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The first person who answered this question is an idiot. Grapefruit juice contains CYP3A4 inhibiting compound so yes, it does interact with various drugs, xanax being one of them. 3YP3A4 is the enzyme which metabolises xanax so drinking grapefruit juice with xanax potentiates the xanax because less of the xanax gets converted into inactive metabolites. Its not dangerous to take xanax with grapefruit juice at all, it just makes the xanax a little stronger so the obvious way to counteract that is to take less xanax. Heres a list of drugs that are metabolised by CYP3A4 (and thus potentiated by grapefruit juice):

https://en.wikipedia.org/wiki/CYP3A4#CYP3A4_ligands

the substrates box contains the drugs metabolised by the enzyme. If you look in the inhibitors box, you'll see the compounds in grapefruit juice.

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Q: How soon after eating grapefruit can you take medicine?
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