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Centralized Token and API Key Encryption Utilities
This module provides Fernet-based symmetric encryption for storing sensitive
credentials (OAuth tokens, API keys) in the database. Centralizes encryption
logic that may be scattered across models.py and other files.
Features:
- Fernet symmetric encryption (URL-safe base64-encoded)
- Automatic key generation for development (with warning)
- Key validation and rotation support
- Token encryption detection (encrypted vs plaintext)
- Service-specific wrapper functions for audit logging
- Re-encryption support for key rotation
Key Management:
- Environment variable: BYOK_ENCRYPTION_KEY
- Generate with: openssl rand -base64 32
- Format: 32-byte base64-encoded key (Fernet-compatible)
- Cached in memory for performance
Security:
- All tokens encrypted at rest (never stored plaintext)
- Keys never logged or exposed in error messages
- Invalid tokens raise clear decryption errors
- Backward compatibility with legacy plaintext tokens
Usage:
from core.privsec.token_encryption import encrypt_token, decrypt_token
# Encrypt token before storage
encrypted = encrypt_token("my-secret-token")
# Store 'encrypted' in database
# Decrypt when needed
plaintext = decrypt_token(encrypted)
"""
import base64
import hashlib
import logging
import os
from typing import Dict, Optional
from cryptography.fernet import Fernet, InvalidToken
from core.structured_logger import get_logger
logger = get_logger(__name__)
# ============================================================================
# Exception Classes
# ============================================================================
class MissingKeyError(Exception):
"""Raised when encryption key is not configured."""
pass
class InvalidKeyError(Exception):
"""Raised when encryption key has invalid format."""
pass
class DecryptionError(Exception):
"""Raised when token decryption fails."""
pass
# ============================================================================
# Key Management
# ============================================================================
_fernet_instance: Optional[Fernet] = None
_encryption_key: Optional[bytes] = None
def get_encryption_key() -> bytes:
"""
Get encryption key from environment or generate one.
Reads BYOK_ENCRYPTION_KEY from environment. If missing, generates
a random key and logs a warning (development safety only).
Returns:
Fernet-compatible encryption key (32 bytes)
Raises:
InvalidKeyError: If key format is invalid
"""
global _encryption_key
if _encryption_key is not None:
return _encryption_key
# Read from environment
key_str = os.getenv("BYOK_ENCRYPTION_KEY")
if not key_str:
# Generate random key for development (NOT for production)
logger.warning(
"BYOK_ENCRYPTION_KEY not configured - generating temporary key. "
"Set BYOK_ENCRYPTION_KEY environment variable for production use.",
extra={"security_warning": True}
)
key_str = generate_encryption_key()
logger.info(
"Generated temporary encryption key - save this for future use",
extra={"generated_key": key_str, "security_note": "Save this key!"}
)
# Validate key format
if not validate_encryption_key(key_str):
raise InvalidKeyError(
"BYOK_ENCRYPTION_KEY must be a valid Fernet key "
"(32 bytes base64-encoded). Generate with: openssl rand -base64 32"
)
# Decode key
_encryption_key = key_str.encode()
return _encryption_key
def validate_encryption_key(key: str) -> bool:
"""
Check if key is valid Fernet key format.
Fernet keys are 32 bytes base64-encoded (44 characters with padding).
Args:
key: Key string to validate
Returns:
True if valid Fernet key format, False otherwise
"""
try:
# Attempt to decode as base64
key_bytes = base64.urlsafe_b64decode(key.encode())
# Fernet keys must be 32 bytes
return len(key_bytes) == 32
except Exception:
return False
def generate_encryption_key() -> str:
"""
Generate new Fernet-compatible encryption key.
Returns:
Base64-encoded 32-byte key suitable for Fernet
Example:
>>> key = generate_encryption_key()
>>> # Set as environment variable:
>>> # export BYOK_ENCRYPTION_KEY=<key>
"""
key = Fernet.generate_key()
return key.decode()
def _get_fernet() -> Fernet:
"""
Get or create Fernet instance with cached key.
Returns:
Fernet instance initialized with encryption key
"""
global _fernet_instance
if _fernet_instance is None:
key = get_encryption_key()
_fernet_instance = Fernet(key)
return _fernet_instance
def reset_fernet_cache():
"""
Reset Fernet cache (mainly for testing).
Forces re-reading of encryption key on next access.
"""
global _fernet_instance, _encryption_key
_fernet_instance = None
_encryption_key = None
logger.debug("Fernet cache reset")
# ============================================================================
# Token Encryption/Decryption
# ============================================================================
def encrypt_token(
plaintext: str,
key: Optional[str] = None
) -> str:
"""
Encrypt token string using Fernet symmetric encryption.
Args:
plaintext: Token string to encrypt
key: Optional encryption key (defaults to BYOK_ENCRYPTION_KEY)
Returns:
URL-safe base64-encoded ciphertext
Raises:
InvalidKeyError: If key format is invalid
"""
if not plaintext:
return ""
# Use provided key or get from environment
if key:
if not validate_encryption_key(key):
raise InvalidKeyError("Provided key has invalid format")
f = Fernet(key.encode())
else:
f = _get_fernet()
# Encrypt and return as string
ciphertext = f.encrypt(plaintext.encode())
return ciphertext.decode()
def decrypt_token(
ciphertext: str,
key: Optional[str] = None,
allow_plaintext: bool = True
) -> str:
"""
Decrypt token string using Fernet symmetric encryption.
Supports backward compatibility with plaintext tokens (optional).
Args:
ciphertext: Encrypted token string (or plaintext if allow_plaintext)
key: Optional encryption key (defaults to BYOK_ENCRYPTION_KEY)
allow_plaintext: If True, return plaintext tokens as-is (backward compat)
Returns:
Decrypted plaintext token
Raises:
DecryptionError: If decryption fails and allow_plaintext=False
"""
if not ciphertext:
return ""
# Check if value looks like Fernet ciphertext
# Fernet output is base64-encoded and starts with 'gAAAA'
is_encrypted = is_encrypted_value(ciphertext)
if not is_encrypted and allow_plaintext:
# Assume plaintext (backward compatibility)
logger.debug(
"Decrypting plaintext token (backward compatibility)",
extra={"backward_compat": True}
)
return ciphertext
try:
# Use provided key or get from environment
if key:
if not validate_encryption_key(key):
raise InvalidKeyError("Provided key has invalid format")
f = Fernet(key.encode())
else:
f = _get_fernet()
# Decrypt and return
plaintext = f.decrypt(ciphertext.encode())
return plaintext.decode()
except InvalidToken as e:
logger.error(
"Token decryption failed",
extra={
"error": str(e),
"ciphertext_prefix": ciphertext[:20] if ciphertext else None
}
)
raise DecryptionError(
f"Failed to decrypt token - may be corrupted or encrypted with different key"
) from e
# ============================================================================
# API Key Encryption (Service-Specific Wrappers)
# ============================================================================
def encrypt_api_key(api_key: str, service: str) -> str:
"""
Encrypt API key with service-specific logging.
Wrapper around encrypt_token that logs the encryption event
for audit purposes (without logging the key value).
Args:
api_key: API key to encrypt
service: Service name (e.g., "spotify", "openai")
Returns:
Encrypted API key (ciphertext)
"""
if not api_key:
logger.warning(
"Attempted to encrypt empty API key",
extra={"service": service}
)
return ""
encrypted = encrypt_token(api_key)
logger.info(
"API key encrypted",
extra={
"service": service,
"key_length": len(api_key),
"encrypted": True
}
)
return encrypted
def decrypt_api_key(encrypted_key: str, service: str) -> str:
"""
Decrypt API key with service-specific logging.
Wrapper around decrypt_token that logs the decryption event
for audit purposes (without logging the key value).
Args:
encrypted_key: Encrypted API key
service: Service name (e.g., "spotify", "openai")
Returns:
Decrypted API key (plaintext)
"""
if not encrypted_key:
logger.warning(
"Attempted to decrypt empty API key",
extra={"service": service}
)
return ""
decrypted = decrypt_token(encrypted_key, allow_plaintext=False)
logger.info(
"API key decrypted",
extra={
"service": service,
"key_length": len(decrypted),
"decrypted": True
}
)
return decrypted
# ============================================================================
# Token Rotation Support
# ============================================================================
def rotate_tokens(
old_key: str,
new_key: str,
tokens: Dict[str, str]
) -> Dict[str, int]:
"""
Re-encrypt all tokens with new key.
Used when rotating encryption keys. Decrypts all tokens with old key
and re-encrypts with new key.
Args:
old_key: Old encryption key
new_key: New encryption key
tokens: Dict mapping token_id -> encrypted_token
Returns:
Dict with rotation statistics:
{
"total": int,
"rotated": int,
"failed": int,
"failed_ids": List[str]
}
"""
stats = {
"total": len(tokens),
"rotated": 0,
"failed": 0,
"failed_ids": []
}
logger.info(
"Starting token rotation",
extra={
"total_tokens": stats["total"],
"old_key_hash": hashlib.sha256(old_key.encode()).hexdigest()[:16],
"new_key_hash": hashlib.sha256(new_key.encode()).hexdigest()[:16]
}
)
for token_id, encrypted_token in tokens.items():
try:
# Decrypt with old key
plaintext = decrypt_token(encrypted_token, key=old_key, allow_plaintext=False)
# Re-encrypt with new key
reencrypted = encrypt_token(plaintext, key=new_key)
# Update in-place (caller must save to database)
tokens[token_id] = reencrypted
stats["rotated"] += 1
except Exception as e:
logger.error(
"Token rotation failed",
extra={
"token_id": token_id,
"error": str(e)
}
)
stats["failed"] += 1
stats["failed_ids"].append(token_id)
logger.info(
"Token rotation complete",
extra=stats
)
return stats
# ============================================================================
# Utility Functions
# ============================================================================
def is_encrypted_value(value: str) -> bool:
"""
Check if value looks like Fernet ciphertext.
Fernet ciphertext is base64-encoded and typically starts with 'gAAAA'
(the base64 encoding of the version byte and timestamp).
Args:
value: String to check
Returns:
True if value appears to be Fernet-encrypted, False otherwise
"""
if not value:
return False
# Fernet output is base64-encoded and at least 44 characters
if len(value) < 44:
return False
# Fernet ciphertext starts with 'gAAAA' (version + timestamp prefix)
if not value.startswith('gAAAA'):
return False
# Try to decode as base64 to confirm
try:
decoded = base64.urlsafe_b64decode(value.encode())
# Fernet tokens are at least 1 byte (version) + 8 bytes (timestamp) + ...
return len(decoded) >= 9
except Exception:
return False
def hash_token(token: str) -> str:
"""
Hash token for comparison without storing plaintext.
Uses SHA-256 to create one-way hash of token. Useful for
checking if token matches without storing the actual value.
Args:
token: Token string to hash
Returns:
Hexadecimal hash string
Example:
>>> stored_hash = hash_token("my-token")
>>> if hash_token(user_input) == stored_hash:
... print("Token matches")
"""
return hashlib.sha256(token.encode()).hexdigest()
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