YOU SAID:

THe headache he had had had had a nasty effect on his temprament

INTO JAPANESE

彼が持っていた頭痛は、彼の気質に悪い影響を与えていた

BACK INTO ENGLISH

The headaches he had had a bad effect on his temperament

INTO JAPANESE

彼が持っていた頭痛は彼の気質に悪影響を及ぼした

BACK INTO ENGLISH

The headaches he had had a bad effect on his temperament