_pol, "organizationName", 1, 'X509v3 Acceptable Certification Policies'); my $user_notice_cert = srctop_file(@certs, "ext-userNotice.pem"); cert_contains($user_notice_cert, "Organization: Wildboar Software", 1, 'X509v3 User Notice'); cert_contains($user_notice_cert, "Numbers: 123, 456", 1, 'X509v3 User Notice'); cert_contains($user_notice_cert, "Explicit Text: Hey there big boi", 1, 'X509v3 User Notice'); cert_contains($user_notice_cert, "Number: 50505", 1, 'X509v3 User Notice'); cert_contains($user_notice_cert, "Explicit Text: Ice ice baby", 1, 'X509v3 User Notice'); sub test_errors { # actually tests diagnostics of OSSL_STORE my ($expected, $cert, @opts) = @_; my $infile = srctop_file(@certs, $cert); my @args = qw(openssl x509 -in); push(@args, $infile, @opts); my $tmpfile = 'out.txt'; my $res = grep(/-text/, @opts) ? run(app([@args], stdout => $tmpfile)) : !run(app([@args], stderr => $tmpfile)); my $found = 0; open(my $in, '<', $tmpfile) or die "Could not open file $tmpfile"; while(<$in>) { print; # this may help debugging $res &&= !m/asn1 encoding/; # output must not include ASN.1 parse errors $found = 1 if m/$expected/; # output must include $expected } close $in; # $tmpfile is kept to help with investigation in case of failure return $res && $found; } # 3 tests for non-existence of spurious OSSL_STORE ASN.1 parse error output. # This requires provoking a failure exit of the app after reading input files. ok(test_errors("Bad output format", "root-cert.pem", '-outform', 'http'), "load root-cert errors"); ok(test_errors("RC2-40-CBC", "v3-certs-RC2.p12", '-passin', 'pass:v3-certs'), "load v3-certs-RC2 no asn1 errors"); # error msg should mention "RC2-40-CBC" SKIP: { skip "sm2 not disabled", 1 if !disabled("sm2"); ok(test_errors("Unable to load Public Key", "sm2.pem", '-text'), "error loading unsupported sm2 cert"); } # 3 tests for -dateopts formats ok(run(app(["openssl", "x509", "-noout", "-dates", "-dateopt", "rfc_822", "-in", srctop_file("test/certs", "ca-cert.pem")])), "Run with rfc_8222 -dateopt format"); ok(run(app(["openssl", "x509", "-noout", "-dates", "-dateopt", "iso_8601", "-in", srctop_file("test/certs", "ca-cert.pem")])), "Run with iso_8601 -dateopt format"); ok(!run(app(["openssl", "x509", "-noout", "-dates", "-dateopt", "invalid_format", "-in", srctop_file("test/certs", "ca-cert.pem")])), "Run with invalid -dateopt format"); # Tests for signing certs (broken in 1.1.1o) my $a_key = "a-key.pem"; my $a_cert = "a-cert.pem"; my $a2_cert = "a2-cert.pem"; my $ca_key = "ca-key.pem"; my $ca_cert = "ca-cert.pem"; my $cnf = srctop_file('apps', 'openssl.cnf'); # Create cert A ok(run(app(["openssl", "req", "-x509", "-newkey", "rsa:2048", "-config", $cnf, "-keyout", $a_key, "-out", $a_cert, "-days", "365", "-nodes", "-subj", "/CN=test.example.com"]))); # Create cert CA - note key size ok(run(app(["openssl", "req", "-x509", "-newkey", "rsa:4096", "-config", $cnf, "-keyout", $ca_key, "-out", $ca_cert, "-days", "3650", "-nodes", "-subj", "/CN=ca.example.com"]))); # Sign cert A with CA (errors on 1.1.1o) ok(run(app(["openssl", "x509", "-in", $a_cert, "-CA", $ca_cert, "-CAkey", $ca_key, "-set_serial", "1234567890", "-preserve_dates", "-sha256", "-text", "-out", $a2_cert]))); # verify issuer is CA ok(get_issuer($a2_cert) =~ /CN=ca.example.com/); my $in_csr = srctop_file('test', 'certs', 'x509-check.csr'); my $in_key = srctop_file('test', 'certs', 'x509-check-key.pem'); my $invextfile = srctop_file('test', 'invalid-x509.cnf'); # Test that invalid extensions settings fail ok(!run(app(["openssl", "x509", "-req", "-in", $in_csr, "-signkey", $in_key, "-out", "/dev/null", "-days", "3650" , "-extensions", "ext", "-extfile", $invextfile]))); # Tests for issue #16080 (fixed in 1.1.1o) my $b_key = "b-key.pem"; my $b_csr = "b-cert.csr"; my $b_cert = "b-cert.pem"; # Create the CSR ok(run(app(["openssl", "req", "-new", "-newkey", "rsa:4096", "-keyout", $b_key, "-out", $b_csr, "-nodes", "-config", $cnf, "-subj", "/CN=b.example.com"]))); # Sign it - position of "-text" matters! ok(run(app(["openssl", "x509", "-req", "-text", "-CAcreateserial", "-CA", $ca_cert, "-CAkey", $ca_key, "-in", $b_csr, "-out", $b_cert]))); # Verify issuer is CA ok(get_issuer($b_cert) =~ /CN=ca.example.com/); # although no explicit extensions given: has_version($b_cert, 3); has_SKID($b_cert, 1); has_AKID($b_cert, 1); # Tests for https://github.com/openssl/openssl/issues/10442 (fixed in 1.1.1a) # (incorrect default `-CAcreateserial` if `-CA` path has a dot in it) my $folder_with_dot = "test_x509.folder"; ok(mkdir $folder_with_dot); my $ca_cert_dot_in_dir = File::Spec->catfile($folder_with_dot, "ca-cert.pem"); ok(copy($ca_cert,$ca_cert_dot_in_dir)); my $ca_serial_dot_in_dir = File::Spec->catfile($folder_with_dot, "ca-cert.srl"); ok(run(app(["openssl", "x509", "-req", "-text", "-CAcreateserial", "-CA", $ca_cert_dot_in_dir, "-CAkey", $ca_key, "-in", $b_csr]))); ok(-e $ca_serial_dot_in_dir); # Tests for explicit start and end dates of certificates my %today = (strftime("%Y-%m-%d", gmtime) => 1); my $enddate; ok(run(app(["openssl", "x509", "-req", "-text", "-key", $b_key, "-not_before", "20231031000000Z", "-not_after", "today", "-in", $b_csr, "-out", $b_cert])) && get_not_before($b_cert) =~ /Oct 31 00:00:00 2023 GMT/ && ++$today{strftime("%Y-%m-%d", gmtime)} && (grep { defined $today{$_} } get_not_after_date($b_cert))); # explicit start and end dates ok(run(app(["openssl", "x509", "-req", "-text", "-key", $b_key, "-not_before", "20231031000000Z", "-not_after", "20231231000000Z", "-days", "99", "-in", $b_csr, "-out", $b_cert])) && get_not_before($b_cert) =~ /Oct 31 00:00:00 2023 GMT/ && get_not_after($b_cert) =~ /Dec 31 00:00:00 2023 GMT/); # start date today and days %today = (strftime("%Y-%m-%d", gmtime) => 1); $enddate = strftime("%Y-%m-%d", gmtime(time + 99 * 24 * 60 * 60)); ok(run(app(["openssl", "x509", "-req", "-text", "-key", $b_key, "-not_before", "today", "-days", "99", "-in", $b_csr, "-out", $b_cert])) && ++$today{strftime("%Y-%m-%d", gmtime)} && (grep { defined $today{$_} } get_not_before_date($b_cert)) && get_not_after_date($b_cert) eq $enddate); # end date before start date ok(!run(app(["openssl", "x509", "-req", "-text", "-key", $b_key, "-not_before", "today", "-not_after", "20231031000000Z", "-in", $b_csr, "-out", $b_cert]))); # default days option %today = (strftime("%Y-%m-%d", gmtime) => 1); $enddate = strftime("%Y-%m-%d", gmtime(time + 30 * 24 * 60 * 60)); ok(run(app(["openssl", "x509", "-req", "-text", "-key", $b_key, "-in", $b_csr, "-out", $b_cert])) && ++$today{strftime("%Y-%m-%d", gmtime)} && (grep { defined $today{$_} } get_not_before_date($b_cert)) && get_not_after_date($b_cert) eq $enddate); SKIP: { skip "EC is not supported by this OpenSSL build", 1 if disabled("ec"); my $psscert = srctop_file(@certs, "ee-self-signed-pss.pem"); ok(run(test(["x509_test", $psscert])), "running x509_test"); }