I will let you know what I find. This is the exact thing what we do when import .CER file in the HTTP Settings of the Application Gateway. @einarasm read thru the responses from @krish-gh, specifically around leveraging OpenSSL toolkit to query the backend pool for the certificate trust chain, example: %> openssl s_client -connect 10.0.0.4:443 -servername www.example.com -showcerts. "Backend server certificate is not whitelisted with Application Gateway." Something that you will see missing is microsft docs is having a default site binding to a SSL certificate without the SNI enabled. 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. Because the probe requests don't carry any user credentials, they will fail, and an HTTP 401 status code will be returned by the backend server. (Ep. Sign up for a free GitHub account to open an issue and contact its maintainers and the community. 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. How to Allow or Prevent Themes to Change Desktop Icons in Desktop Icon Settings in Windows 11? Posted in Azure Tagged 502webserver, Azure, azure502, azureapplicationgateway, azurecertificate, azurewaf, backend certificate not whitelisted Post navigation Azure Cyber Security: Protect & Secure Your Cloud Infrastructure Azure Application Gateway: 502 error due to backend certificate not whitelisted in the AppGW, Troubleshoot backend health issues in Azure Application Gateway | Microsoft Docs. 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. To increase the timeout value, follow these steps: Message: Application Gateway could not create a probe for this backend. Solution: Depending on the backend server's response code, you can take the following steps. For example: This operation can be completed via Azure PowerShell or Azure CLI. 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. Also, please let me know your ticket number so that I can track it internally. The default probe request is sent in the format of ://127.0.0.1:. Azure Tip #9 Application Gateway Backend Certificate not whitelisted Error, Azure DevOps Fix for Access to path \SourceMapping.json is denied. 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. Cause: After the TCP connection has been established and a TLS handshake is done (if TLS is enabled), Application Gateway will send the probe as an HTTP GET request to the backend server. The status retrieved by any of these methods can be any one of the following states: If the backend health status for a server is healthy, it means that Application Gateway will forward the requests to that server. To subscribe to this RSS feed, copy and paste this URL into your RSS reader. In the Certificate properties, select the Details tab. probe setting. Azure Application Gateway: 502 error due to backend certificate not If you can't connect on the port from your local machine as well, then: a. Change). The text was updated successfully, but these errors were encountered: @sajithvasu I am not aware of any changes that have been made on the App Gateway side that would make this not work. Service: application-gateway; GitHub Login: @vhorne; Microsoft Alias: absha; The text was updated successfully, but these errors were encountered: . what we are doing is actually trying to simulate the Linux box as AppGW as if that machine is trying probe to the backend server as AppGW. When we check the certificate with the openssl there were following errors: privacy statement. An authentication certificate is required to allow backend instances in Application Gateway v1 SKU. Opinions, tips, and news orbiting Microsoft. Required fields are marked *. here is the sample command you need to run, from the machine that can connect to the backend server/application. to your account. Your certificate is successfully exported. Failing endpoint is missing root CA as working one has it. Hi @TravisCragg-MSFT : Were you able to check this? The backend certificate can be the same as the TLS/SSL certificate or different for added security. This usually happens when the FQDN of the backend has not been entered correctly.. If you've already registered, sign in. If the server returns any other status code, it will be marked as Unhealthy with this message. Now, this is the frustrating partwithin IIS, all of my sites are bound too each specified certificate (sharing a single cert across all the sites wont work for this scenario because of the difference in SSL and URL names), What the MSFT document (https://docs.microsoft.com/en-us/azure/application-gateway/application-gateway-end-to-end-ssl-powershell) fails to tell you, is that you need a Default SITE binding to a certificate, without SNI ticked. 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. @TravisCragg-MSFT : Did you find out anything? Cause: Application Gateway resolves the DNS entries for the backend pool at time of startup and doesn't update them dynamically while running. Message: The server certificate used by the backend is not signed by a well-known Certificate Authority (CA). Select the root certificate and then select View Certificate. The v2 SKU is not an option at the moment due to lack of UDR support. xcolor: How to get the complementary color. @sajithvasu My apologies for this taking a long time, but there are some strange issues here(as you have already discovered). I had to add a directive in the webserver conf file to enable presentation of the full trust chain. @TravisCragg-MSFT: Any luck? An existing backend certificate is required to generate the authentication certificates or trusted root certificates required for allowing backend instances with Application Gateway. Move to the Certification Path view to view the certification authority. i have configured a Azure Application gateway (v2) and there is one backend servers. OpenSSL> s_client -connect 10.0.0.4:443 -servername www.example.com -showcerts 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. 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 ? Hope this helps. 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 , you can check yourself as below, Now lets discuss what exactly is the confusion here if we have multiple Chain Cert, Check this below 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. Find out more about the Microsoft MVP Award Program. Would you like to involve with it ? But if this message is displayed, it suggests that Application Gateway couldn't successfully resolve the IP address of the FQDN entered. backend server, it waits for a response from the backend server for a configured period. A few things to check: a. If there's a custom DNS server configured on the virtual network, verify that the servers can resolve public domains. applications. In 5e D&D and Grim Hollow, how does the Specter transformation affect a human PC in regards to the 'undead' characteristics and spells? Sure I would be glad to get involved if needed. @EmreMARTiN , you mentioned your backend certificate is from "Digicert" which is already a well-known trusted CA. Azure Applicaiton Gateway V2 Certification Issue #62578 - Github Configure that certificate on your backend server. By default, Azure Application Gateway probes backend servers to check their health status and to check whether they're ready to serve requests. Now you may ask why it works when you browse the backend directly through browser. Also check whether any NSG/UDR/Firewall is blocking access to the Ip and port of this backend. We are in the same situation as @JeromeVigne: App Gateway v1 as front-end to API Management, the health probe is unhealthy with the "Backend server certificate is not whitelisted with Application Gateway." When I use v2 SKU with the option to trust the backend certificate from APIM it works. https://docs.microsoft.com/en-us/azure/application-gateway/application-gateway-end-to-end-ssl-powershell, Azure Cyber Security: Protect & Secure Your Cloud Infrastructure, Send Text & WhatsApp Messages for Azure VM Status with Azure Automation, Migrate SOAR Use Cases from Splunk to Microsoft Sentinel, Azure Defender and Azure Sentinel Alerts Bi-Directional Sync. We should get one Linux machine which is in the same subnet/VNET of the backend application and run the following commands. Application Gateway doesn't provide you any mechanism to create or purchase a TLS/SSL certificate. here is the IP is your backend Application IP , it changes as per your backend pool you can use even use the hostname directly here. The certificate added to Backend HTTP Setting to authenticate the backend servers can be the same as the certificate added to the listener for TLS termination at application gateway or different for enhanced security. Configuration details on Applicaiton Gateway: i am stuck with that issue, i am thinking maybe it can be a bug but can not be sure. To allow this access, upload trusted root certificates (for v2 SKU) of the back-end servers to the application gateway. respond within the configured period (the timeout value), it's marked as Unhealthy until it starts responding within the configured timeout period again. For example, you can use OpenSSL to verify the certificate and its properties and then try reuploading the certificate to the Application Gateway HTTP settings. You should see the root certificate details. You signed in with another tab or window. Let me know here if you face any issue reaching Azure support or if you do not have any support plan for your subscription. Open the Application Gateway HTTP Settings page in the Azure portal. Alternatively, you can export the root certificate from a client machine by directly accessing the server (bypassing Application Gateway) through browser and exporting the root certificate from the browser. Can you please add reference to relevant Microsoft Docs page you are following? For testing purposes, you can create a self-signed certificate but you shouldn't use it for production workloads. Check whether the backend server requires authentication. To do end to end TLS, Application Gateway requires the backend instances to be allowed by uploading authentication/trusted root certificates. Follow steps 1a and 1b to determine your subnet. Check the document page that's provided in step 3a to learn more about how to create NSG rules. Check whether the virtual network is configured with a custom DNS server. Adding the certificate ensures that the application gateway communicates only with known back-end instances. There is ROOT certificate on httpsettings. PS : Dont forget to upload the CER file to the HTTP settings in ApplicationGateway before you do the Health Check. Reference document: https://learn.microsoft.com/en-us/azure/application-gateway/ssl-overview#for-probe-traffic. During SSL negotiation , Client sends Client Hello and Server Responds with Server Hello with its Certificate to the Client. or is that all the backend pools has to serve the request for one application ? If you can resolve the IP address, there might be something wrong with the DNS configuration in the virtual network. In this example, you'll use a TLS/SSL certificate for the backend certificate and export its public key to be used as . Note that this .CER file must match the certificate (PFX) deployed at the backend application. Is "I didn't think it was serious" usually a good defence against "duty to rescue"? If the domain is private or internal, try to resolve it from a VM in the same virtual network. Ensure that you add the correct root certificate to allowlist the backend. When i check health probe details are following: It is required for docs.microsoft.com GitHub issue linking. Version Independent ID: d85aa8fe-7270-d073-ea56-d1c0759383b8. I had this same issue. If the null hypothesis is never really true, is there a point to using a statistical test without a priori power analysis? The -servername switch is used in shared hosting environments. Sign in 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. Message: Time taken by the backend to respond to application gateway's health probe is more than the timeout threshold in the probe setting. This configuration further secures end-to-end communication. https://learn.microsoft.com/en-us/azure/application-gateway/ssl-overview#end-to-end-tls-with-the-v2-sku. Application Gateway must be restarted after any modification to the backend server DNS entries to begin to use the new IP addresses. Access the backend server directly and check the time taken for the server to respond on that page. Open your Application Gateway HTTP settings in the portal. I guess you need a Default SITE binding to a certificate, without SNI ticked. Server will send its Certificate and because AppGW will already have its Root Cert, it verifies the backend server certificate and finds that it was issued by the Root cert which it is Trusting and they it starts connecting on HTTPs further for probing. "The root certificate of the server certificate used by the backend does not match the trusted root certificate added to the application gateway". Most of the browsers are thick clients , so it may work in the new browsers but reverse proxies like Application Gateway wont behave like our browsers they only trust the certificates if the backend sends the complete chain. For File to Export, Browse to the location to which you want to export the certificate. Check whether your server allows this method. 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. Ive deployed 2 Virtual Machines in North Europe (Across Zones 1 and 2) both configured with IIS with 6 sites with different URLs (all with Server Name Indication ticked) installed all the certificates to match their names as-well. 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 . Then, click Next. 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. 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. Do not edit this section. This happens when an NSG/UDR/Firewall on the application gateway subnet is blocking traffic on ports 65503-65534 in case of v1 SKU, and ports 65200-65535 in case of the v2 SKU or if the FQDN configured in the backend pool could not be resolved to an IP address. If your cert is issued by Internal Root CA , you would have export the root cert and import it the Trust Root Store in the Client. here is the sample command you need to run, from the linux box that can connect to the backend application. If the certificate wasn't issued by a trusted CA (for example, if a self-signed certificate was used), users should upload the issuer's certificate to Application Gateway. here is what happens in in Multiple chain certificate. To learn more visit - https://aka.ms/UnknownBackendHealth. 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. How to Change Network Location to Private, Public, or Domain in Windows 11? Message: Application Gateway could not connect to the backend. Make sure https probe is configured correctly as well. Have a question about this project? Quickstart - Configure end-to-end SSL encryption with Azure Application Gateway - Azure portal, articles/application-gateway/end-to-end-ssl-portal.md, https://www.domstamand.com/end-to-end-ssl-solution-using-web-apps-and-azure-application-gateway-multisite-hosting/, https://learn.microsoft.com/en-us/azure/application-gateway/ssl-overview#for-probe-traffic, Version Independent ID: 948878b1-6224-e4c5-e65a-3009c4feda74. I am using the base64 encoded .CER file without the chain (w/o intermediary and root) at the https setting of the backend settings of application gateway and it is working fine (see image below). 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.
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