diff --git a/packages/misskey-js/etc/misskey-js.api.md b/packages/misskey-js/etc/misskey-js.api.md
index 040e9429f0..25ad5d4788 100644
--- a/packages/misskey-js/etc/misskey-js.api.md
+++ b/packages/misskey-js/etc/misskey-js.api.md
@@ -347,6 +347,12 @@ type AdminResetPasswordResponse = operations['admin___reset-password']['response
 // @public (undocumented)
 type AdminResolveAbuseUserReportRequest = operations['admin___resolve-abuse-user-report']['requestBody']['content']['application/json'];
 
+// @public (undocumented)
+type AdminRolesAnnotateConditionRequest = operations['admin___roles___annotate-condition']['requestBody']['content']['application/json'];
+
+// @public (undocumented)
+type AdminRolesAnnotateConditionResponse = operations['admin___roles___annotate-condition']['responses']['200']['content']['application/json'];
+
 // @public (undocumented)
 type AdminRolesAssignRequest = operations['admin___roles___assign']['requestBody']['content']['application/json'];
 
@@ -1622,6 +1628,8 @@ declare namespace entities {
         AdminResetPasswordRequest,
         AdminResetPasswordResponse,
         AdminResolveAbuseUserReportRequest,
+        AdminRolesAnnotateConditionRequest,
+        AdminRolesAnnotateConditionResponse,
         AdminRolesAssignRequest,
         AdminRolesCloneRequest,
         AdminRolesCloneResponse,
diff --git a/packages/misskey-js/src/autogen/apiClientJSDoc.ts b/packages/misskey-js/src/autogen/apiClientJSDoc.ts
index 0e061c8e06..61f2afb90c 100644
--- a/packages/misskey-js/src/autogen/apiClientJSDoc.ts
+++ b/packages/misskey-js/src/autogen/apiClientJSDoc.ts
@@ -867,6 +867,17 @@ declare module '../api.js' {
       credential?: string | null,
     ): Promise<SwitchCaseResponseType<E, P>>;
 
+    /**
+     * No description provided.
+     * 
+     * **Credential required**: *Yes* / **Permission**: *read:admin:roles*
+     */
+    request<E extends 'admin/roles/annotate-condition', P extends Endpoints[E]['req']>(
+      endpoint: E,
+      params: P,
+      credential?: string | null,
+    ): Promise<SwitchCaseResponseType<E, P>>;
+
     /**
      * No description provided.
      * 
diff --git a/packages/misskey-js/src/autogen/endpoint.ts b/packages/misskey-js/src/autogen/endpoint.ts
index 5bdaa58a6f..32a5013ab6 100644
--- a/packages/misskey-js/src/autogen/endpoint.ts
+++ b/packages/misskey-js/src/autogen/endpoint.ts
@@ -103,6 +103,8 @@ import type {
 	AdminResetPasswordRequest,
 	AdminResetPasswordResponse,
 	AdminResolveAbuseUserReportRequest,
+	AdminRolesAnnotateConditionRequest,
+	AdminRolesAnnotateConditionResponse,
 	AdminRolesAssignRequest,
 	AdminRolesCloneRequest,
 	AdminRolesCloneResponse,
@@ -748,6 +750,7 @@ export type Endpoints = {
 	'admin/relays/remove': { req: AdminRelaysRemoveRequest; res: EmptyResponse };
 	'admin/reset-password': { req: AdminResetPasswordRequest; res: AdminResetPasswordResponse };
 	'admin/resolve-abuse-user-report': { req: AdminResolveAbuseUserReportRequest; res: EmptyResponse };
+	'admin/roles/annotate-condition': { req: AdminRolesAnnotateConditionRequest; res: AdminRolesAnnotateConditionResponse };
 	'admin/roles/assign': { req: AdminRolesAssignRequest; res: EmptyResponse };
 	'admin/roles/clone': { req: AdminRolesCloneRequest; res: AdminRolesCloneResponse };
 	'admin/roles/create': { req: AdminRolesCreateRequest; res: AdminRolesCreateResponse };
diff --git a/packages/misskey-js/src/autogen/entities.ts b/packages/misskey-js/src/autogen/entities.ts
index 4ad9c9afbb..9254758109 100644
--- a/packages/misskey-js/src/autogen/entities.ts
+++ b/packages/misskey-js/src/autogen/entities.ts
@@ -106,6 +106,8 @@ export type AdminRelaysRemoveRequest = operations['admin___relays___remove']['re
 export type AdminResetPasswordRequest = operations['admin___reset-password']['requestBody']['content']['application/json'];
 export type AdminResetPasswordResponse = operations['admin___reset-password']['responses']['200']['content']['application/json'];
 export type AdminResolveAbuseUserReportRequest = operations['admin___resolve-abuse-user-report']['requestBody']['content']['application/json'];
+export type AdminRolesAnnotateConditionRequest = operations['admin___roles___annotate-condition']['requestBody']['content']['application/json'];
+export type AdminRolesAnnotateConditionResponse = operations['admin___roles___annotate-condition']['responses']['200']['content']['application/json'];
 export type AdminRolesAssignRequest = operations['admin___roles___assign']['requestBody']['content']['application/json'];
 export type AdminRolesCloneRequest = operations['admin___roles___clone']['requestBody']['content']['application/json'];
 export type AdminRolesCloneResponse = operations['admin___roles___clone']['responses']['200']['content']['application/json'];
diff --git a/packages/misskey-js/src/autogen/types.ts b/packages/misskey-js/src/autogen/types.ts
index 03304eb69f..0551bdc44f 100644
--- a/packages/misskey-js/src/autogen/types.ts
+++ b/packages/misskey-js/src/autogen/types.ts
@@ -720,6 +720,15 @@ export type paths = {
      */
     post: operations['admin___resolve-abuse-user-report'];
   };
+  '/admin/roles/annotate-condition': {
+    /**
+     * admin/roles/annotate-condition
+     * @description No description provided.
+     *
+     * **Credential required**: *Yes* / **Permission**: *read:admin:roles*
+     */
+    post: operations['admin___roles___annotate-condition'];
+  };
   '/admin/roles/assign': {
     /**
      * admin/roles/assign
@@ -10521,6 +10530,63 @@ export type operations = {
       };
     };
   };
+  /**
+   * admin/roles/annotate-condition
+   * @description No description provided.
+   *
+   * **Credential required**: *Yes* / **Permission**: *read:admin:roles*
+   */
+  'admin___roles___annotate-condition': {
+    requestBody: {
+      content: {
+        'application/json': {
+          /** Format: misskey:id */
+          userId: string;
+          condFormula: Record<string, never>;
+        };
+      };
+    };
+    responses: {
+      /** @description OK (with results) */
+      200: {
+        content: {
+          'application/json': {
+            [key: string]: boolean;
+          };
+        };
+      };
+      /** @description Client error */
+      400: {
+        content: {
+          'application/json': components['schemas']['Error'];
+        };
+      };
+      /** @description Authentication error */
+      401: {
+        content: {
+          'application/json': components['schemas']['Error'];
+        };
+      };
+      /** @description Forbidden error */
+      403: {
+        content: {
+          'application/json': components['schemas']['Error'];
+        };
+      };
+      /** @description I'm Ai */
+      418: {
+        content: {
+          'application/json': components['schemas']['Error'];
+        };
+      };
+      /** @description Internal server error */
+      500: {
+        content: {
+          'application/json': components['schemas']['Error'];
+        };
+      };
+    };
+  };
   /**
    * admin/roles/assign
    * @description No description provided.