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backend server certificate is not whitelisted with application gateway

My issue was due to the root certificate not being presented to appgw, and resulted in the error: "The root certificate of the server certificate used by the backend does not match the trusted root certificate added to the application gateway. Cause: Application Gateway resolves the DNS entries for the backend pool at time of startup and doesn't update them dynamically while running. Ended up swapping to App Gateway V2 instead using the Trusted CA cert option on the backend http settings. Now Clients will check the Server certificate and confirm if the certificate is issued by Trusted root or not. For File name, name the certificate file. The certificate that has been uploaded to Application Gateway HTTP settings must match the root certificate of the backend server certificate. But when we have multiple chain certificate and if your backend application/server sends only the leaf the certificate , AppGW will not be able to trust the cert up to the top level domain root. @EmreMARTiN , following up to see if the support case resolved your issue. Learn how your comment data is processed. Can you please add reference to relevant Microsoft Docs page you are following? Backend Health page on the Azure portal. This approach is useful in situations where the backend website needs authentication. multiple chain certificate and if your backend application/server sends only the leaf the certificate , AppGW . To learn more visit https://aka.ms/authcertificatemismatch" I have some questions in regards to application gateway and need help with the same : Your email address will not be published. Passing negative parameters to a wolframscript. document.getElementById( "ak_js_1" ).setAttribute( "value", ( new Date() ).getTime() ); Design a site like this with WordPress.com, Troubleshoot backend health issues in Azure Application Gateway | Microsoft Docs. You should do this only if the backend has cert which is issued by internal CA, I hope we are clear till now on why we import Authenticate cert in the HTTP settings of the AppGW and when we use the option Use Well Known CA, But the actual problem arises if you are using a Third party Cert or Internal CA Cert which has Intermediate CA and then Leaf certificate, Most of the orgs for security reasons use Root Cert-> Intermediate Cert > Leaf Cert , even Microsoft follows the same for bing , check the screenshot below, Now lets discuss what exactly is the confusion here if we have multiple Chain Cert, When you have single chain certificate , then there will be no confusion with appgw , if your root CA is Global trusted just select Use Trusted Root CA option in HTTPsettings, If you root CA is Internal CA , then import that Top root cert in .cer format and upload it in the HTTP settings. In this article I am going to talk about one most common issue backend certificate not whitelisted, If you check the backend health of the application gateway you will see the error like this The root certificate of the server certificate used by the backend does not match the trusted root certificate added to the application gateway. https://learn.microsoft.com/en-us/azure/application-gateway/certificates-for-backend-authentication#export-trusted-root-certificate-for-v2-sku, End-to-end TLS with the v2 SKU Visual Studio Code How to Change Theme ? Current date is not within the "Valid from" and "Valid to" date range on the certificate. You must have a custom probe to change the timeout value. Most of the best practice documentation involves the V2 SKU and not the V1. Making sure your App Gateway has the authenticated cert installed on the HTTPs backend settings, with the appropriate Rules & Probe setup and bobs your uncle, I got full Health back, and all my sites were live and kicking. Message: The Common Name (CN) of the backend certificate doesn't match the host header of the probe. In each case, if the backend server doesn't respond successfully, Application Gateway marks the server as Unhealthy and stops forwarding requests to the server. You must be a registered user to add a comment. with your vendor and update the server settings with the new The error says that Root cert is not whitelisted on the AppGW , but you might have a valid Third party certificate on the backend , and more over if you try to access the backend directly bypassing the Application Gateway you will not see any issues related to certificate in the browser. This post has been republished via RSS; it originally appeared at: New blog articles in Microsoft Tech Community. If Application Gateway can't establish a TCP session on the port specified, the probe is marked as Unhealthy with this message. Reference document: https://learn.microsoft.com/en-us/azure/application-gateway/ssl-overview#for-probe-traffic. Best practices and the latest news on Microsoft FastTrack, The employee experience platform to help people thrive at work, Expand your Azure partner-to-partner network, Bringing IT Pros together through In-Person & Virtual events. In this example, you'll use a TLS/SSL certificate for the backend certificate and export its public key to be used as authentication certification. Cause: End-to-end SSL with Application Gateway v2 requires the backend server's certificate to be verified in order to deem the server Healthy. By clicking Sign up for GitHub, you agree to our terms of service and Application Gateway is in an Unhealthy state. This will take some time to track down, fix, and the docs will need to be updated with limitations & best practices. Have done s_client -connect backend_ip:443 -servername backend_url -showcerts and found that Root CA is missing. Check the backend server's health and whether the services are running. I had this same issue. Upgrade to Microsoft Edge to take advantage of the latest features, security updates, and technical support. If you can resolve it, restart Application Gateway and check again. Open the Application Gateway HTTP Settings page in the Azure portal. Check whether your UDR has a default route (0.0.0.0/0) with the next hop not set as Internet: a. For example, check for routes to network virtual appliances or default routes being advertised to the Application Gateway subnet via Azure ExpressRoute and/or VPN. Currently we are seeing issues with app gateway backend going unhealthy due to backend auth cert. To learn more visit https://aka.ms/authcertificatemismatch". Just FYI. i had this issue for client and split multiple vms ! If it is, check the DNS server about why it can't resolve to the IP address of the specified FQDN. For a TLS/SSL certificate to be trusted, that certificate of the backend server must be issued by a CA that's included in the trusted store of Application Gateway. Choose the destination manually as any internet-routable IP address like 1.1.1.1. A few of the common status codes are listed here: Or, if you think the response is legitimate and you want Application Gateway to accept other status codes as Healthy, you can create a custom probe. Move to the Details view and click Copy to File At this point, you've extracted the details of the root certificate from the backend certificate. Configure that certificate on your backend server. This can create problems when uploaded the text from this certificate to Azure. Either allow "HTTP 401" in a probe status code match or probe to a path where the serverdoesn't require authentication. For more information about how to extract and upload Trusted Root Certificates in Application Gateway, see Export trusted root certificate (for v2 SKU). @TravisCragg-MSFT: Any luck? Solution: Follow these steps to export and upload the trusted root certificate to Application Gateway. If the backend health status is Unhealthy, the portal view will resemble the following screenshot: Or if you're using an Azure PowerShell, CLI, or Azure REST API query, you'll get a response that resembles the following example: After you receive an unhealthy backend server status for all the servers in a backend pool, requests aren't forwarded to the servers, and Application Gateway returns a "502 Bad Gateway" error to the requesting client. The authentication certificate is the public key of backend server certificates in Base-64 encoded X.509(.CER) format. For details on this Openssl command you can refer toTroubleshoot backend health issues in Azure Application Gateway | Microsoft Docs , Look for the sub topic Trusted root certificate mismatch. For testing purposes, you can create a self-signed certificate but you shouldn't use it for production workloads. Select the root certificate and then select View Certificate. Your certificate is successfully exported. To Answer we need to understand what happens in any SSL/TLS negotiation. The certificate that has been uploaded to Application Gateway HTTP settings must match the root certificate of the backend server certificate. This article describes the symptoms, cause, and resolution for each of the errors shown. If the server returns any other status code, it will be marked as Unhealthy with this message. How to Change Network Location to Private, Public, or Domain in Windows 11? As described earlier, the default probe will be to ://127.0.0.1:/, and it considers response status codes in the range 200 through 399 as Healthy. For example, http://127.0.0.1:80 for an HTTP probe on port 80. But when we have multiple chain certificate and if your backend application/server sends only the leaf the certificate , AppGW will not be able to trust the cert up to the top level domain root. If there is, search for the resource on the search bar or under All resources. Or, if Pick hostname from backend HTTP settings is selected in the custom probe, SNI will be set from the host name mentioned in the HTTP settings. privacy statement. The Standard and WAF SKU (v1) Server Name Indication (SNI) is set as the FQDN in the backend pool address. Service: application-gateway; GitHub Login: @vhorne; Microsoft Alias: absha; The text was updated successfully, but these errors were encountered: . Set the destination port as anything, and verify the connectivity. For example: On the Application Gateway Overview tab, select the Virtual Network/Subnet link. The HTTP setting of the gateway is configured as follow: I've provided, hopefully, the correct root certificate for the setting. If you have properly added the certificate, and the backend pool is pointing to the custom domain (not the azurewebsites.net domain), then your best options are to either try the V2 SKU, or open a support request to troubleshoot further. Can you recreate this scenario in your lab using multi-site and custom domain on appservices with SNI bind SSL and cert issued by different CA than Microsoft and not the default azurewebsites.net and you may hit this issue? I have two listeners and my issue has started on one of them when SSL certificate has been renewed. Azure Tip #9 Application Gateway Backend Certificate not whitelisted Error, Azure DevOps Fix for Access to path \SourceMapping.json is denied. Horizontal and vertical centering in xltabular, one or more moons orbitting around a double planet system, Embedded hyperlinks in a thesis or research paper, Proving that Every Quadratic Form With Only Cross Product Terms is Indefinite. @sajithvasu I would continue to work with the support engineers while they look deeper into your authentication certificate. . The backend certificate can be the same as the TLS/SSL certificate or different for added security. To increase the timeout value, follow these steps: Message: Application Gateway could not create a probe for this backend. or from external over WAF ? For example, run the following command: Test-NetConnection -ComputerName www.bing.com -Port 443. Message: Time taken by the backend to respond to application gateway's health probe is more than the timeout threshold in the probe setting. If you open your certificate with Notepad and it doesn't look similar to this, typically this means you didn't export it using the Base-64 encoded X.509(.CER) format. The authentication certificate is the public key of backend server certificates in Base-64 encoded X.509 (.CER) format. with open ssl all looks okey i can see all chains. Can you post the output please after masking any sensitive info? And each pool has 2 servers . The error says that Root cert is not whitelisted on the AppGW , but you might have a valid Third party certificate on the backend , and more over if you try to access the backend directly bypassing the Application Gateway you will not see any issues related to certificate in the browser. Well occasionally send you account related emails. Thank you everyone. We should get one Linux machine which is in the same subnet/VNET of the backend application and run the following commands. After the server starts responding certificate. Asking for help, clarification, or responding to other answers. Check whether the NSG settings of the Application Gateway subnet allow outbound public and private traffic, so that a connection can be made. In this example, we'll use a TLS/SSL certificate for the backend certificate, export its public key and then export the root certificate of the trusted CA from the public key in base64 encoded format to get the trusted root certificate. Sure I would be glad to get involved if needed. Azure Nwtworking> Azure Application Gateway: 502 error due to backend certificate not whitelisted in the AppGW, https://techcommunity.microsoft.com/t5/azure-networking-blog/azure-application-gateway-502-error-due-to-backend-certificate/ba-p/3271805, If you are using Azure Application Gateway as Layer 7 WAF for End to End SSL connectivity , you might have come across Certificate related issues most of the times. At the time of writing the Application Gateway doesnt support uploading the Certificates directly into Key Vault, hence extracting the string into .txt and dumping it in Key Vault Secrets. Azure Application Gateway: 502 error due to backend certificate not whitelisted in the AppGW, Troubleshoot backend health issues in Azure Application Gateway | Microsoft Docs. There is certificate with private key as PFX on listenner settings. Next hop: Azure Firewall private IP address. Azure Tip #7 What are the Storage Tiers in Azure ? Adding the certificate ensures that the application gateway communicates only with known back-end instances. Alternatively, you can do that through PowerShell/CLI. By default, Azure Application Gateway probes backend servers to check their health status and to check whether they're ready to serve requests. I have created an application gateway with 3 backend nodes, when I set the "Http Listener" with all the 3 nodes certificates, the health probe is green. Public domain name resolution might be required in scenarios where Application Gateway must reach out to external domains like OCSP servers or to check the certificates revocation status. See Configure end to end TLS by using Application Gateway with PowerShell. when the backend server cert hits AppGW after Server Hello , AppGW tries to check who issued the certificate and it finds that it was issued by . Backend protocol: HTTPS Backend port: 443 Use well known CA certificate: Yes Cookie-based affinity*: Disable Connection draining*: Disable Request time-out*: 20 seconds Override backend path*: Blank Override with new host name: Yes Host name override: Override with a specific domain name (webappX.hugelab.net) Use custom probe: Yes -verify error:num=19:self signed certificate in certificate chain Our current setup includes app gateway v1 SKU integrated with app services having custom domain enabled. backend server, it waits for a response from the backend server for a configured period. Check whetheraccess to the path is allowed on the backend server. It is required for docs.microsoft.com GitHub issue linking. If the output doesn't show the complete chain of the certificate being returned, export the certificate again with the complete chain, including the root certificate. Ensure that you add the correct root certificate to whitelist the backend". Thanks for this information. The root certificate is a Base-64 encoded X.509(.CER) format root certificate from the backend server certificates. 566), Improving the copy in the close modal and post notices - 2023 edition, New blog post from our CEO Prashanth: Community is the future of AI. Check the network security group (NSG) settings of the backend server's network adapter and subnet and whether inbound connections to the configured port are allowed. This configuration further secures end-to-end communication. If the backend health is shown as Unknown, the portal view will resemble the following screenshot: This behavior can occur for one or more of the following reasons: Check whether your NSG is blocking access to the ports 65503-65534 (v1 SKU) or 65200-65535 (v2 SKU) from Internet: a. However when I replace all the 3 certificates to my CA cert, it goes red and warm me "Backend server certificate is not whitelisted with Application Gateway" Trusted root certificate mismatch document.getElementById( "ak_js_1" ).setAttribute( "value", ( new Date() ).getTime() ); This site uses Akismet to reduce spam. For details on this Openssl command you can refer toTroubleshoot backend health issues in Azure Application Gateway | Microsoft Docs , Look for the sub topic "Trusted root certificate mismatch". Is that we have to follow the below step for resolution ? i have configured a Azure Application gateway (v2) and there is one backend servers. If it's not, the certificate is considered invalid, and that will create a If you are using Azure Application Gateway as Layer 7 WAF for End to End SSL connectivity , you might have come across Certificate related issues most of the times. f. Select Save and verify that you can view the backend as Healthy. I have some questions in regards to application gateway and need help with the same : 1)Is that application gateway can be configured with multiple backend pools and each pool can serve a request for different applications ? If the backend server doesn't I will post the root cause summary once there is an outcome from your open support case. Or, you can use Azure PowerShell, CLI, or REST API. here is what happens in in Multiple chain certificate. An Azure service that provides a platform-managed, scalable, and highly available application delivery controller as a service. Let me know here if you face any issue reaching Azure support or if you do not have any support plan for your subscription. Export trusted root certificate (for v2 SKU): Azure Tip #11 Get Reports of ARM Deployments in Your Subscription. If you see an Unhealthy or Degraded state, contact support. To Answer we need to understand what happens in any SSL/TLS negotiation. If you're aware of the application's behavior and it should respond only after the timeout value, increase the timeout value from the custom probe settings. -Verify return code: 19 (self signed certificate in certificate chain). Solution: If you receive this error message, there's a mismatch between the certificate that has been uploaded to Application Gateway and the one that was uploaded to the backend server. For the server certificate to be trusted we need the Root certificate in Trusted Root Cert Store , usually if you are having certs issued by Godaddy,Digicert,Vergion like Third party Vendors you dont have to do anything because they are automatically trusted by your client/browser. Please log in using one of these methods to post your comment: You are commenting using your WordPress.com account. Version Independent ID: <---> You can add this github issue reference in your ticket so that the Azure support personnel can see the details without asking you to repeat these steps. For example, you can configure Application Gateway to accept "unauthorized" as a string to match. If you don't mind can you please post the summary of the root here to help people who might face similar issue. ID: <---> The chain looks ok to me. Which ability is most related to insanity: Wisdom, Charisma, Constitution, or Intelligence? Browse other questions tagged, Where developers & technologists share private knowledge with coworkers, Reach developers & technologists worldwide, Azure Application Gateway health probe error with "Backend server certificate is not whitelisted with Application Gateway", When AI meets IP: Can artists sue AI imitators? If the output doesn't show the complete chain of the certificate being returned, export the certificate again with the complete chain, including the root certificate. It is required for docs.microsoft.com GitHub issue linking. By clicking Sign up for GitHub, you agree to our terms of service and Most of the browsers are thick clients , so it may work in the new browsers but PRODUCTs like Application Gateway will not be able to trust the cert unless the backend sends the complete chain. More info about Internet Explorer and Microsoft Edge, Export authentication certificate (for v1 SKU), Configure end to end TLS by using Application Gateway with PowerShell, Export authentication certificate from a backend certificate (for v1 SKU), Export trusted root certificate from a backend certificate (for v2 SKU), To obtain a .cer file from the certificate, open. Now you may ask why it works when you browse the backend directly through browser. To verify, you can use OpenSSL commands from any client and connect to the backend server by using the configured settings in the Application Gateway probe. b. security issue in which Application Gateway marks the backend server as Unhealthy. Change the host name or path parameter to an accessible value. Content Source:<---> b. Now use steps 2-9 mentioned in the section Export authentication certificate from a backend certificate (for v1 SKU) above to export the trusted root certificate in the Base-64 encoded X.509(.CER) format. Check the document page that's provided in step 3a to learn more about how to create NSG rules. If you're using Azure default DNS, check with your domain name registrar about whether proper A record or CNAME record mapping has been completed. Expected:{HTTPStatusCode0} Received:{HTTPStatusCode1}. In Azure docs, it is clearly documented that you dont have to import Auth certificate in HTTP settings of the backend if your backend application has Global trusted certificate. Open your Application Gateway HTTP settings in the portal. If you are not familiar with Cloud Shell, it allows you to access bash or powershell from your browser to run commands within your Azure subscription https://docs.microsoft.com/en-us/azure/cloud-shell/overview. To do that, follow these steps: Message: The validity of the backend certificate could not be verified. Otherwise, register and sign in. Now how can find if my application sending the complete chain , the easy way to find is running openssl from either windows client or Linux client which is present in the same network/subnet of the backend application. How to Allow or Prevent Themes to Change Desktop Icons in Desktop Icon Settings in Windows 11? The other one which certificate is still valid and does not need renewal is green. Auto-suggest helps you quickly narrow down your search results by suggesting possible matches as you type. For all TLS related error messages, to learn more about SNI behavior and differences between the v1 and v2 SKU, check the TLS overview page. To restart Application Gateway, you need to. I will wait for the outcome. After CA autohority re-created the certificate problem was gone. If you receive this error message, the CN of the backend certificate doesn't match the host name configured in the custom probe, or the HTTP settings if Pick hostname from backend HTTP settings is selected. The following steps help you export the .cer file in Base-64 encoded X.509(.CER) format for your certificate: If you can't find the certificate under Current User\Personal\Certificates, you may have accidentally opened "Certificates - Local Computer", rather than "Certificates - Current User"). What was the resolution? How to Restart Windows Explorer Process in Windows 11? How did you verify the cert? Hope this helps. Then, click Next. If Internet and private traffic are going through an Azure Firewall hosted in a secured Virtual hub (using Azure Virtual WAN Hub): a. In Azure docs, it is clearly documented that you dont have import Auth certificate in HTTP settings of the backend if your backend application has Global trusted certificate. "backend server certificate is not whitelisted with application gateway .Make sure that the certificate uploaded to the application gateway matches with the certificate configured in the backend servers. Note that this .CER file must match the certificate (PFX) deployed at the backend application. If probes are routed through a virtual appliance and modified, the backend resource will display a 200 status code and the Application Gateway health status can display as Unknown. Hi @TravisCragg-MSFT : Were you able to check this? You can find this by running openssl from either windows client or Linux client which is present in the same network/subnet of the backend application. For a TLS/SSL certificate to be trusted, the backend server certificate must be issued by a CA that's included in the trusted store of Application Gateway. More info about Internet Explorer and Microsoft Edge, https://learn.microsoft.com/en-us/azure/application-gateway/application-gateway-backend-health-troubleshooting, https://learn.microsoft.com/en-us/azure/application-gateway/certificates-for-backend-authentication#export-trusted-root-certificate-for-v2-sku, https://learn.microsoft.com/en-us/azure/application-gateway/ssl-overview#end-to-end-tls-with-the-v2-sku.

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