diff --git a/src/main/java/org/jruby/ext/openssl/X509Extension.java b/src/main/java/org/jruby/ext/openssl/X509Extension.java
index d8f708bf..3c9c3fa2 100644
--- a/src/main/java/org/jruby/ext/openssl/X509Extension.java
+++ b/src/main/java/org/jruby/ext/openssl/X509Extension.java
@@ -207,7 +207,7 @@ final byte[] getRealValueEncoded() throws IOException {
         if ( value instanceof byte[] ) return (byte[]) value;
         if ( value instanceof RubyString ) return ((RubyString) value).getBytes();
         if ( value instanceof String ) return ByteList.plain((String) value);
-
+        
         if ( value instanceof ASN1OctetString ) { // initialize
             return ((ASN1OctetString) value).getOctets();
         }
@@ -536,7 +536,7 @@ public RubyString value(final ThreadContext context) {
                     for ( int i = 0; i < names.length; i++ ) {
                         boolean other = formatGeneralName(names[i], val, false);
                         if ( i < names.length - 1 ) {
-                            if ( other ) val.append(';'); else val.append(',');
+                            if ( other ) val.append(';'); else val.append(',').append(' ');
                         }
                     }
                     return runtime.newString( val );
diff --git a/src/main/java/org/jruby/ext/openssl/X509ExtensionFactory.java b/src/main/java/org/jruby/ext/openssl/X509ExtensionFactory.java
index 5c5daf7f..cf691704 100644
--- a/src/main/java/org/jruby/ext/openssl/X509ExtensionFactory.java
+++ b/src/main/java/org/jruby/ext/openssl/X509ExtensionFactory.java
@@ -209,6 +209,7 @@ else if (id.equals("2.5.29.37")) { // extendedKeyUsage
             }
         }
         catch (IOException e) {
+            OpenSSL.debugStackTrace(e);
             throw newExtensionError(runtime, "Unable to create extension: " + e.getMessage());
         }
         return newExtension(runtime, objectId, value, critical.isNil() ? null : critical.isTrue());
@@ -518,8 +519,19 @@ private static ASN1Encodable parseSubjectAltName(final String valuex) throws IOE
             return new GeneralName(GeneralName.registeredID, rid);
         }
         if ( valuex.startsWith(email_) ) {
-            final String mail = valuex.substring(email_.length());
-            return new GeneralName(GeneralName.rfc822Name, mail);
+            final String[] vals = valuex.split(",");
+            final GeneralName[] names = new GeneralName[vals.length];
+            for ( int i = 0; i < vals.length; i++ ) {
+                if (vals[i].startsWith(email_)) {
+                    String mail = vals[i].substring(email_.length());
+                    names[i] = new GeneralName(GeneralName.rfc822Name, mail);
+                }
+                else {
+                    ASN1Encodable name = parseSubjectAltName(vals[i]);
+                    names[i] = name instanceof GeneralNames ? ((GeneralNames) name).getNames()[0] : (GeneralName) name;
+                }
+            }
+            return new GeneralNames(names);
         }
         if ( valuex.startsWith("IP:") || valuex.startsWith("IP Address:") ) {
             final int idx = valuex.charAt(2) == ':' ? 3 : 11;
diff --git a/src/test/ruby/x509/test_x509ext.rb b/src/test/ruby/x509/test_x509ext.rb
index afadda84..8b1812af 100644
--- a/src/test/ruby/x509/test_x509ext.rb
+++ b/src/test/ruby/x509/test_x509ext.rb
@@ -150,6 +150,15 @@ def test_subject_alt_name_sign_to_pem
     assert dns =~ /test.example.com.*?test2.example.com.*?example.com.*?www.example.com/
   end
 
+  def test_subject_alt_name_sequence
+    extensions = OpenSSL::X509::ExtensionFactory.new
+    ext = extensions.create_extension("subjectAltName", "email:foo@bar.com,DNS:a.b.com,email:baz@bar.com")
+    assert_equal 'subjectAltName', ext.oid
+    assert_equal 'email:foo@bar.com, DNS:a.b.com, email:baz@bar.com', ext.value
+    mri_der = "0,\x06\x03U\x1D\x11\x04%0#\x81\vfoo@bar.com\x82\aa.b.com\x81\vbaz@bar.com"
+    assert_equal mri_der, ext.to_der
+  end
+
   def subject_alt_name(domains)
     ef = OpenSSL::X509::ExtensionFactory.new
     ef.create_extension("subjectAltName", domains.split(',').map { |d| "DNS: #{d}" }.join(','))