1#! /usr/bin/env perl 2# Copyright 2015-2024 The OpenSSL Project Authors. All Rights Reserved. 3# 4# Licensed under the Apache License 2.0 (the "License"). You may not use 5# this file except in compliance with the License. You can obtain a copy 6# in the file LICENSE in the source distribution or at 7# https://www.openssl.org/source/license.html 8 9 10use strict; 11use warnings; 12 13use File::Spec; 14use OpenSSL::Test::Utils; 15use OpenSSL::Test qw/:DEFAULT srctop_file/; 16 17setup("test_x509"); 18 19plan tests => 88; 20 21# Prevent MSys2 filename munging for arguments that look like file paths but 22# aren't 23$ENV{MSYS2_ARG_CONV_EXCL} = "/CN="; 24 25require_ok(srctop_file("test", "recipes", "tconversion.pl")); 26 27my @certs = qw(test certs); 28my $pem = srctop_file(@certs, "cyrillic.pem"); 29my $out_msb = "out-cyrillic.msb"; 30my $out_utf8 = "out-cyrillic.utf8"; 31my $der = "cyrillic.der"; 32my $der2 = "cyrillic.der"; 33my $msb = srctop_file(@certs, "cyrillic.msb"); 34my $utf = srctop_file(@certs, "cyrillic.utf8"); 35 36ok(run(app(["openssl", "x509", "-text", "-in", $pem, "-out", $out_msb, 37 "-nameopt", "esc_msb"]))); 38is(cmp_text($out_msb, $msb), 39 0, 'Comparing esc_msb output with cyrillic.msb'); 40ok(run(app(["openssl", "x509", "-text", "-in", $pem, "-out", $out_utf8, 41 "-nameopt", "utf8"]))); 42is(cmp_text($out_utf8, $utf), 43 0, 'Comparing utf8 output with cyrillic.utf8'); 44 45SKIP: { 46 skip "DES disabled", 1 if disabled("des"); 47 skip "Platform doesn't support command line UTF-8", 1 if $^O =~ /^(VMS|msys)$/; 48 49 my $p12 = srctop_file("test", "shibboleth.pfx"); 50 my $p12pass = "σύνθημα γνώρισμα"; 51 my $out_pem = "out.pem"; 52 ok(run(app(["openssl", "x509", "-text", "-in", $p12, "-out", $out_pem, 53 "-passin", "pass:$p12pass"]))); 54 # not unlinking $out_pem 55} 56 57ok(!run(app(["openssl", "x509", "-in", $pem, "-inform", "DER", 58 "-out", $der, "-outform", "DER"])), 59 "Checking failure of mismatching -inform DER"); 60ok(run(app(["openssl", "x509", "-in", $pem, "-inform", "PEM", 61 "-out", $der, "-outform", "DER"])), 62 "Conversion to DER"); 63ok(!run(app(["openssl", "x509", "-in", $der, "-inform", "PEM", 64 "-out", $der2, "-outform", "DER"])), 65 "Checking failure of mismatching -inform PEM"); 66 67# producing and checking self-issued (but not self-signed) cert 68my $subj = "/CN=CA"; # using same DN as in issuer of ee-cert.pem 69my $extfile = srctop_file("test", "v3_ca_exts.cnf"); 70my $pkey = srctop_file(@certs, "ca-key.pem"); # issuer private key 71my $pubkey = "ca-pubkey.pem"; # the corresponding issuer public key 72# use any (different) key for signing our self-issued cert: 73my $key = srctop_file(@certs, "serverkey.pem"); 74my $selfout = "self-issued.out"; 75my $testcert = srctop_file(@certs, "ee-cert.pem"); 76ok(run(app(["openssl", "pkey", "-in", $pkey, "-pubout", "-out", $pubkey])) 77&& run(app(["openssl", "x509", "-new", "-force_pubkey", $pubkey, "-subj", $subj, 78 "-extfile", $extfile, "-key", $key, "-out", $selfout])) 79&& run(app(["openssl", "verify", "-no_check_time", 80 "-trusted", $selfout, "-partial_chain", $testcert]))); 81# not unlinking $pubkey 82# not unlinking $selfout 83 84# test -set_issuer option 85my $ca_issu = srctop_file(@certs, "ca-cert.pem"); # issuer cert 86my $caout_issu = "ca-issu.out"; 87ok(run(app(["openssl", "x509", "-new", "-force_pubkey", $key, "-subj", "/CN=EE", 88 "-set_issuer", "/CN=TEST-CA", "-extfile", $extfile, "-CA", $ca_issu, 89 "-CAkey", $pkey, "-text", "-out", $caout_issu]))); 90ok(get_issuer($caout_issu) =~ /CN=TEST-CA/); 91# not unlinking $caout 92 93# simple way of directly producing a CA-signed cert with private/pubkey input 94my $ca = srctop_file(@certs, "ca-cert.pem"); # issuer cert 95my $caout = "ca-issued.out"; 96ok(run(app(["openssl", "x509", "-new", "-force_pubkey", $key, "-subj", "/CN=EE", 97 "-extfile", $extfile, "-CA", $ca, "-CAkey", $pkey, "-out", $caout])) 98&& run(app(["openssl", "verify", "-no_check_time", 99 "-trusted", $ca, "-partial_chain", $caout]))); 100 101subtest 'x509 -- x.509 v1 certificate' => sub { 102 tconversion( -type => 'x509', -prefix => 'x509v1', 103 -in => srctop_file("test", "testx509.pem") ); 104}; 105subtest 'x509 -- first x.509 v3 certificate' => sub { 106 tconversion( -type => 'x509', -prefix => 'x509v3-1', 107 -in => srctop_file("test", "v3-cert1.pem") ); 108}; 109subtest 'x509 -- second x.509 v3 certificate' => sub { 110 tconversion( -type => 'x509', -prefix => 'x509v3-2', 111 -in => srctop_file("test", "v3-cert2.pem") ); 112}; 113 114subtest 'x509 -- pathlen' => sub { 115 ok(run(test(["v3ext", srctop_file(@certs, "pathlen.pem")]))); 116}; 117 118cert_contains(srctop_file(@certs, "fake-gp.pem"), 119 "2.16.528.1.1003.1.3.5.5.2-1-0000006666-Z-12345678-01.015-12345678", 120 1, 'x500 -- subjectAltName'); 121 122cert_contains(srctop_file(@certs, "ext-noAssertion.pem"), 123 "No Assertion", 124 1, 'X.509 Not Assertion Extension'); 125 126cert_contains(srctop_file(@certs, "ext-groupAC.pem"), 127 "Group Attribute Certificate", 128 1, 'X.509 Group Attribute Certificate Extension'); 129 130cert_contains(srctop_file(@certs, "ext-sOAIdentifier.pem"), 131 "Source of Authority", 132 1, 'X.509 Source of Authority Extension'); 133 134cert_contains(srctop_file(@certs, "ext-noRevAvail.pem"), 135 "No Revocation Available", 136 1, 'X.509 No Revocation Available'); 137 138cert_contains(srctop_file(@certs, "ext-singleUse.pem"), 139 "Single Use", 140 1, 'X509v3 Single Use'); 141 142cert_contains(srctop_file(@certs, "ext-indirectIssuer.pem"), 143 "Indirect Issuer", 144 1, 'X.509 Indirect Issuer'); 145 146my $tgt_info_cert = srctop_file(@certs, "ext-targetingInformation.pem"); 147cert_contains($tgt_info_cert, 148 "AC Targeting", 149 1, 'X.509 Targeting Information Extension'); 150cert_contains($tgt_info_cert, 151 "Targets:", 152 1, 'X.509 Targeting Information Targets'); 153cert_contains($tgt_info_cert, 154 "Target:", 155 1, 'X.509 Targeting Information Target'); 156cert_contains($tgt_info_cert, 157 "Target Name: DirName:CN = W", 158 1, 'X.509 Targeting Information Target Name'); 159cert_contains($tgt_info_cert, 160 "Target Group: DNS:wildboarsoftware.com", 161 1, 'X.509 Targeting Information Target Name'); 162cert_contains($tgt_info_cert, 163 "Issuer Names:", 164 1, 'X.509 Targeting Information Issuer Names'); 165cert_contains($tgt_info_cert, 166 "Issuer Serial: 01020304", 167 1, 'X.509 Targeting Information Issuer Serial'); 168cert_contains($tgt_info_cert, 169 "Issuer UID: B0", 170 1, 'X.509 Targeting Information Issuer UID'); 171cert_contains($tgt_info_cert, 172 "Digest Type: Public Key", 173 1, 'X.509 Targeting Information Object Digest Type'); 174 175my $hnc_cert = srctop_file(@certs, "ext-holderNameConstraints.pem"); 176cert_contains($hnc_cert, 177 "X509v3 Holder Name Constraints", 178 1, 'X.509 Holder Name Constraints'); 179cert_contains($hnc_cert, 180 "Permitted:", 181 1, 'X.509 Holder Name Constraints Permitted'); 182cert_contains($hnc_cert, 183 "DirName:CN = Wildboar", 184 1, 'X.509 Holder Name Constraint'); 185 186my $dnc_cert = srctop_file(@certs, "ext-delegatedNameConstraints.pem"); 187cert_contains($dnc_cert, 188 "X509v3 Delegated Name Constraints", 189 1, 'X.509 Delegated Name Constraints'); 190cert_contains($dnc_cert, 191 "Permitted:", 192 1, 'X.509 Delegated Name Constraints Permitted'); 193cert_contains($dnc_cert, 194 "DirName:CN = Wildboar", 195 1, 'X.509 Delegated Name Constraint'); 196my $sda_cert = srctop_file(@certs, "ext-subjectDirectoryAttributes.pem"); 197cert_contains($sda_cert, 198 "Steve Brule", 199 1, 'X.509 Subject Directory Attributes'); 200cert_contains($sda_cert, 201 "CN=Hi mom", 202 1, 'X.509 Subject Directory Attributes'); 203cert_contains($sda_cert, 204 "<No Values>", 205 1, 'X.509 Subject Directory Attributes'); 206cert_contains($sda_cert, 207 "Funkytown", 208 1, 'X.509 Subject Directory Attributes'); 209cert_contains($sda_cert, 210 "commonName", 211 1, 'X.509 Subject Directory Attributes'); 212cert_contains($sda_cert, 213 "owner", 214 1, 'X.509 Subject Directory Attributes'); 215cert_contains($sda_cert, 216 "givenName", 217 1, 'X.509 Subject Directory Attributes'); 218cert_contains($sda_cert, 219 "localityName", 220 1, 'X.509 Subject Directory Attributes'); 221 222my $ass_info_cert = srctop_file(@certs, "ext-associatedInformation.pem"); 223cert_contains($ass_info_cert, 224 "Steve Brule", 225 1, 'X509v3 Associated Information'); 226cert_contains($ass_info_cert, 227 "CN=Hi mom", 228 1, 'X509v3 Associated Information'); 229cert_contains($ass_info_cert, 230 "<No Values>", 231 1, 'X509v3 Associated Information'); 232cert_contains($ass_info_cert, 233 "Funkytown", 234 1, 'X509v3 Associated Information'); 235cert_contains($ass_info_cert, 236 "commonName", 237 1, 'X509v3 Associated Information'); 238cert_contains($ass_info_cert, 239 "owner", 240 1, 'X509v3 Associated Information'); 241cert_contains($sda_cert, 242 "givenName", 243 1, 'X509v3 Associated Information'); 244cert_contains($ass_info_cert, 245 "localityName", 246 1, 'X509v3 Associated Information'); 247 248my $acc_cert_pol = srctop_file(@certs, "ext-acceptableCertPolicies.pem"); 249cert_contains($acc_cert_pol, 250 "X509v3 Acceptable Certification Policies", 251 1, 'X509v3 Acceptable Certification Policies'); 252# Yes, I know these OIDs make no sense in a policies extension. It's just a test. 253cert_contains($acc_cert_pol, 254 "organizationalUnitName", 255 1, 'X509v3 Acceptable Certification Policies'); 256cert_contains($acc_cert_pol, 257 "description", 258 1, 'X509v3 Acceptable Certification Policies'); 259 260my $acc_priv_pol = srctop_file(@certs, "ext-acceptablePrivilegePolicies.pem"); 261cert_contains($acc_priv_pol, 262 "X509v3 Acceptable Privilege Policies", 263 1, 'X509v3 Acceptable Privilege Policies'); 264# Yes, I know these OIDs make no sense in a policies extension. It's just a test. 265cert_contains($acc_priv_pol, 266 "commonName", 267 1, 'X509v3 Acceptable Certification Policies'); 268cert_contains($acc_priv_pol, 269 "organizationName", 270 1, 'X509v3 Acceptable Certification Policies'); 271 272sub test_errors { # actually tests diagnostics of OSSL_STORE 273 my ($expected, $cert, @opts) = @_; 274 my $infile = srctop_file(@certs, $cert); 275 my @args = qw(openssl x509 -in); 276 push(@args, $infile, @opts); 277 my $tmpfile = 'out.txt'; 278 my $res = grep(/-text/, @opts) ? run(app([@args], stdout => $tmpfile)) 279 : !run(app([@args], stderr => $tmpfile)); 280 my $found = 0; 281 open(my $in, '<', $tmpfile) or die "Could not open file $tmpfile"; 282 while(<$in>) { 283 print; # this may help debugging 284 $res &&= !m/asn1 encoding/; # output must not include ASN.1 parse errors 285 $found = 1 if m/$expected/; # output must include $expected 286 } 287 close $in; 288 # $tmpfile is kept to help with investigation in case of failure 289 return $res && $found; 290} 291 292# 3 tests for non-existence of spurious OSSL_STORE ASN.1 parse error output. 293# This requires provoking a failure exit of the app after reading input files. 294ok(test_errors("Bad output format", "root-cert.pem", '-outform', 'http'), 295 "load root-cert errors"); 296ok(test_errors("RC2-40-CBC", "v3-certs-RC2.p12", '-passin', 'pass:v3-certs'), 297 "load v3-certs-RC2 no asn1 errors"); # error msg should mention "RC2-40-CBC" 298SKIP: { 299 skip "sm2 not disabled", 1 if !disabled("sm2"); 300 301 ok(test_errors("Unable to load Public Key", "sm2.pem", '-text'), 302 "error loading unsupported sm2 cert"); 303} 304 305# 3 tests for -dateopts formats 306ok(run(app(["openssl", "x509", "-noout", "-dates", "-dateopt", "rfc_822", 307 "-in", srctop_file("test/certs", "ca-cert.pem")])), 308 "Run with rfc_8222 -dateopt format"); 309ok(run(app(["openssl", "x509", "-noout", "-dates", "-dateopt", "iso_8601", 310 "-in", srctop_file("test/certs", "ca-cert.pem")])), 311 "Run with iso_8601 -dateopt format"); 312ok(!run(app(["openssl", "x509", "-noout", "-dates", "-dateopt", "invalid_format", 313 "-in", srctop_file("test/certs", "ca-cert.pem")])), 314 "Run with invalid -dateopt format"); 315 316# Tests for signing certs (broken in 1.1.1o) 317my $a_key = "a-key.pem"; 318my $a_cert = "a-cert.pem"; 319my $a2_cert = "a2-cert.pem"; 320my $ca_key = "ca-key.pem"; 321my $ca_cert = "ca-cert.pem"; 322my $cnf = srctop_file('apps', 'openssl.cnf'); 323 324# Create cert A 325ok(run(app(["openssl", "req", "-x509", "-newkey", "rsa:2048", 326 "-config", $cnf, 327 "-keyout", $a_key, "-out", $a_cert, "-days", "365", 328 "-nodes", "-subj", "/CN=test.example.com"]))); 329# Create cert CA - note key size 330ok(run(app(["openssl", "req", "-x509", "-newkey", "rsa:4096", 331 "-config", $cnf, 332 "-keyout", $ca_key, "-out", $ca_cert, "-days", "3650", 333 "-nodes", "-subj", "/CN=ca.example.com"]))); 334# Sign cert A with CA (errors on 1.1.1o) 335ok(run(app(["openssl", "x509", "-in", $a_cert, "-CA", $ca_cert, 336 "-CAkey", $ca_key, "-set_serial", "1234567890", 337 "-preserve_dates", "-sha256", "-text", "-out", $a2_cert]))); 338# verify issuer is CA 339ok(get_issuer($a2_cert) =~ /CN=ca.example.com/); 340 341my $in_csr = srctop_file('test', 'certs', 'x509-check.csr'); 342my $in_key = srctop_file('test', 'certs', 'x509-check-key.pem'); 343my $invextfile = srctop_file('test', 'invalid-x509.cnf'); 344# Test that invalid extensions settings fail 345ok(!run(app(["openssl", "x509", "-req", "-in", $in_csr, "-signkey", $in_key, 346 "-out", "/dev/null", "-days", "3650" , "-extensions", "ext", 347 "-extfile", $invextfile]))); 348 349# Tests for issue #16080 (fixed in 1.1.1o) 350my $b_key = "b-key.pem"; 351my $b_csr = "b-cert.csr"; 352my $b_cert = "b-cert.pem"; 353# Create the CSR 354ok(run(app(["openssl", "req", "-new", "-newkey", "rsa:4096", 355 "-keyout", $b_key, "-out", $b_csr, "-nodes", 356 "-config", $cnf, 357 "-subj", "/CN=b.example.com"]))); 358# Sign it - position of "-text" matters! 359ok(run(app(["openssl", "x509", "-req", "-text", "-CAcreateserial", 360 "-CA", $ca_cert, "-CAkey", $ca_key, 361 "-in", $b_csr, "-out", $b_cert]))); 362# Verify issuer is CA 363ok(get_issuer($b_cert) =~ /CN=ca.example.com/); 364 365# although no explicit extensions given: 366has_version($b_cert, 3); 367has_SKID($b_cert, 1); 368has_AKID($b_cert, 1); 369 370# Tests for https://github.com/openssl/openssl/issues/10442 (fixed in 1.1.1a) 371# (incorrect default `-CAcreateserial` if `-CA` path has a dot in it) 372my $folder_with_dot = "test_x509.folder"; 373ok(mkdir $folder_with_dot); 374my $ca_cert_dot_in_dir = File::Spec->catfile($folder_with_dot, "ca-cert.pem"); 375ok(copy($ca_cert,$ca_cert_dot_in_dir)); 376my $ca_serial_dot_in_dir = File::Spec->catfile($folder_with_dot, "ca-cert.srl"); 377 378ok(run(app(["openssl", "x509", "-req", "-text", "-CAcreateserial", 379 "-CA", $ca_cert_dot_in_dir, "-CAkey", $ca_key, 380 "-in", $b_csr]))); 381ok(-e $ca_serial_dot_in_dir); 382 383# Tests for explicit start and end dates of certificates 384my %today = (strftime("%Y-%m-%d", gmtime) => 1); 385my $enddate; 386ok(run(app(["openssl", "x509", "-req", "-text", 387 "-key", $b_key, 388 "-not_before", "20231031000000Z", 389 "-not_after", "today", 390 "-in", $b_csr, "-out", $b_cert])) 391&& get_not_before($b_cert) =~ /Oct 31 00:00:00 2023 GMT/ 392&& ++$today{strftime("%Y-%m-%d", gmtime)} 393&& (grep { defined $today{$_} } get_not_after_date($b_cert))); 394# explicit start and end dates 395ok(run(app(["openssl", "x509", "-req", "-text", 396 "-key", $b_key, 397 "-not_before", "20231031000000Z", 398 "-not_after", "20231231000000Z", 399 "-days", "99", 400 "-in", $b_csr, "-out", $b_cert])) 401&& get_not_before($b_cert) =~ /Oct 31 00:00:00 2023 GMT/ 402&& get_not_after($b_cert) =~ /Dec 31 00:00:00 2023 GMT/); 403# start date today and days 404%today = (strftime("%Y-%m-%d", gmtime) => 1); 405$enddate = strftime("%Y-%m-%d", gmtime(time + 99 * 24 * 60 * 60)); 406ok(run(app(["openssl", "x509", "-req", "-text", 407 "-key", $b_key, 408 "-not_before", "today", 409 "-days", "99", 410 "-in", $b_csr, "-out", $b_cert])) 411&& ++$today{strftime("%Y-%m-%d", gmtime)} 412&& (grep { defined $today{$_} } get_not_before_date($b_cert)) 413&& get_not_after_date($b_cert) eq $enddate); 414# end date before start date 415ok(!run(app(["openssl", "x509", "-req", "-text", 416 "-key", $b_key, 417 "-not_before", "today", 418 "-not_after", "20231031000000Z", 419 "-in", $b_csr, "-out", $b_cert]))); 420# default days option 421%today = (strftime("%Y-%m-%d", gmtime) => 1); 422$enddate = strftime("%Y-%m-%d", gmtime(time + 30 * 24 * 60 * 60)); 423ok(run(app(["openssl", "x509", "-req", "-text", 424 "-key", $b_key, 425 "-in", $b_csr, "-out", $b_cert])) 426&& ++$today{strftime("%Y-%m-%d", gmtime)} 427&& (grep { defined $today{$_} } get_not_before_date($b_cert)) 428&& get_not_after_date($b_cert) eq $enddate); 429 430SKIP: { 431 skip "EC is not supported by this OpenSSL build", 1 432 if disabled("ec"); 433 my $psscert = srctop_file(@certs, "ee-self-signed-pss.pem"); 434 435 ok(run(test(["x509_test", $psscert])), "running x509_test"); 436} 437
