pinkpixel-dev/analyzing-certificate-transparency-for-phishing

Analyzing Certificate Transparency for Phishing

Overview

Certificate Transparency (CT) is an Internet security standard that creates a public, append-only log of all issued SSL/TLS certificates. Monitoring CT logs enables early detection of phishing domains that register certificates mimicking legitimate brands, unauthorized certificate issuance for owned domains, and certificate-based attack infrastructure. This skill covers querying CT logs via crt.sh, real-time monitoring with Certstream, building automated alerting for suspicious certificates, and integrating findings into threat intelligence workflows.

When to Use

• When investigating security incidents that require analyzing certificate transparency for phishing
• When building detection rules or threat hunting queries for this domain
• When SOC analysts need structured procedures for this analysis type
• When validating security monitoring coverage for related attack techniques

Prerequisites

• Python 3.9+ with requests, certstream, tldextract, Levenshtein libraries
• Access to crt.sh (https://crt.sh/) for historical CT log queries
• Certstream (https://certstream.calidog.io/) for real-time monitoring
• List of organization domains and brand keywords to monitor
• Understanding of SSL/TLS certificate structure and issuance process

Key Concepts

Certificate Transparency Logs

CT logs are cryptographically assured, publicly auditable, append-only records of TLS certificate issuance. Major CAs (Let's Encrypt, DigiCert, Sectigo, Google Trust Services) submit all issued certificates to multiple CT logs. As of 2025, Chrome and Safari require CT for all publicly trusted certificates.

Phishing Detection via CT

Attackers register lookalike domains and obtain free certificates (often from Let's Encrypt) to make phishing sites appear legitimate with HTTPS. CT monitoring detects these early because the certificate appears in logs before the phishing campaign launches, providing a window for proactive blocking.

crt.sh Database

crt.sh is a free web interface and PostgreSQL database operated by Sectigo that indexes CT logs. It supports wildcard searches (%.example.com), direct SQL queries, and JSON API responses. It tracks certificate issuance, expiration, and revocation across all major CT logs.

Workflow

Step 1: Query crt.sh for Certificate History

import requests
import json
from datetime import datetime
import tldextract

class CTLogMonitor:
    CRT_SH_URL = "https://crt.sh"

    def __init__(self, monitored_domains, brand_keywords):
        self.monitored_domains = monitored_domains
        self.brand_keywords = [k.lower() for k in brand_keywords]

    def query_crt_sh(self, domain, include_expired=False):
        """Query crt.sh for certificates matching a domain."""
        params = {
            "q": f"%.{domain}",
            "output": "json",
        }
        if not include_expired:
            params["exclude"] = "expired"

        resp = requests.get(self.CRT_SH_URL, params=params, timeout=30)
        if resp.status_code == 200:
            certs = resp.json()
            print(f"[+] crt.sh: {len(certs)} certificates for *.{domain}")
            return certs
        return []

    def find_suspicious_certs(self, domain):
        """Find certificates that may be phishing attempts."""
        certs = self.query_crt_sh(domain)
        suspicious = []

        for cert in certs:
            common_name = cert.get("common_name", "").lower()
            name_value = cert.get("name_value", "").lower()
            issuer = cert.get("issuer_name", "")
            not_before = cert.get("not_before", "")
            not_after = cert.get("not_after", "")

            # Check for exact domain matches (legitimate)
            extracted = tldextract.extract(common_name)
            cert_domain = f"{extracted.domain}.{extracted.suffix}"
            if cert_domain == domain:
                continue  # Legitimate certificate

            # Flag suspicious patterns
            flags = []
            if domain.replace(".", "") in common_name.replace(".", ""):
                flags.append("contains target domain string")
            if any(kw in common_name for kw in self.brand_keywords):
                flags.append("contains brand keyword")
            if "let's encrypt" in issuer.lower():
                flags.append("free CA (Let's Encrypt)")

            if flags:
                suspicious.append({
                    "common_name": cert.get("common_name", ""),
                    "name_value": cert.get("name_value", ""),
                    "issuer": issuer,
                    "not_before": not_before,
                    "not_after": not_after,
                    "serial": cert.get("serial_number", ""),
                    "flags": flags,
                    "crt_sh_id": cert.get("id", ""),
                    "crt_sh_url": f"https://crt.sh/?id={cert.get('id', '')}",
                })

        print(f"[+] Found {len(suspicious)} suspicious certificates")
        return suspicious

monitor = CTLogMonitor(
    monitored_domains=["mycompany.com", "mycompany.org"],
    brand_keywords=["mycompany", "mybrand", "myproduct"],
)
suspicious = monitor.find_suspicious_certs("mycompany.com")
for cert in suspicious[:5]:
    print(f"  [{cert['common_name']}] Flags: {cert['flags']}")

Step 2: Real-Time Monitoring with Certstream

import certstream
import Levenshtein
import re
from datetime import datetime

class CertstreamMonitor:
    def __init__(self, watched_domains, brand_keywords, similarity_threshold=0.8):
        self.watched_domains = [d.lower() for d in watched_domains]
        self.brand_keywords = [k.lower() for k in brand_keywords]
        self.threshold = similarity_threshold
        self.alerts = []

    def start_monitoring(self, max_alerts=100):
        """Start real-time CT log monitoring."""
        print("[*] Starting Certstream monitoring...")
        print(f"    Watching: {self.watched_domains}")
        print(f"    Keywords: {self.brand_keywords}")

        def callback(message, context):
            if message["message_type"] == "certificate_update":
                data = message["data"]
                leaf = data.get("leaf_cert", {})
                all_domains = leaf.get("all_domains", [])

                for domain in all_domains:
                    domain_lower = domain.lower().strip("*.")
                    if self._is_suspicious(domain_lower):
                        alert = {
                            "domain": domain,
                            "all_domains": all_domains,
                            "issuer": leaf.get("issuer", {}).get("O", ""),
                            "fingerprint": leaf.get("fingerprint", ""),
                            "not_before": leaf.get("not_before", ""),
                            "detected_at": datetime.now().isoformat(),
                            "reason": self._get_reason(domain_lower),
                        }
                        self.alerts.append(alert)
                        print(f"  [ALERT] {domain} - {alert['reason']}")

                        if len(self.alerts) >= max_alerts:
                            raise KeyboardInterrupt

        try:
            certstream.listen_for_events(callback, url="wss://certstream.calidog.io/")
        except KeyboardInterrupt:
            print(f"\n[+] Monitoring stopped. {len(self.alerts)} alerts collected.")
        return self.alerts

    def _is_suspicious(self, domain):
        """Check if domain is suspicious relative to watched domains."""
        for watched in self.watched_domains:
            # Exact keyword match
            watched_base = watched.split(".")[0]
            if watched_base in domain and domain != watched:
                return True

            # Levenshtein distance (typosquatting detection)
            domain_base = tldextract.extract(domain).domain
            similarity = Levenshtein.ratio(watched_base, domain_base)
            if similarity >= self.threshold and domain_base != watched_base:
                return True

        # Brand keyword match
        for keyword in self.brand_keywords:
            if keyword in domain:
                return True

        return False

    def _get_reason(self, domain):
        """Determine why domain was flagged."""
        reasons = []
        for watched in self.watched_domains:
            watched_base = watched.split(".")[0]
            if watched_base in domain:
                reasons.append(f"contains '{watched_base}'")
            domain_base = tldextract.extract(domain).domain
            similarity = Levenshtein.ratio(watched_base, domain_base)
            if similarity >= self.threshold and domain_base != watched_base:
                reasons.append(f"similar to '{watched}' ({similarity:.0%})")
        for kw in self.brand_keywords:
            if kw in domain:
                reasons.append(f"brand keyword '{kw}'")
        return "; ".join(reasons) if reasons else "unknown"

cs_monitor = CertstreamMonitor(
    watched_domains=["mycompany.com"],
    brand_keywords=["mycompany", "mybrand"],
    similarity_threshold=0.75,
)
alerts = cs_monitor.start_monitoring(max_alerts=50)

Step 3: Enumerate Subdomains from CT Logs

def enumerate_subdomains_ct(domain):
    """Discover all subdomains from Certificate Transparency logs."""
    params = {"q": f"%.{domain}", "output": "json"}
    resp = requests.get("https://crt.sh", params=params, timeout=30)

    if resp.status_code != 200:
        return []

    certs = resp.json()
    subdomains = set()
    for cert in certs:
        name_value = cert.get("name_value", "")
        for name in name_value.split("\n"):
            name = name.strip().lower()
            if name.endswith(f".{domain}") or name == domain:
                name = name.lstrip("*.")
                subdomains.add(name)

    sorted_subs = sorted(subdomains)
    print(f"[+] CT subdomain enumeration for {domain}: {len(sorted_subs)} subdomains")
    return sorted_subs

subdomains = enumerate_subdomains_ct("example.com")
for sub in subdomains[:20]:
    print(f"  {sub}")

Step 4: Generate CT Intelligence Report

def generate_ct_report(suspicious_certs, certstream_alerts, domain):
    report = f"""# Certificate Transparency Intelligence Report
## Target Domain: {domain}
## Generated: {datetime.now().isoformat()}

## Summary
- Suspicious certificates found: {len(suspicious_certs)}
- Real-time alerts triggered: {len(certstream_alerts)}

## Suspicious Certificates (crt.sh)
| Common Name | Issuer | Flags | crt.sh Link |
|------------|--------|-------|-------------|
"""
    for cert in suspicious_certs[:20]:
        flags = "; ".join(cert.get("flags", []))
        report += (f"| {cert['common_name']} | {cert['issuer'][:30]} "
                   f"| {flags} | [View]({cert['crt_sh_url']}) |\n")

    report += f"""
## Real-Time Certstream Alerts
| Domain | Issuer | Reason | Detected |
|--------|--------|--------|----------|
"""
    for alert in certstream_alerts[:20]:
        report += (f"| {alert['domain']} | {alert['issuer']} "
                   f"| {alert['reason']} | {alert['detected_at'][:19]} |\n")

    report += """
## Recommendations
1. Add flagged domains to DNS sinkhole / web proxy blocklist
2. Submit takedown requests for confirmed phishing domains
3. Monitor CT logs continuously for new certificate registrations
4. Implement CAA DNS records to restrict certificate issuance for your domains
5. Deploy DMARC to prevent email spoofing from lookalike domains
"""
    with open(f"ct_report_{domain.replace('.','_')}.md", "w") as f:
        f.write(report)
    print(f"[+] CT report saved")
    return report

generate_ct_report(suspicious, alerts if 'alerts' in dir() else [], "mycompany.com")

Validation Criteria

• crt.sh queries return certificate data for target domains
• Suspicious certificates identified based on lookalike patterns
• Certstream real-time monitoring detects new phishing certificates
• Subdomain enumeration produces comprehensive list from CT logs
• Alerts generated with reason classification
• CT intelligence report created with actionable recommendations

References

• crt.sh Certificate Search
• Certstream Real-Time CT Monitor
• River Security: CT Logs for Attack Surface Discovery
• Let's Encrypt: Certificate Transparency Logs
• SSLMate Cert Spotter
• CyberSierra: CT Logs as Early Warning System