diff --git a/tests/data_files/Makefile b/tests/data_files/Makefile
index 3f7a7696d..aeebf67bd 100644
--- a/tests/data_files/Makefile
+++ b/tests/data_files/Makefile
@@ -166,6 +166,10 @@ server5-ss-forgeca.crt: server5.key
 	$(FAKETIME) '2015-09-01 14:08:43' $(OPENSSL) req -x509 -new -subj "/C=UK/O=mbed TLS/CN=mbed TLS Test intermediate CA 3" -set_serial 77 -config $(test_ca_config_file) -extensions noext_ca -days 3650 -sha256 -key $< -out $@
 all_final += server5-ss-forgeca.crt
 
+server5-tricky-ip-san.crt: server5.key
+	$(OPENSSL) req -x509 -new -subj "/C=UK/O=Mbed TLS/CN=Mbed TLS Tricky IP SAN" -set_serial 77 -config $(test_ca_config_file) -extensions tricky_ip_san -days 3650 -sha256 -key server5.key -out $@
+all_final += server5-tricky-ip-san.crt
+
 ################################################################
 #### Generate various RSA keys
 ################################################################
diff --git a/tests/data_files/server5-tricky-ip-san.crt b/tests/data_files/server5-tricky-ip-san.crt
new file mode 100644
index 000000000..135830fbe
--- /dev/null
+++ b/tests/data_files/server5-tricky-ip-san.crt
@@ -0,0 +1,11 @@
+-----BEGIN CERTIFICATE-----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+-----END CERTIFICATE-----
diff --git a/tests/data_files/test-ca.opensslconf b/tests/data_files/test-ca.opensslconf
index f66b39e3c..3f8d8f558 100644
--- a/tests/data_files/test-ca.opensslconf
+++ b/tests/data_files/test-ca.opensslconf
@@ -26,3 +26,7 @@ issuingDistributionPoint=@idpdata
 
 [idpdata]
 fullname=URI:http://pki.example.com/
+
+# these IPs are the ascii values for 'abcd' and 'abcd.example.com'
+[tricky_ip_san]
+subjectAltName=IP:97.98.99.100,IP:6162:6364:2e65:7861:6d70:6c65:2e63:6f6d
diff --git a/tests/suites/test_suite_x509parse.data b/tests/suites/test_suite_x509parse.data
index 41f5cc79b..75543b156 100644
--- a/tests/suites/test_suite_x509parse.data
+++ b/tests/suites/test_suite_x509parse.data
@@ -831,6 +831,14 @@ X509 Certificate verification #97 (next profile Valid Cert SHA256 Digest)
 depends_on:MBEDTLS_SHA256_C:MBEDTLS_PEM_PARSE_C:MBEDTLS_RSA_C:MBEDTLS_PKCS1_V15:MBEDTLS_ECDSA_C:MBEDTLS_SHA1_C
 x509_verify:"data_files/cert_sha256.crt":"data_files/test-ca.crt":"data_files/crl-ec-sha256.pem":"NULL":0:0:"next":"NULL"
 
+X509 Certificate verification: domain identical to IPv4 in SubjectAltName
+depends_on:MBEDTLS_PEM_PARSE_C:MBEDTLS_ECDSA_C:MBEDTLS_SHA256_C:MBEDTLS_ECP_DP_SECP256R1_ENABLED:MBEDTLS_RSA_C
+x509_verify:"data_files/server5-tricky-ip-san.crt":"data_files/server5-tricky-ip-san.crt":"data_files/crl_sha256.pem":"abcd":MBEDTLS_ERR_X509_CERT_VERIFY_FAILED:MBEDTLS_X509_BADCERT_CN_MISMATCH:"":"NULL"
+
+X509 Certificate verification: domain identical to IPv6 in SubjectAltName
+depends_on:MBEDTLS_PEM_PARSE_C:MBEDTLS_ECDSA_C:MBEDTLS_SHA256_C:MBEDTLS_ECP_DP_SECP256R1_ENABLED:MBEDTLS_RSA_C
+x509_verify:"data_files/server5-tricky-ip-san.crt":"data_files/server5-tricky-ip-san.crt":"data_files/crl_sha256.pem":"abcd.example.com":MBEDTLS_ERR_X509_CERT_VERIFY_FAILED:MBEDTLS_X509_BADCERT_CN_MISMATCH:"":"NULL"
+
 X509 Certificate verification callback: bad name
 depends_on:MBEDTLS_PEM_PARSE_C:MBEDTLS_ECDSA_C:MBEDTLS_SHA256_C:MBEDTLS_ECP_DP_SECP256R1_ENABLED:MBEDTLS_ECP_DP_SECP384R1_ENABLED
 x509_verify_callback:"data_files/server5.crt":"data_files/test-ca2.crt":"globalhost":MBEDTLS_ERR_X509_CERT_VERIFY_FAILED:"depth 1 - serial C1\:43\:E2\:7E\:62\:43\:CC\:E8 - subject C=NL, O=PolarSSL, CN=Polarssl Test EC CA - flags 0x00000000\ndepth 0 - serial 09 - subject C=NL, O=PolarSSL, CN=localhost - flags 0x00000004\n"