implementing-api-key-security-controls

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SKILL.md (first lines)

# Implementing API Key Security Controls

## When to Use

- Designing secure API key generation with sufficient entropy and identifiable prefixes for leak detection
- Implementing server-side API key hashing (never storing keys in plaintext) with SHA-256 or bcrypt
- Building key rotation workflows that allow zero-downtime key replacement for API consumers
- Configuring per-key scoping to limit each API key to specific endpoints, IP ranges, and rate limits
- Setting up automated monitoring for API key leakage in GitHub repos, logs, and client-side code

**Do not use** API keys as the sole authentication mechanism for user-facing applications. API keys are best suited for server-to-server communication and developer access.

## Prerequisites

- Secure random number generator (os.urandom, secrets module) for key generation
- Database with proper encryption at rest for storing hashed API keys
- Redis or similar store for key-to-metadata caching and rate limiting
- Secret scanning tools (GitHub secret scanning, truffleHog, gitleaks)
- Monitoring and alerting infrastructure for key usage anomalies

## Workflow

### Step 1: Secure API Key Generation

```python
import secrets
import hashlib
import hmac
import time
import json
from datetime import datetime, timedelta

class APIKeyManager:
    """Manages secure API key lifecycle: generation, storage, validation, rotation."""

    # Key format: prefix_base64random (e.g., sk_live_a1b2c3d4e5f6...)
    # Prefix identifies the key type and environment for leak detection
    KEY_PREFIXES = {
        "live_secret": "sk_live_",
        "test_secret": "sk_test_",
        "live_public": "pk_live_",
        "test_public": "pk_test_",
    }

    def __init__(self, db_connection, redis_connection):
        self.db = db_connection
        self.redis = redis_connection

    def generate_key(self, key_type="live_secret", owner_id=None, scopes=None,
                     rate_limit=None, ip_allowlist=None, expires_days=365):
        """Generate a new API key with metadata."""
        prefix = self.KEY_PREFIXES.get(key_type, "sk_live_")

        # Generate 32 bytes (256 bits) of randomness
        random_bytes = secrets.token_bytes(32)
        key_body = secrets.token_urlsafe(32)  # Base64url-encoded

        # Full API key that the client receives (shown only once)
        full_key = f"{prefix}{key_body}"

        # Hash the key for storage (never store the raw key)
        key_hash = hashlib.sha256(full_key.encode()).hexdigest()

        # Create a short key ID for reference (first 8 chars)
        key_id = f"{prefix}{key_body[:8]}..."

        # Store the hashed key with metadata
        key_metadata = {
            "key_hash": key_hash,
            "key_id": key_id,
            "key_type": key_type,
            "owner_id": owner_id,
            "scopes": scopes or ["read"],
            "rate_limit": rate_limit or {"requests": 1000, "window": 3600},
            "ip_allowlist": ip_allowlist or [],
            "created_at": datetime.utcnow().isoformat(),
            "expires_at": (datetime.utcnow() + timedelta(days=expires_days)).isoformat(),
            "last_used": None,
            "is_active": True,
            "usage_count": 0,
        }

        # Store in database
        self.db.execute(
            "INSERT INTO api_keys (key_hash, key_id, metadata) VALUES (?, ?, ?)",
            (key_hash, key_id, json.dumps(key_metadata))
        )

        # Cache in Redis for fast validation
        self.redis.setex(
            f"apikey:{key_hash}",
            86400,  # 24-hour cache TTL
            json.dumps(key_metadata)
        )

        return {
            "api_key": full_key,       # Show to user ONCE
            "key_id": key_id,          # For reference/management
            "scopes": key_metadata["scopes"],
            "expires_at": key_metadata["expires_at"],
        }

    def validate_key(self, api_key):
        """Validate an API key and return its metadata."""
        key_hash = hashlib.sha256(api_key.encode()).hexdigest()

        # Check Redis cache first
        cached = self.redis.get(f"apikey:{key_hash}")
        if cached:
            metadata = json.loads(cached)
        else:
            # Fall back to database
            row = self.db.execute(
                "SELECT metadata FROM api_keys WHERE key_hash = ?",
                (key_hash,)
            ).fetchone()
            if not row:
                return None, "invalid_key"
            metadata = json.loads(row[0])
            # Refresh cache

From Njones17/AI-agent-master-cyber-skills-list, MIT.

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