[{"role": "user", "content": "I'd love to learn how to express regret in Italian, so could you please translate 'I should've known' into Italian for me?"}, {"role": "assistant", "content": "The translation of 'I should've known' in Italian is 'Avrei dovuto saperlo.' This phrase is used to express regret or disappointment about something that has happened, implying that you should have been aware of it beforehand."}]