OBO Auth Issue – AADSTS500133: Assertion is not within its valid time range

Summary

The AADSTS500133 error occurs when the access token is not within its valid time range, causing issues with On-Behalf-Of (OBO) authentication in Azure WebApp. This error is encountered when using the Python SDK and Streamlit UI to connect to Fabric Data Agent.

Root Cause

The root cause of this issue is:

  • Expired access token: The access token is not renewed before it expires, causing the AADSTS500133 error.
  • Incorrect token configuration: The audience, issuer, and scopes in the token do not match the expected values.

Why This Happens in Real Systems

This issue occurs in real systems due to:

  • Token expiration: Access tokens have a limited lifetime and must be renewed periodically.
  • Incorrect configuration: Misconfigured app registrations, permissions, and token settings can lead to token validation errors.

Real-World Impact

The impact of this issue includes:

  • Authentication failures: Users are unable to authenticate, causing disruptions to business operations.
  • Data access issues: Inability to access Fabric Data Agent data, leading to data-driven decision-making delays.

Example or Code (if necessary and relevant)

def get_user_access_token():
    # Check session cache first
    if "user_access_token" in st.session_state:
        return st.session_state.user_access_token
    try:
        # Get headers from Streamlit context
        headers = st.context.headers
        # Easy Auth exposes the token in this header
        access_token = headers.get("X-Ms-Token-Aad-Access-Token")
        #...

How Senior Engineers Fix It

To fix this issue, senior engineers:

  • Verify token configuration: Ensure that the audience, issuer, and scopes are correctly configured.
  • Implement token renewal: Use token refresh mechanisms to obtain a new access token before the current one expires.
  • Monitor token validity: Regularly check the token’s validity to prevent expiration-related issues.

Why Juniors Miss It

Junior engineers may miss this issue due to:

  • Lack of understanding of OBO authentication and token validation mechanisms.
  • Insufficient experience with Azure WebApp and Fabric Data Agent integrations.
  • Inadequate testing of token expiration and renewal scenarios.