A look at untrusted certificates

Today I did a blog post on how browsers show expired certificates. I figured I would take the opportunity to capture a few of the other failure cases for certificates.

 

The most severe example is that of an untrusted root certificate, for this scenario I figured the use of https://cacert.org was the most direct example.

 

There are a few cases where this error condition will come up, for example another one is if a server doesn’t include all of the intermediate certificates the clients cannot determine which Certificate Authority issued the certificate.

According to the current SSL Pulse data about 7.4% of the servers in the Alexa top one million may fall into this case.

 

Chrome

Internet Explorer

Mozilla

Opera

 

Safari

A look at expired certificates

Today I was on a mail thread where the topic of how browsers handle expired certificates; this is particularly relevant for a few reasons.

The first of which is that there is a large number of sites operating with expired certificates out on the Internet today, the other is that the adoption of short lived certificates (which I am a fan of) is at least in part dependent on how browsers deal with certificates that are expired.

In any event I was not sure how the most recent versions of browsers were handling these cases so I dug up an example site where an expired certificate was in use (https://www.appliancetherapy.com – it uses a certificate that expired a few weeks ago and has not as of yet been replaced).

So what did I want to find? In a perfect world I believe that the following should be true:

  1. Users are warned or prohibited from going to the site in question.
  2. The warning language used is easy to understand and explains the risks.
  3. The warning language used is related to the fact that the certificate is expired.
  4. The trust indicator does not show or is marked to indicate that there is a problem.

The good news is that for the most part browsers behaved fairly close to this, they all could have improved language but I believe Internet Explorers was the best.

The worst behaving client was Mozilla, as it doesn’t report the certificate as expired but instead indicates that it tried to make an OCSP request but got a response it was not expecting. This has two problems – the first of which being it should not have made an OCSP request for the status of an expired request.

RFC 5280 Section 5 states that:

 

   A complete CRL lists all unexpired certificates, within its scope,

   that have been revoked for one of the revocation reasons covered by

   the CRL scope.  A full and complete CRL lists all unexpired

   certificates issued by a CA that have been revoked for any reason.

 

And RFC 2560 is written largely based on OCSP responses being fed from CRLs. What this means is that it is not appropriate to ask the revocation status of a certificate that is expired.

The next problem is that Mozilla also doesn’t handle the unauthorized response in a usable way. RFC 5019 Section 2.2.3 states:

 

   The response “unauthorized” is returned in cases where the client

   is not authorized to make this query to this server or the server

   is not capable of responding authoritatively.

 

A user who receives this message would believe the issue is related to their permissions but based on the true reason for the error the failure as really that the responder in question doesn’t have the information that’s needed.

This lack of information on the server is likely due to the fact that it isn’t required to maintain information for expired certificates and the message Mozilla delivered should have been about the certificate being expired.

In any event the browsers behaved much better than I expected, IE and Chrome did the best (I really like Chromes red / over the https as a visual queue there is a problem).

 

 

Chrome

Internet Explorer

Mozilla

Opera

Safari

 

How to tell DV and OV certificates apart

Introduction

There are in essence three kinds of SSL certificates: Domain Validated, Organization Validated and Extended Validated. I am not going to write about the differences here it seems that there are hundreds of articles on this topic on the Internet.

What I think has not been given sufficient coverage is how one is able to look at a certificate and determine what type it is.

One would think that this would be easy; In theory if nothing was explicitly stated it would be a Domain Validated certificate (since it is the weakest validation), otherwise someone would put something in the certificate making it clear that the certificate was either Organization Validated or Extended Validated.

Unfortunately it’s not this simple, the main issue being the historic lack of coordination within the CA industry.

Each Certificate Authority (CA) has its own unique practices relating to how they mark their certificates so with the existing deployed certificates there is no singular rule or approach can be used to definitively know what level of validation was done for a given certificate.

Thankfully it looks like that this problem is betting better thanks to the adoption of the Baseline Requirements but in the meantime we have to make do with heuristics.

Deterministic Approach

Today the only way to know with confidence that a certificate is of a specific type is to know the practices of each CA.

In X.509 the way an issuer is supposed to express something like this is via the Certificate Policies extension which is defined in RFC 5280.

This allows a CA to express a unique identifier (an OID) in their certificates that maps to a document that describes its practices associated with this certificate. This identifier can be used programmatically to do make trust decisions about a certificate or to differentiate the user interface in an application based on what type of certificate is being used.

This is exactly how browsers today can tell if a certificate is an Extended Validation (EV) certificate. In essence they have some configuration that says “I trust GlobalSign to issue EV certificates, when a certificate is presented to me from them that has this policy OID show the EV user experience”.

The Baseline Requirements use the same approach defining identifiers for Domain Validated and Organization Validated certificates, these are:

Type Policy Identifier
Domain Validated 2.23.140.1.2.1
Organization Validated 2.23.140.1.2.2

 

Having these identifiers takes us a long way towards our goal of deterministic evaluation of certificate issuance policy — that said not all CAs have adopted them which is technically alright since the Baseline Requirements do allow them to use their own Policy Identifiers.

Heuristic Approach

Since the Baseline Requirements were only established this year it will take some time for the existing install base of certificates to be re-issued to use these Policy Identifiers called about above. This doesn’t mean you can’t tell the certificates apart today, it does mean it is quite a bit messier though.

Here is some pseudo-code provided to me as an example from a friend that they used in one of their projects:

type = null;

if (cert is self-signed) then

     type = SS;        /* SS = Self-signed */

else if (cert was issued by a known “CA”) then

     type = DV;  /* DV = Domain Validation */ else if (cert contains a known EV Policy OID) then

     type = EV;  /* EV = Extended Validation */ else if (cert “Subject O” and “Subject CN” are the same or “Subject OU” contains “Domain Control Validated”) then {

     if (cert contains no Subject L, St or PostalCode) then

         type = DV;

}

else if (cert “Subject O” is “Persona Not Validated” and the cert’s issuer was StartCom

     type = DV;

if (type is null)

     type = OV;

This logic is not comprehensive but should work well enough for most uses.

Summary

Unfortunately today there is not a deterministic way to tell if a certificate was Domain or Organization Validated, that said things are changing and within a few years hopefully it will be possible.

In the mean-time there are heuristics you can use that help tell these types of certificates apart.

Windows XP and Name Constraints

Recently I blogged about how Windows XP processes Name Constraints a little different than the RFC specifies — with the help of a friend I have a good set of examples of what would work and what would not work that illustrate what it does.

Assuming our Subject was:

C = US;S = Washington;L = Kirkland;O = GlobalSign;CN = globalsign.com

 

And that our Constraint was:

Permitted

     [1]Subtrees (0..Max):

          DNS Name=globalsign.com

We would see different results when validating a certificate on XP than we would on a later version of Windows.

Notice we did not include any directoryName attributes? That is supposed to mean that there is no constraints on the directoryName. On Windows XP however if you include a directory name in the subject there MUST be at least one Directory Name attribute in the RDN to match against otherwise it will not pass its Name Constraints check.

So if we instead made our constraint:

Permitted

     [1]Subtrees (0..Max):

          RFC822 Name=globalsign.com

     [3]Subtrees (0..Max):

          Directory Address:

          C = US

          S = Washington

          L = Kirkland

          O = Globalsign

Excluded=None

 

A certificate with the following subject would match:

  • An empty DN, no RDNs
  • C = US
  • C = US;S = Washington
  • C = US;S = Washington;L = Kirkland
  • C = US;S = Washington;L = Kirkland;O = Globalsign
  • C = US;S = Washington;L = Kirkland;O = Globalsign;CN = globalsign.com
  • C = US;S =””;L = Kirkland;O =””;CN = globalsign.com

When XP processes the RDNs it starts with the first and progresses from there. You can’t skip an RDN. If an RDN is present it must match the entire RDN value or be empty.

As such the following wouldn’t match in our example:

  • S = Washington (Skipped the first RDN)
  • C = US;L = Kirkland (Skipped the second RDN)
  •  C = US;S = Washington;L = Kirkland;O = Globalsign Development Center (partial “O” value).

The prior blog post on this topic I described before talks about how an enterprise can work around this behavior (by setting some registry keys) but a public certificate issuer can too, for example by inserting just one RDN value and ensuring the subordinate CA issues with that RDN value in its certificates.

This way a site can have the flexibility it wants to change its directory structure without re-issuing the certificate containing the Name Constraints.

Ryan

Algorithms, key size and digital certificates

Introduction

On the surface the digital certificates are not complicated — a third-party (a certificate authority) verifies some evidence and produces a piece of identification that can be presented at a later date to prove that the verification has taken place.

As is usually the case when we look a little deeper things are not that simple. In the this case we have to care about a few other things, for example what are the qualifications of the third-party, what are their practices and what cryptographic algorithms did they use to produce the digital certificate?

As an administrator using digital certificates like in the case of SSL these things also can have impact on your operational environment – by using a certificate from a certificate authority you take dependencies on their practices and operational environment.

This is especially true when it comes to decisions relating to what cryptographic algorithms and key lengths are accepted and used by that third-party.

Thankfully you do not need to be a cryptographer to make good decisions on this topic, first we need to start with an understanding of the history, future and then considerations.

History

In recent history the industry has relied on two algorithms, the first being an encryption algorithm called RSA the second being a hash algorithm called SHA-1. Both of which have are considered weaker now due to advances in cryptanalysis.

RSA’s strength and performance is based on the size of the key used with it, the larger the key the stronger and slower it is.

These advances in cryptanalysis have driven the increase in key size used with this algorithm which in turn has increased the amount of computing power necessary to maintain the same effective strength.

The problem with this is that that every time we double the size of an RSA key the decryption operations with that key become 6-7 times slower.

As a result as of all of this as of January 2011 trustworthy Certificate Authorities have aimed to comply with NIST (National Institute of Standards and Technology) recommendations by ensuring certificates all new RSA certificates have keys of 2048 bits in length or longer.

Unfortunately this ever increasing key size game cannot continue forever, especially if we ever intend do see SSL make up the majority of traffic on the internet – the computational costs are simply too great.

That takes us to SHA-1, hash algorithms take a variable amount of input and reduce it to a typically shorter and fixed length output the goal of which being to provide a unique identifier for that input. The important thing to understand is that hash algorithms are always susceptible to collisions and the advances in the cryptanalysis have made it more likely that such a collision can be made.

The problem here is that there is no parameter to tweak that makes this problem harder for an attacker, the only way to address this issue is to change to a stronger algorithm to produce the hash.

Future

For the last decade or so there has been slow and steady movement towards using two new algorithms to address these advances — SHA-2 and ECC.

ECC has the potential for significant performance benefits over RSA without reducing security and SHA-2 has three versions each with progressively longer lengths which help it both address the current risks and give it some longevity.

Considerations

Our goal in configuring SSL is enabling users to communicate with us securely; to accomplish this goal we need to be able to do this with the fewest hassles, lowest costs and comply with any associated standards.

Interoperability is the key that ensures the fewest hassles — if it was not for this we would simply switch to these new algorithms and be done with it. As is normally the case when it comes to security this is where Windows XP rears its ugly head, SHA-2 was added to XP in Windows XP Service Pack 2 and ECC in Windows Vista.

These facts set the adoption clock for these new algorithms; if you care about XP (about 30% of the Internet today) you can’t adopt ECC and SHA-2 in full for about 5 years.

This leaves us with RSA 2048 and SHA-1 which thankfully is broadly considered sufficient for the next decade.

Performance is always a concern as well — a RSA 2048-bit RSA certificate used in SSL will result in around a 10% CPU overhead not huge but something to keep in mind.

As mentioned previously we can’t forget compliance — whether it is the Payment Card Industry / Data Security Standards (PCI/DSS), Federal Information Processing Standards (FIPS) 140-2 or some other set of criteria you need to meet this always needs to be considered.

Conclusion

The decision of what algorithm’s and key lengths to use in your digital certificates is dependent on a number of factors including security, interoperability, performance and compliance. Each situation may require a different trade-off to be made however a rule of thumb if you stick with SHA-2 and RSA 2048-bit certificates and keys you should be fine for now.

 

Resources

[1]   BlueKrypt Cryptographic Key Length Recommendations

[2]   Recommendation for Key Management, Special Publication 800-57 Part 1 Rev. 3, NIST, 05/2011

[3]   Fact Sheet Suite B Cryptography, NSA, 11/2010

[4]   Worldwide Operating System Statistics, Stat Counter, 9/2012

[5]   RSA Algorithm, Wikipedia

[6]   RSA Key Lengths, Javamex

[7]   ECC Algorithm, Wikipedia

[8]   Performance Analysis of Elliptic Curve Cryptography for SSL, Sun

[9]   Using ECC keys in X509 certificates, UnmitigatedRisk

[10] Using SHA2 based signatures in X509 certificates, UnmitigatedRisk

[11]Payment Card Industry / Data Security Standards – PCI

[12]Federal Information Processing Standards 140-2 – NIST

XP and the undefined Name Constraints

So Qualified Subordination is super important, it’s what really allows us to implement Least Privilege in PKI hierarchies.

This concept is implemented in Windows XP as of SP3 because there was a back-port of the Windows Vista certificate chain validation logic included in SP3.

With that said there is at least one difference between VISTA, Windows 7 and Windows 8 chain validation logic in the way Name Constraints is processed.

More precisely once it sees a name constraint applied to a certificate it requires that only the names and scope of names expressed in the Name Constraint extension are present in the certificate.

For example, lets say I restrict a CA to issue only for the DNS domain of example.com, once this is put in the certificate I can no longer include “O=Example Company Name” in the subject of the certificates issued by that CA.

If I want the CA to be able to include that organization name in the certificates it issues I have to express that using the DirectoryName constraint.

This is not compliant with the RFC and was later changed so VISTA, Windows 7 and Windows 8 do not behave this way.

That said you can change the behavior in XP by tweaking the following registry key:

HKLM\Software\Policies\Microsoft\SystemCertificates\Root\ProtectedRoots

This is a bitmask represented as a REG_DWORD, it is defined in WinCrypt.h as but the flag following definitions will tell you how to tweak this one part:

#define CERT_PROT_ROOT_FLAGS_VALUE_NAME L”Flags”

// Set the following flag to disable checking for not defined name

// constraints.

//

// When set, CertGetCertificateChain won’t check for or set the following

// dwErrorStatus: CERT_TRUST_HAS_NOT_DEFINED_NAME_CONSTRAINT.

//

// In LH, checking for not defined name constraints is always disabled.

#define CERT_PROT_ROOT_DISABLE_NOT_DEFINED_NAME_CONSTRAINT_FLAG 0x20

You could deploy this behavior via group policy if you did not want the behavior, it’s probably easier to just include the names you are willing to let the CA issue to but changing the behavior in this way in an option for some.

Hope this helps,

Ryan

Updated my script for Qualified Subordination testing

I did some testing with ECC and SHA2 today and as such decided to update my script for testing Qualified Subordination to make it easy to get certificates that use these algorithms.

There are now several configurable variables in makepki.bat:

  • key = possible values include RSA or ECC
  • rsasize = possible values include 1024,2048,4096
  • eccsize= possible values include secp256r1,secp384r1,secp521r1
  • hash = possible values include sha1,sha256,sha384,sha512

With these its very easy to get chains to do testing with that include these algorithms, have fun.

Ryan

Using ECC keys in X509 certificates

Recently the CAB Forum published a document called the Baseline Requirements for the Issuance and Management of Publicly Trusted Certificates.

This document was authored by both browsers and public CAs and is used by the browser vendors to mandate what minimum technical requirements need to be met for inclusion into their “Root Programs”.

One of the changes specified in this document is that subscriber certificates (aka SSL certificates) containing RSA keys must have a bit length of 2048. This is a change for a lot of CAs (GlobalSign had made this change some time ago) one that has implications to server operators.

Just take a look at the Crypto Plus Plus Benchmarks to see how much more expensive 2048 bit RSA. For most users this additional computational cost won’t be an issue but in some cases customers may need to increase the computing power they allocate for SSL establishment.

But what alternatives do you have? Well there is one, certificates with ECC keys; using these have the potential to significantly decrease the computational costs for SSL negotiations (even over your old 1024bit RSA certificate) but they come at a significant penalty – compatibility.

ECC was not supported in Windows until VISTA which was released in 2009, this basically means 100% of the XP clients out there (around 29% of the browsers on the internet as of July 2012) would be unable to establish a session with your website if you switched exclusively to ECC.

This is important for more than just Internet Explorer users since even Chrome and Safari use CryptoAPI for certificate validation when on Windows.

This would mean these users would see something like this:

 

That is pretty scary, so how long until we can use this more broadly? It’s hard to say there is a good article titled “The developers guide to browser adoption rates” that sheds some light, that and the historic gs.statcounter.com results. Based on these unless there is a sudden change (which is possible these machines are getting pretty old) I would assume that we have around 4-5 years of XP out there yet.

Hope this helps,

Ryan

Using SHA2 based signatures in X509 certificates

It’s been an exciting decade for cryptography; as a result we see smaller key sizes and weaker algorithms getting deprecated.

One driver of such things is the U.S. Federal Government, specifically NIST.

One example of this would be NIST Special Publication 800-131A which disallows the use of SHA1 after December 2013. What this means is if you are in the U.S. Federal Government or you work with them you may have to revise your technology strategy to use SHA2 in its place.

But what if you don’t have any policy mandate forcing you to do this switch? Well it’s a good idea but it has consequences too, namely compatibility.

You see SHA2 was published in 2001 so anything produced before then will not support it. The most notable example is Windows XP which as of July 2012 has about 29% presence on the Internet.

This is important for more than just Internet Explorer users since even Chrome and Safari use CryptoAPI for certificate validation when on Windows.

The good news is that XP SP3 which was released in 2008 added support for this new suite of hash algorithms, that begs the question how many of those XP machines have XP SP3?

Unfortunately I don’t have any public references that can answer this question but let’s that 85% of all XP machines on the Internet have gotten this update (I have good confidence in this number) that means that 15% of those 29% would not be able to connect to your server over SSL if you used SHA2.

This would mean these users would see something like this:

 

 

That is pretty scary, so how long until we can use this more broadly? It’s hard to say there is a good article titled “The developers guide to browser adoption rates” that sheds some light, that and the historic gs.statcounter.com results. Based on these unless there is a sudden change (which is possible these machines are getting pretty old) I would assume that we have around 4-5 years of XP out there yet.

Hope this helps,

Ryan

How to get your own OID arc

X509 uses Object Identifiers (OIDs) to uniquely identify things, for example one assigns a OID to their Certificate Policy Statements (CPS) so that it is possible to programmatically detect if a certificate meets a specific policy.

OIDs are managed as a namespace, this prevents “collision”. As such one needs to request an OID be assigned to them.

The “arc” part comes when you get your OID, you can assign any number you want at the end of your OID. For example, one might be assigned 1.1.1.1 and decide to “break” it up into chunks as follows:

  1. 1.1.1.1.2 – Documents
  2. 1.1.1.1.3 – Certificate Extensions
  3. 1.1.1.1.4 – Resource Identifiers

Underneath each of these you would assign unique numbers by appending a new number, for example 1.1.1.1.2.1 might be your CAs Certificate Practice Statement (CPS).

So how do you get one of these OIDs then? That’s easy it’s Internet Assigned Numbers Authority (IANA) who assigns these, they call them Private Enterprise Numbers. Getting one is easy enough just fill out a web application form. To do that you will only need 7 pieces of information, these include:

  1. Organization Name
  2. Organization Address
  3. Organization Phone
  4. Contact Name
  5. Contact Address
  6. Contact Phone
  7. Contact Email

Remember the idea is that the information you provide here will be used for people to reach you if they want to ask questions about these things you have uniquely identified so choose the values wisely.

It can take up to 60 days to get one of these (although usually the application is processed in about one week).

Once you got the object identifier, you should register the code on the site www.oid-info.com and/or www.alvestrand.no in this way will be easily accessible by those who are seeking information about the owner of object identifier.

Hope this helps.

Ryan