(S) -Acenocoumarol

Acenocoumarol is a chiral oral anticoagulant that inhibits vitamin K epoxide reductase. Its (S) -enantiomer exhibits higher in vitro potency but lower in vivo activity due to extensive first-pass metabolism and faster clearance compared to the more bioavailable (R) -enantiomer. This compound is used in research on thrombosis, pharmacokinetics, and stereoselective drug metabolism.