SSL Chain Cert Fun with Nessus

Pulling back from the archives this is a repost of a previous blog post. This time ripped from a guest spot at The Security Stack Exchange Community Blog.

My workplace recently, for some definitions of recent, switched the company we use for certificate signing to InCommon. There were quite a few technical/administrative advantages, and since we're educational, price was a big factor. Everyone has been really happy with the results. Well, except for this one thing. InCommon is not a top level trusted CA, they chain through AddTrust. This isn't actually all that big a deal, really, as AddTrust is a common CA to have in your trusted bundle, and all we had to do was configure the InCommon chain certificate on our web servers. Other than the occasional chain breakage on some mobile browsers everything seemed peachy. Except, that is, when we ran a vulnerability scan.

Shortly after we switched we started noticing some odd alerts coming out of our vulnerability scans. At first one or two were reporting that the SSL certificate could not be validated. We manually verified the certificates, declared them as false positives, and moved on. Over time more and more systems started reporting this error. Eventually the problem had propagated out far enough that I started digging into it. For reference, the PluginID we're looking at here is 51192.

I learned two very important, and relevant, pieces of information that day:

  1. Nessus was not properly validating the chain.
  2. Chain Certificate files are a little stranger than expected.

Instead of using a system default CA bundle, Nessus ships with its own. You can find the bundle, called known_CA.inc, in the plugin directory. So on Linux systems you should be looking at /opt/nessus/lib/nessus/plugins/known_CA.inc. If you are using a Windows scanner, well, you're on your own. This is a fairly standard looking CA bundle, and I found that AddTrust was, in fact, included. I did not, however, find any reference to InCommon. Since they are somewhat related to Internet2 I looked for them, also no luck.

This isn't really that big a deal, though. Nessus will also look for, but will not update, a secondary bundle called custom_CA.inc. In most cases, this file would be used to include a local CA, for instance in a closed corporate network where one generates self-signed certificates as a matter of course. However, since you can use it to include arbitrary CA certs we can use it to fix our problem.

It's easy enough for me to get the intermediate cert, what with it being public and all. This is where things started to get a little weird, though. In order to stay consistent with the known_CA.inc I included the certificate as a decoded X.509+PEM. Placing only the intermediate cert in this file resulted in, again, the certificate chain failing to validate. Next, what follows is a Nessus debugging tip that was roughly an hour's worth of swearing in the discovering:

If you don't think the web interface is showing you sufficient information, look at the plugin output in the raw XML.

You can get this by either exporting the report, or by finding it in the user's reports folder on the scanner. What I discovered was that all of the various and sundry certificates were being read and validated. The chain, however, was being checked in the wrong order, in this case:

webserver -> AddTrust -> InCommon.

After a little more trial and error I learned that, not only, did I need to have both the InCommon intermediate, but also the AddTrust certificates in my custom_CA.inc file, but that the order of the certs in the file also mattered. As it happens, AddTrust had to be entered first, followed by InCommon. This does make some amount of sense, when I adjusted my thought process to an actual chain where AddTrust was the "top-level".

For completeness, I copied the newly complete custom_CA.inc file to my test webserver and included it as a chain cert using the SSLCertificateChainFile option. This is Apache httpd on Linux, you nginx or IIS folks are on your own. After removing the custom_CA.inc on the Nessus scanner and re-running the scan resulted in the certificate properly validating.

This left me in a good place in two ways:

  1. I now had a properly formatted custom_CA.inc file that I could put into puppet for all the scanners.
  2. I now also had a properly formatted chain cert file for inclusion on the web servers.

This fixes the problem from both sides, the server presenting all the correct information, as well as the scanner for cleaning up a false positive. For reference, included below is the chain cert file that was generated. As mentioned previously, it is the same format as a CA bundle. For each certificate you’ll find the ASCII text decoded certificate information, followed by the Base64 encoded PEM version of the same certificate. In my testing, Nessus would accept only the PEM versions, however I wanted to include both outputs since it appears to be the standard.

Certificate:
    Data:
        Version: 3 (0x2)
        Serial Number:
            7f:71:c1:d3:a2:26:b0:d2:b1:13:f3:e6:81:67:64:3e
        Signature Algorithm: sha1WithRSAEncryption
        Issuer: C=SE, O=AddTrust AB, OU=AddTrust External TTP Network, CN=AddTrust External CA Root
        Validity
            Not Before: Dec  7 00:00:00 2010 GMT
            Not After : May 30 10:48:38 2020 GMT
        Subject: C=US, O=Internet2, OU=InCommon, CN=InCommon Server CA
        Subject Public Key Info:
            Public Key Algorithm: rsaEncryption
                Public-Key: (2048 bit)
                Modulus:
                    00:97:7c:c7:c8:fe:b3:e9:20:6a:a3:a4:4f:8e:8e:
                    34:56:06:b3:7a:6c:aa:10:9b:48:61:2b:36:90:69:
                    e3:34:0a:47:a7:bb:7b:de:aa:6a:fb:eb:82:95:8f:
                    ca:1d:7f:af:75:a6:a8:4c:da:20:67:61:1a:0d:86:
                    c1:ca:c1:87:af:ac:4e:e4:de:62:1b:2f:9d:b1:98:
                    af:c6:01:fb:17:70:db:ac:14:59:ec:6f:3f:33:7f:
                    a6:98:0b:e4:e2:38:af:f5:7f:85:6d:0e:74:04:9d:
                    f6:27:86:c7:9b:8f:e7:71:2a:08:f4:03:02:40:63:
                    24:7d:40:57:8f:54:e0:54:7e:b6:13:48:61:f1:de:
                    ce:0e:bd:b6:fa:4d:98:b2:d9:0d:8d:79:a6:e0:aa:
                    cd:0c:91:9a:a5:df:ab:73:bb:ca:14:78:5c:47:29:
                    a1:ca:c5:ba:9f:c7:da:60:f7:ff:e7:7f:f2:d9:da:
                    a1:2d:0f:49:16:a7:d3:00:92:cf:8a:47:d9:4d:f8:
                    d5:95:66:d3:74:f9:80:63:00:4f:4c:84:16:1f:b3:
                    f5:24:1f:a1:4e:de:e8:95:d6:b2:0b:09:8b:2c:6b:
                    c7:5c:2f:8c:63:c9:99:cb:52:b1:62:7b:73:01:62:
                    7f:63:6c:d8:68:a0:ee:6a:a8:8d:1f:29:f3:d0:18:
                    ac:ad
                Exponent: 65537 (0x10001)
        X509v3 extensions:
            X509v3 Authority Key Identifier:
                keyid:AD:BD:98:7A:34:B4:26:F7:FA:C4:26:54:EF:03:BD:E0:24:CB:54:1A


            X509v3 Subject Key Identifier:
                48:4F:5A:FA:2F:4A:9A:5E:E0:50:F3:6B:7B:55:A5:DE:F5:BE:34:5D
            X509v3 Key Usage: critical
                Certificate Sign, CRL Sign
            X509v3 Basic Constraints: critical
                CA:TRUE, pathlen:0
            X509v3 Certificate Policies:
                Policy: X509v3 Any Policy



            X509v3 CRL Distribution Points:



                Full Name:
                  URI:http://crl.usertrust.com/AddTrustExternalCARoot.crl



            Authority Information Access:
                CA Issuers - URI:http://crt.usertrust.com/AddTrustExternalCARoot.p7c
                CA Issuers - URI:http://crt.usertrust.com/AddTrustUTNSGCCA.crt
                OCSP - URI:http://ocsp.usertrust.com



    Signature Algorithm: sha1WithRSAEncryption
        93:66:21:80:74:45:85:4b:c2:ab:ce:32:b0:29:fe:dd:df:d6:
        24:5b:bf:03:6a:6f:50:3e:0e:1b:b3:0d:88:a3:5b:ee:c4:a4:
        12:3b:56:ef:06:7f:cf:7f:21:95:56:3b:41:31:fe:e1:aa:93:
        d2:95:f3:95:0d:3c:47:ab:ca:5c:26:ad:3e:f1:f9:8c:34:6e:
        11:be:f4:67:e3:02:49:f9:a6:7c:7b:64:25:dd:17:46:f2:50:
        e3:e3:0a:21:3a:49:24:cd:c6:84:65:68:67:68:b0:45:2d:47:
        99:cd:9c:ab:86:29:11:72:dc:d6:9c:36:43:74:f3:d4:97:9e:
        56:a0:fe:5f:40:58:d2:d5:d7:7e:7c:c5:8e:1a:b2:04:5c:92:
        66:0e:85:ad:2e:06:ce:c8:a3:d8:eb:14:27:91:de:cf:17:30:
        81:53:b6:66:12:ad:37:e4:f5:ef:96:5c:20:0e:36:e9:ac:62:
        7d:19:81:8a:f5:90:61:a6:49:ab:ce:3c:df:e6:ca:64:ee:82:
        65:39:45:95:16:ba:41:06:00:98:ba:0c:56:61:e4:c6:c6:86:
        01:cf:66:a9:22:29:02:d6:3d:cf:c4:2a:8d:99:de:fb:09:14:
        9e:0e:d1:d5:c6:d7:81:dd:ad:24:ab:ac:07:05:e2:1d:68:c3:
        70:66:5f:d3
-----BEGIN CERTIFICATE-----
MIIEwzCCA6ugAwIBAgIQf3HB06ImsNKxE/PmgWdkPjANBgkqhkiG9w0BAQUFADBv
MQswCQYDVQQGEwJTRTEUMBIGA1UEChMLQWRkVHJ1c3QgQUIxJjAkBgNVBAsTHUFk
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L0qaXuBQ82t7VaXe9b40XTAOBgNVHQ8BAf8EBAMCAQYwEgYDVR0TAQH/BAgwBgEB
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L2NybC51c2VydHJ1c3QuY29tL0FkZFRydXN0RXh0ZXJuYWxDQVJvb3QuY3JsMIGz
BggrBgEFBQcBAQSBpjCBozA/BggrBgEFBQcwAoYzaHR0cDovL2NydC51c2VydHJ1
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FJ4O0dXG14HdrSSrrAcF4h1ow3BmX9M=
-----END CERTIFICATE-----
Certificate:
    Data:
        Version: 3 (0x2)
        Serial Number: 1 (0x1)
        Signature Algorithm: sha1WithRSAEncryption
        Issuer: C=SE, O=AddTrust AB, OU=AddTrust External TTP Network, CN=AddTrust External CA Root
        Validity
            Not Before: May 30 10:48:38 2000 GMT
            Not After : May 30 10:48:38 2020 GMT
        Subject: C=SE, O=AddTrust AB, OU=AddTrust External TTP Network, CN=AddTrust External CA Root
        Subject Public Key Info:
            Public Key Algorithm: rsaEncryption
                Public-Key: (2048 bit)
                Modulus:
                    00:b7:f7:1a:33:e6:f2:00:04:2d:39:e0:4e:5b:ed:
                    1f:bc:6c:0f:cd:b5:fa:23:b6:ce:de:9b:11:33:97:
                    a4:29:4c:7d:93:9f:bd:4a:bc:93:ed:03:1a:e3:8f:
                    cf:e5:6d:50:5a:d6:97:29:94:5a:80:b0:49:7a:db:
                    2e:95:fd:b8:ca:bf:37:38:2d:1e:3e:91:41:ad:70:
                    56:c7:f0:4f:3f:e8:32:9e:74:ca:c8:90:54:e9:c6:
                    5f:0f:78:9d:9a:40:3c:0e:ac:61:aa:5e:14:8f:9e:
                    87:a1:6a:50:dc:d7:9a:4e:af:05:b3:a6:71:94:9c:
                    71:b3:50:60:0a:c7:13:9d:38:07:86:02:a8:e9:a8:
                    69:26:18:90:ab:4c:b0:4f:23:ab:3a:4f:84:d8:df:
                    ce:9f:e1:69:6f:bb:d7:42:d7:6b:44:e4:c7:ad:ee:
                    6d:41:5f:72:5a:71:08:37:b3:79:65:a4:59:a0:94:
                    37:f7:00:2f:0d:c2:92:72:da:d0:38:72:db:14:a8:
                    45:c4:5d:2a:7d:b7:b4:d6:c4:ee:ac:cd:13:44:b7:
                    c9:2b:dd:43:00:25:fa:61:b9:69:6a:58:23:11:b7:
                    a7:33:8f:56:75:59:f5:cd:29:d7:46:b7:0a:2b:65:
                    b6:d3:42:6f:15:b2:b8:7b:fb:ef:e9:5d:53:d5:34:
                    5a:27
                Exponent: 65537 (0x10001)
        X509v3 extensions:
            X509v3 Subject Key Identifier:
                AD:BD:98:7A:34:B4:26:F7:FA:C4:26:54:EF:03:BD:E0:24:CB:54:1A
            X509v3 Key Usage:
                Certificate Sign, CRL Sign
            X509v3 Basic Constraints: critical
                CA:TRUE
            X509v3 Authority Key Identifier:
                keyid:AD:BD:98:7A:34:B4:26:F7:FA:C4:26:54:EF:03:BD:E0:24:CB:54:1A
                DirName:/C=SE/O=AddTrust AB/OU=AddTrust External TTP Network/CN=AddTrust External CA Root
                serial:01



    Signature Algorithm: sha1WithRSAEncryption
        b0:9b:e0:85:25:c2:d6:23:e2:0f:96:06:92:9d:41:98:9c:d9:
        84:79:81:d9:1e:5b:14:07:23:36:65:8f:b0:d8:77:bb:ac:41:
        6c:47:60:83:51:b0:f9:32:3d:e7:fc:f6:26:13:c7:80:16:a5:
        bf:5a:fc:87:cf:78:79:89:21:9a:e2:4c:07:0a:86:35:bc:f2:
        de:51:c4:d2:96:b7:dc:7e:4e:ee:70:fd:1c:39:eb:0c:02:51:
        14:2d:8e:bd:16:e0:c1:df:46:75:e7:24:ad:ec:f4:42:b4:85:
        93:70:10:67:ba:9d:06:35:4a:18:d3:2b:7a:cc:51:42:a1:7a:
        63:d1:e6:bb:a1:c5:2b:c2:36:be:13:0d:e6:bd:63:7e:79:7b:
        a7:09:0d:40:ab:6a:dd:8f:8a:c3:f6:f6:8c:1a:42:05:51:d4:
        45:f5:9f:a7:62:21:68:15:20:43:3c:99:e7:7c:bd:24:d8:a9:
        91:17:73:88:3f:56:1b:31:38:18:b4:71:0f:9a:cd:c8:0e:9e:
        8e:2e:1b:e1:8c:98:83:cb:1f:31:f1:44:4c:c6:04:73:49:76:
        60:0f:c7:f8:bd:17:80:6b:2e:e9:cc:4c:0e:5a:9a:79:0f:20:
        0a:2e:d5:9e:63:26:1e:55:92:94:d8:82:17:5a:7b:d0:bc:c7:
        8f:4e:86:04
-----BEGIN CERTIFICATE-----
MIIENjCCAx6gAwIBAgIBATANBgkqhkiG9w0BAQUFADBvMQswCQYDVQQGEwJTRTEU
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mnkPIAou1Z5jJh5VkpTYghdae9C8x49OhgQ=
-----END CERTIFICATE-----