[{"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' into Italian is 'Io avrei dovuto saperlo.' This phrase is used to express regret or realization that you should have been aware of something beforehand."}]