US crude oil fell sharply in Asian trading despite fresh American strikes on targets in southern Iran.
West Texas Intermediate, the main US oil benchmark, dropped more than 5% to $91.33 a barrel.
Brent crude rose 1.6% to $97.68 a barrel.
Oil prices had already fallen below $100 after hopes grew that the Strait of Hormuz could reopen if Washington and Tehran reached a deal.
But those hopes were tested after CENTCOM said US forces hit missile sites in southern Iran and vessels trying to lay mines.
The strikes could put pressure on a fragile ceasefire in place since 8 April.
Markets are watching for signs that tensions in the Gulf will ease or flare again.
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