From 2851c6b1716ab1923248143c6a2826c628f1426f Mon Sep 17 00:00:00 2001 From: Jan Dittberner Date: Sun, 3 Jul 2022 16:38:15 +0200 Subject: [PATCH] CA certificate analysis --- .gitignore | 8 + README.md | 21 ++ analyze_certs.py | 364 ++++++++++++++++++++++++++++++++++ fetch_ca_certs.py | 84 ++++++++ poetry.lock | 483 ++++++++++++++++++++++++++++++++++++++++++++++ pyproject.toml | 22 +++ 6 files changed, 982 insertions(+) create mode 100644 .gitignore create mode 100644 README.md create mode 100644 analyze_certs.py create mode 100755 fetch_ca_certs.py create mode 100644 poetry.lock create mode 100644 pyproject.toml diff --git a/.gitignore b/.gitignore new file mode 100644 index 0000000..83ef3a1 --- /dev/null +++ b/.gitignore @@ -0,0 +1,8 @@ +*.md +!README.md +*.cer +*.crt +*.der +*.pem +*/*.svg +/.idea/ diff --git a/README.md b/README.md new file mode 100644 index 0000000..e6f9bbb --- /dev/null +++ b/README.md @@ -0,0 +1,21 @@ +# Case study of existing CA certificates + +- [CAcert](cacert.md) +- [Certum](certum.md) +- [D-Trust](dtrust.md) +- [GlobalSign](globalsign.md) +- [Letsencrypt](letsencrypt.md) +- [Sectigo](sectigo.md) + +## Generating the Markdown/SVG files + +1. Get the CA certificates of the CAs from their corresponding web sites +2. Run the generation script and filter through `pandoc` for better markdown layout + +```shell +for dir in cacert certum dtrust globalsign letsencrypt sectigo +do + poetry run python3 analyze_certs.py $dir | \ + pandoc -f markdown -t gfm > $dir.md +done +``` diff --git a/analyze_certs.py b/analyze_certs.py new file mode 100644 index 0000000..06ee7e5 --- /dev/null +++ b/analyze_certs.py @@ -0,0 +1,364 @@ +import argparse +import glob +import os +import sys +from datetime import datetime + +from anytree import Node, RenderTree +from anytree.exporter import DotExporter +from cryptography import x509 +from cryptography.exceptions import UnsupportedAlgorithm +from cryptography.hazmat._oid import ( + AuthorityInformationAccessOID, + ExtendedKeyUsageOID, + ExtensionOID, + NameOID, +) +from cryptography.hazmat.backends.openssl import rsa +from cryptography.hazmat.primitives.asymmetric.ec import EllipticCurvePublicKey +from cryptography.hazmat.primitives.asymmetric.ed25519 import Ed25519PublicKey + + +def analyze_certificate(cert, include_old) -> (bytes, bytes, x509.Certificate): + with open(cert, "rb") as f: + cert_bytes = f.read() + + try: + parsed = x509.load_pem_x509_certificate(cert_bytes) + except ValueError: + try: + parsed = x509.load_der_x509_certificate(cert_bytes) + except ValueError: + print(f"skip {cert}", file=sys.stderr) + return None, None, None + + if not include_old: + if parsed.not_valid_after < datetime.utcnow(): + print( + f"skip {cert} not valid after {parsed.not_valid_after}", file=sys.stderr + ) + return None, None, None + + return parsed.subject.public_bytes(), parsed.issuer.public_bytes(), parsed + + +def edge_type_func(node, child): + return "--" + + +def get_key_type(public_key): + if isinstance(public_key, rsa.RSAPublicKey): + return f"RSA {public_key.key_size}" + if isinstance(public_key, EllipticCurvePublicKey): + return f"EC {public_key.curve.name}" + if isinstance(public_key, Ed25519PublicKey): + return "ED25519" + return type(public_key) + + +def node_name_func(node): + try: + key_type = get_key_type(node.data.public_key()) + except UnsupportedAlgorithm: + key_type = "unsupported" + return f"{node.name}\n{hex(node.data.serial_number)}\n{key_type}" + + +def format_key_usage(value: x509.KeyUsage): + usages = [] + if value.digital_signature: + usages.append("digital signature") + if value.content_commitment: + usages.append("non repudiation") + if value.key_encipherment: + usages.append("key encipherment") + if value.data_encipherment: + usages.append("data encipherment") + if value.key_agreement: + usages.append("key agreement") + if value.encipher_only: + usages.append("encipher only") + if value.decipher_only: + usages.append("decipher only") + if value.key_cert_sign: + usages.append("key cert sign") + if value.crl_sign: + usages.append("crl sign") + return ", ".join(usages) + + +def format_ext_key_usage(value: x509.ExtendedKeyUsage): + usages = [] + + labels = { + ExtendedKeyUsageOID.ANY_EXTENDED_KEY_USAGE: "any", + ExtendedKeyUsageOID.SERVER_AUTH: "server auth", + ExtendedKeyUsageOID.CLIENT_AUTH: "client auth", + ExtendedKeyUsageOID.CODE_SIGNING: "code signing", + ExtendedKeyUsageOID.EMAIL_PROTECTION: "email protection", + ExtendedKeyUsageOID.IPSEC_IKE: "IPSEC IKE", + ExtendedKeyUsageOID.KERBEROS_PKINIT_KDC: "Kerberos PKINIT KDC", + ExtendedKeyUsageOID.OCSP_SIGNING: "OCSP signing", + ExtendedKeyUsageOID.SMARTCARD_LOGON: "SmartCard logon", + ExtendedKeyUsageOID.TIME_STAMPING: "timestamping", + } + + for eku in value: + if eku in labels: + usages.append(labels[eku]) + else: + usages.append(format_oid_link(eku)) + + return ", ".join(usages) + + +def format_crl_distribution_points(value: x509.CRLDistributionPoints): + dps = [] + for dp in value: + if dp.full_name is not None: + for item in dp.full_name: + if isinstance(item, x509.UniformResourceIdentifier): + dps.append(item.value) + else: + dps.append(item) + else: + dps.append(f"unsupported {dp}") + return ", ".join(dps) + + +def format_access_description(ai: x509.AccessDescription): + if ai.access_method == AuthorityInformationAccessOID.OCSP: + prefix = "OCSP:" + elif ai.access_method == AuthorityInformationAccessOID.CA_ISSUERS: + prefix = "CA Issuers:" + else: + prefix = format_oid_link(ai.access_method) + + if isinstance(ai.access_location, x509.UniformResourceIdentifier): + return f"{prefix} {ai.access_location.value}" + + return f"{prefix} {ai.access_location}" + + +def format_authinfo_access(value: x509.AuthorityInformationAccess): + access_infos = [] + for ai in value: + access_infos.append(format_access_description(ai)) + return ", ".join(access_infos) + + +def format_oid_link(oid: x509.ObjectIdentifier) -> str: + return f"[{oid.dotted_string}](https://oidref.com/{oid.dotted_string})" + + +def format_policy_information(pi: x509.PolicyInformation): + if pi.policy_identifier == x509.ObjectIdentifier("2.5.29.32.0"): + prefix = "anyPolicy" + else: + prefix = format_oid_link(pi.policy_identifier) + qualifiers = [] + + if pi.policy_qualifiers is None: + return prefix + + for pq in pi.policy_qualifiers: + if isinstance(pq, str): + qualifiers.append(pq) + elif isinstance(pq, x509.UserNotice): + qualifiers.append(pq) + else: + qualifiers.append(f"unknown policy information {pq}") + + value = ", ".join(qualifiers) + return f"{prefix}: {value}" + + +def format_certificate_policies(value: x509.CertificatePolicies): + policies = [] + for pi in value: + policies.append(format_policy_information(pi)) + + return ", ".join(policies) + + +def format_subject_alternative_names(value: x509.SubjectAlternativeName) -> str: + alt_names = [] + + for name_type in ( + x509.DNSName, + x509.RFC822Name, + x509.DirectoryName, + x509.OtherName, + x509.UniformResourceIdentifier, + ): + alt_names.extend(value.get_values_for_type(name_type)) + + if not alt_names: + raise Exception(f"unhandled {value}") + + return ", ".join(alt_names) + + +def cert_to_markdown(cert: x509.Certificate): + print("| Item | Value(s) |") + print("|------|----------|") + print("| Subject: |", cert.subject.rfc4514_string(), "|") + print("| Issuer: |", cert.issuer.rfc4514_string(), "|") + print(f"| Serial: | {hex(cert.serial_number)} ({cert.serial_number}) |") + try: + pubkey = get_key_type(cert.public_key()) + except UnsupportedAlgorithm: + pubkey = "unsupported public key" + print(f"| Public Key: | {pubkey} |") + try: + hash_name = cert.signature_hash_algorithm.name + except UnsupportedAlgorithm: + hash_name = format_oid_link(cert.signature_algorithm_oid) + print(f"| Signature hash: | {hash_name} |") + print(f"| Not before: | {cert.not_valid_before} |") + print(f"| Not after: | {cert.not_valid_after} |") + + for ext in cert.extensions: + if ext.oid == ExtensionOID.BASIC_CONSTRAINTS: + if ext.value.path_length is not None: + print(f"| Path length: | {ext.value.path_length} |") + elif ext.oid == ExtensionOID.SUBJECT_KEY_IDENTIFIER: + print(f"| Subject Key Id: | {ext.value.digest.hex(':')} |") + elif ext.oid == ExtensionOID.AUTHORITY_KEY_IDENTIFIER: + if ext.value.key_identifier is not None: + print(f"| Authority Key Id: | {ext.value.key_identifier.hex(':')} |") + else: + print( + "| Authority Key Id: |" + f" issuer {ext.value.authority_cert_issuer[0].value.rfc4514_string()}," + f" serial {ext.value.authority_cert_serial_number} |" + ) + elif ext.oid == ExtensionOID.KEY_USAGE: + print("| Key Usage: |", format_key_usage(ext.value), "|") + elif ext.oid == ExtensionOID.EXTENDED_KEY_USAGE: + print("| Extended Key Usage: |", format_ext_key_usage(ext.value), "|") + elif ext.oid == ExtensionOID.CRL_DISTRIBUTION_POINTS: + print( + "| CRL Distribution Points: |", + format_crl_distribution_points(ext.value), + "|", + ) + elif ext.oid == ExtensionOID.AUTHORITY_INFORMATION_ACCESS: + print( + "| Authority information access: |", + format_authinfo_access(ext.value), + "|", + ) + elif ext.oid == ExtensionOID.CERTIFICATE_POLICIES: + print( + "| Certificate policies: |", format_certificate_policies(ext.value), "|" + ) + elif ext.oid == ExtensionOID.SUBJECT_ALTERNATIVE_NAME: + print( + "| Subject alternative names: |", + format_subject_alternative_names(ext.value), + "|", + ) + elif ext.oid == x509.ObjectIdentifier("1.3.6.1.5.5.7.1.3"): + print( + "| Qualified Certificate Statements: |" + " see [RFC-3739](https://datatracker.ietf.org/doc/html/rfc3739.html) |" + ) + elif ext.oid == x509.ObjectIdentifier("2.5.29.16"): + print( + "| Private Key usage period | see [RFC-3280](https://tools.ietf.org/html/rfc3280.html) |" + ) + else: + print( + f"| unknown extension {ext.oid.dotted_string} |" + f" {ext.value} try {format_oid_link(ext.oid)} |" + ) + + +def analyze_certificates(directory, include_old): + nodes = {} + node_parents = {} + issuers = {} + roots = [] + + certs = glob.glob("*.cer", root_dir=directory) + certs += glob.glob("*.crt", root_dir=directory) + certs += glob.glob("*.der", root_dir=directory) + certs += glob.glob("*.pem", root_dir=directory) + + for cert in sorted(certs): + subject, issuer, attributes = analyze_certificate( + os.path.join(directory, cert), include_old + ) + + if subject is None: + continue + + map_key = f"{issuer}-{attributes.serial_number}" + + if map_key in nodes: + continue + + node = Node( + attributes.subject.get_attributes_for_oid(NameOID.COMMON_NAME)[0].value, + data=attributes, + ) + nodes[map_key] = node + + if issuer == subject: + roots.append(node) + else: + issuers.setdefault(issuer, []).append(map_key) + node_parents[map_key] = issuer + + for item in nodes: + issuer = nodes[item].data.subject.public_bytes() + + if issuer in issuers: + for map_key in issuers[issuer]: + nodes[map_key].parent = nodes[item] + + for root in roots: + image_name = os.path.join( + directory, "{}-{}.svg".format(root.name, root.data.serial_number) + ) + exp = DotExporter( + root, + graph="graph", + options=["rankdir=LR"], + edgetypefunc=edge_type_func, + nodenamefunc=node_name_func, + ) + + exp.to_picture(image_name) + + print(f"# {root.name}") + print() + print(f"![hierarchy for {root.name}]({image_name})") + print() + + for _, _, node in RenderTree(root): + cert = node.data + + print(f"## {node.name}") + print() + + cert_to_markdown(cert) + + print() + + +def main(): + parser = argparse.ArgumentParser(prog="analyze_certs") + parser.add_argument("directory", help="directory of certificate files") + parser.add_argument( + "include_old", action="store_false", help="include old certificates" + ) + + args = parser.parse_args() + + analyze_certificates(args.directory, args.include_old) + + +if __name__ == "__main__": + main() diff --git a/fetch_ca_certs.py b/fetch_ca_certs.py new file mode 100755 index 0000000..7f7c3a1 --- /dev/null +++ b/fetch_ca_certs.py @@ -0,0 +1,84 @@ +import os +from urllib.parse import urljoin, urlsplit, urlunsplit + +import requests +from bs4 import BeautifulSoup + +ENTRY_URLS = { + "cacert": [ + "https://www.cacert.org/index.php?id=3", + ], + "certum": [ + "https://www.certum.eu/en/cert_expertise_root_certificates/", + ], + "dtrust": [ + "https://www.d-trust.net/de/support/repository", + ], + "globalsign": [ + "https://support.globalsign.com/ca-certificates/root-certificates/globalsign-root-certificates", + "https://support.globalsign.com/ca-certificates/intermediate-certificates/alphassl-intermediate-certificates", + "https://support.globalsign.com/ca-certificates/intermediate-certificates/domainssl-intermediate-certificates", + "https://support.globalsign.com/ca-certificates/intermediate-certificates/extendedssl-intermediate-certificates", + "https://support.globalsign.com/ca-certificates/intermediate-certificates/organizationssl-intermediate-certificates", + "https://support.globalsign.com/ca-certificates/intermediate-certificates/personalsign-intermediate-certificates", + "https://support.globalsign.com/ca-certificates/intermediate-certificates/code-signing-standard-ev-intermediate-certificates", + "https://support.globalsign.com/ca-certificates/intermediate-certificates/intranetssl-root-intermediate-certificates", + "https://support.globalsign.com/ca-certificates/intermediate-certificates/cloudssl-intermediate-certificates", + "https://support.globalsign.com/ca-certificates/intermediate-certificates/timestamping-intermediate-certificates", + "https://support.globalsign.com/ca-certificates/intermediate-certificates/g3-intermediate-certificates", + ], + "letsencrypt": [ + "https://letsencrypt.org/de/certificates/", + ], + "sectigo": [ + "https://sectigo.com/resource-library/sectigo-root-intermediate-certificate-files", + "https://secure.sectigo.com/products/publiclyDisclosedSubCACerts", + ], +} + + +def handle_link(base_url, sess: requests.Session, dir, link): + scheme, netloc, path, _, _ = urlsplit(urljoin(base_url, link)) + + fetch_url = urlunsplit((scheme, netloc, path, "", "")) + + if fetch_url.rsplit(".", 2)[-1] in ("crt", "der", "cer", "pem"): + if not os.path.isdir(dir): + os.makedirs(dir, mode=0o750) + + cert_filename = os.path.join(dir, os.path.basename(path)) + if os.path.exists(cert_filename): + print(f"{cert_filename} exist, skip download of {fetch_url}") + return + + resp = sess.get(fetch_url) + if not resp.ok: + return + + with open(cert_filename, "wb") as cert_file: + cert_file.write(resp.content) + print(f"downloaded {fetch_url} as {cert_filename}") + + +def main(): + sess = requests.Session() + sess.headers = { + "User-Agent", + "Mozilla/5.0 (X11; Linux x86_64; rv:102.0) Gecko/20100101 Firefox/102.0", + } + sess.verify = False + + for dir in ENTRY_URLS: + for url in ENTRY_URLS[dir]: + response = sess.get(url, allow_redirects=True) + + response.raise_for_status() + + html = BeautifulSoup(response.text, features="html.parser") + + for link in html.findAll("a"): + handle_link(url, sess, dir, link.get("href")) + + +if __name__ == "__main__": + main() diff --git a/poetry.lock b/poetry.lock new file mode 100644 index 0000000..cec4439 --- /dev/null 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