diff --git a/javaagent-tooling/src/main/java/io/opentelemetry/javaagent/tooling/ExtensionClassLoader.java b/javaagent-tooling/src/main/java/io/opentelemetry/javaagent/tooling/ExtensionClassLoader.java
index 47a5a6ed0475..43a77482838c 100644
--- a/javaagent-tooling/src/main/java/io/opentelemetry/javaagent/tooling/ExtensionClassLoader.java
+++ b/javaagent-tooling/src/main/java/io/opentelemetry/javaagent/tooling/ExtensionClassLoader.java
@@ -167,7 +167,7 @@ private static void addFileUrl(List<URL> result, File file) {
     try {
       // skip shading extension classes if opentelemetry-api is not shaded (happens when using
       // disableShadowRelocate=true)
-      if (Context.class.getName().contains("shaded")) {
+      if (Context.class.getName().contains(".shaded.")) {
         URL wrappedUrl = new URL("otel", null, -1, "/", new RemappingUrlStreamHandler(file));
         result.add(wrappedUrl);
       } else {