1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
32
33
34
35
36
37
38
39
40
41
42
43
44
45
46
47
48
49
50
51
52
53
54
55
56
57
58
59
60
61
62
63
64
65
66
67
68
69
70
71
72
73
74
75
76
77
78
79
80
81
82
83
84
85
86
87
88
89
90
91
92
93
94
95
96
97
98
99
100
101
102
103
104
105
106
107
108
109
110
111
112
113
114
115
116
117
118
119
120
121
122
123
124
125
126
127
128
129
130
131
132
133
134
135
136
137
138
139
140
141
142
143
144
145
146
147
148
149
150
151
152
153
154
155
156
157
158
159
160
161
162
163
164
165
166
167
168
169
170
171
172
173
174
175
176
177
178
179
180
181
182
183
184
185
186
187
188
189
190
191
192
193
194
195
196
197
198
199
200
201
202
203
204
205
206
207
208
209
210
211
212
213
214
215
216
217
218
219
220
221
222
223
224
225
226
227
228
229
230
231
232
233
234
235
236
237
238
239
240
241
242
243
244
245
246
247
248
249
250
251
252
253
254
255
256
257
258
259
260
261
262
263
264
265
266
267
268
269
270
271
272
273
274
275
276
277
278
279
280
281
282
283
284
285
286
287
288
289
290
291
292
293
294
295
296
297
298
299
300
301
302
303
304
305
306
|
require 'rubygems/test_case'
require 'rubygems/security'
require 'rubygems/fix_openssl_warnings' if RUBY_VERSION < "1.9"
unless defined?(OpenSSL::SSL) then
warn 'Skipping Gem::Security tests. openssl not found.'
end
class TestGemSecurity < Gem::TestCase
CHILD_KEY = load_key 'child'
ALTERNATE_CERT = load_cert 'child'
CHILD_CERT = load_cert 'child'
EXPIRED_CERT = load_cert 'expired'
def setup
super
@SEC = Gem::Security
end
def test_class_create_cert
name = PUBLIC_CERT.subject
key = PRIVATE_KEY
cert = @SEC.create_cert name, key, 60, Gem::Security::EXTENSIONS, 5
assert_kind_of OpenSSL::X509::Certificate, cert
assert_equal 2, cert.version
assert_equal 5, cert.serial
assert_equal key.public_key.to_pem, cert.public_key.to_pem
assert_in_delta Time.now, cert.not_before, 10
assert_in_delta Time.now + 60, cert.not_after, 10
assert_equal name.to_s, cert.subject.to_s
assert_equal 3, cert.extensions.length,
cert.extensions.map { |e| e.to_a.first }
constraints = cert.extensions.find { |ext| ext.oid == 'basicConstraints' }
assert_equal 'CA:FALSE', constraints.value
key_usage = cert.extensions.find { |ext| ext.oid == 'keyUsage' }
assert_equal 'Digital Signature, Key Encipherment, Data Encipherment',
key_usage.value
key_ident = cert.extensions.find { |ext| ext.oid == 'subjectKeyIdentifier' }
assert_equal 59, key_ident.value.length
assert_equal '5F:43:6E:F6:9A:8E:45:25:E9:22:E3:7D:37:5E:A4:D5:36:02:85:1B',
key_ident.value
assert_equal '', cert.issuer.to_s
assert_equal name.to_s, cert.subject.to_s
end
def test_class_create_cert_self_signed
subject = PUBLIC_CERT.subject
cert = @SEC.create_cert_self_signed subject, PRIVATE_KEY, 60
assert_equal '/CN=nobody/DC=example', cert.issuer.to_s
end
def test_class_create_cert_email
email = 'nobody@example'
name = PUBLIC_CERT.subject
key = PRIVATE_KEY
cert = @SEC.create_cert_email email, key, 60
assert_kind_of OpenSSL::X509::Certificate, cert
assert_equal 2, cert.version
assert_equal 1, cert.serial
assert_equal key.public_key.to_pem, cert.public_key.to_pem
assert_in_delta Time.now, cert.not_before, 10
assert_in_delta Time.now + 60, cert.not_after, 10
assert_equal name.to_s, cert.subject.to_s
assert_equal name.to_s, cert.issuer.to_s
assert_equal 5, cert.extensions.length,
cert.extensions.map { |e| e.to_a.first }
constraints = cert.extensions.find { |ext| ext.oid == 'subjectAltName' }
assert_equal 'email:nobody@example', constraints.value
constraints = cert.extensions.find { |ext| ext.oid == 'basicConstraints' }
assert_equal 'CA:FALSE', constraints.value
key_usage = cert.extensions.find { |ext| ext.oid == 'keyUsage' }
assert_equal 'Digital Signature, Key Encipherment, Data Encipherment',
key_usage.value
key_ident = cert.extensions.find { |ext| ext.oid == 'subjectKeyIdentifier' }
assert_equal 59, key_ident.value.length
assert_equal '5F:43:6E:F6:9A:8E:45:25:E9:22:E3:7D:37:5E:A4:D5:36:02:85:1B',
key_ident.value
end
def test_class_create_key
key = @SEC.create_key 1024
assert_kind_of OpenSSL::PKey::RSA, key
end
def test_class_email_to_name
assert_equal '/CN=nobody/DC=example',
@SEC.email_to_name('nobody@example').to_s
assert_equal '/CN=nobody/DC=example/DC=com',
@SEC.email_to_name('nobody@example.com').to_s
assert_equal '/CN=no.body/DC=example',
@SEC.email_to_name('no.body@example').to_s
assert_equal '/CN=no_body/DC=example',
@SEC.email_to_name('no+body@example').to_s
end
def test_class_re_sign
re_signed = Gem::Security.re_sign EXPIRED_CERT, PRIVATE_KEY, 60
assert_in_delta Time.now, re_signed.not_before, 10
assert_in_delta Time.now + 60, re_signed.not_after, 10
assert_equal EXPIRED_CERT.serial + 1, re_signed.serial
assert re_signed.verify PUBLIC_KEY
end
def test_class_re_sign_not_self_signed
e = assert_raises Gem::Security::Exception do
Gem::Security.re_sign CHILD_CERT, CHILD_KEY
end
child_alt_name = CHILD_CERT.extensions.find do |extension|
extension.oid == 'subjectAltName'
end
assert_equal "#{child_alt_name.value} is not self-signed, contact " +
"#{ALTERNATE_CERT.issuer} to obtain a valid certificate",
e.message
end
def test_class_re_sign_wrong_key
e = assert_raises Gem::Security::Exception do
Gem::Security.re_sign ALTERNATE_CERT, PRIVATE_KEY
end
assert_equal "incorrect signing key for re-signing " +
"#{ALTERNATE_CERT.subject}",
e.message
end
def test_class_reset
trust_dir = @SEC.trust_dir
@SEC.reset
refute_equal trust_dir, @SEC.trust_dir
end
def test_class_sign
issuer = PUBLIC_CERT.subject
signee = OpenSSL::X509::Name.parse "/CN=signee/DC=example"
key = PRIVATE_KEY
cert = OpenSSL::X509::Certificate.new
cert.subject = signee
cert.subject = signee
cert.public_key = key.public_key
signed = @SEC.sign cert, key, PUBLIC_CERT, 60
assert_equal key.public_key.to_pem, signed.public_key.to_pem
assert_equal signee.to_s, signed.subject.to_s
assert_equal issuer.to_s, signed.issuer.to_s
assert_in_delta Time.now, signed.not_before, 10
assert_in_delta Time.now + 60, signed.not_after, 10
assert_equal 4, signed.extensions.length,
signed.extensions.map { |e| e.to_a.first }
constraints = signed.extensions.find { |ext| ext.oid == 'issuerAltName' }
assert_equal 'email:nobody@example', constraints.value, 'issuerAltName'
constraints = signed.extensions.find { |ext| ext.oid == 'basicConstraints' }
assert_equal 'CA:FALSE', constraints.value
key_usage = signed.extensions.find { |ext| ext.oid == 'keyUsage' }
assert_equal 'Digital Signature, Key Encipherment, Data Encipherment',
key_usage.value
key_ident =
signed.extensions.find { |ext| ext.oid == 'subjectKeyIdentifier' }
assert_equal 59, key_ident.value.length
assert_equal '5F:43:6E:F6:9A:8E:45:25:E9:22:E3:7D:37:5E:A4:D5:36:02:85:1B',
key_ident.value
assert signed.verify key
end
def test_class_sign_AltName
issuer = PUBLIC_CERT.subject
signee = OpenSSL::X509::Name.parse "/CN=signee/DC=example"
cert = @SEC.create_cert_email 'signee@example', PRIVATE_KEY
signed = @SEC.sign cert, PRIVATE_KEY, PUBLIC_CERT, 60
assert_equal PUBLIC_KEY.to_pem, signed.public_key.to_pem
assert_equal signee.to_s, signed.subject.to_s
assert_equal issuer.to_s, signed.issuer.to_s
assert_in_delta Time.now, signed.not_before, 10
assert_in_delta Time.now + 60, signed.not_after, 10
assert_equal 5, signed.extensions.length,
signed.extensions.map { |e| e.to_a.first }
constraints = signed.extensions.find { |ext| ext.oid == 'issuerAltName' }
assert_equal 'email:nobody@example', constraints.value, 'issuerAltName'
constraints = signed.extensions.find { |ext| ext.oid == 'subjectAltName' }
assert_equal 'email:signee@example', constraints.value, 'subjectAltName'
constraints = signed.extensions.find { |ext| ext.oid == 'basicConstraints' }
assert_equal 'CA:FALSE', constraints.value
key_usage = signed.extensions.find { |ext| ext.oid == 'keyUsage' }
assert_equal 'Digital Signature, Key Encipherment, Data Encipherment',
key_usage.value
key_ident =
signed.extensions.find { |ext| ext.oid == 'subjectKeyIdentifier' }
assert_equal 59, key_ident.value.length
assert_equal '5F:43:6E:F6:9A:8E:45:25:E9:22:E3:7D:37:5E:A4:D5:36:02:85:1B',
key_ident.value
assert signed.verify PUBLIC_KEY
end
def test_class_trust_dir
trust_dir = @SEC.trust_dir
expected = File.join Gem.user_home, '.gem/trust'
assert_equal expected, trust_dir.dir
end
def test_class_write
key = @SEC.create_key 1024
path = File.join @tempdir, 'test-private_key.pem'
@SEC.write key, path
assert_path_exists path
key_from_file = File.read path
assert_equal key.to_pem, key_from_file
end
def test_class_write_encrypted
key = @SEC.create_key 1024
path = File.join @tempdir, 'test-private_encrypted_key.pem'
passphrase = 'It should be long.'
@SEC.write key, path, 0600, passphrase
assert_path_exists path
key_from_file = OpenSSL::PKey::RSA.new File.read(path), passphrase
assert_equal key.to_pem, key_from_file.to_pem
end
def test_class_write_encrypted_cipher
key = @SEC.create_key 1024
path = File.join @tempdir, 'test-private_encrypted__with_non_default_cipher_key.pem'
passphrase = 'It should be long.'
cipher = OpenSSL::Cipher.new 'AES-192-CBC'
@SEC.write key, path, 0600, passphrase, cipher
assert_path_exists path
key_file_contents = File.read(path)
assert key_file_contents.split("\n")[2].match(cipher.name)
key_from_file = OpenSSL::PKey::RSA.new key_file_contents, passphrase
assert_equal key.to_pem, key_from_file.to_pem
end
end if defined?(OpenSSL::SSL)
|
