Octopus originally caught in net close to home left with a sad expression (9)
I believe the answer is:
woebegone
But I can't explain it at all! Could you help me understand?
(Other definitions for woebegone that I've seen before include "Miserable in appearance" , "Miserable-looking" , "Sad, miserable" , "crestfallen" , "Unhappy" .)