A phase I metabolite of (+)-warfarin
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6-hydroxy Warfarin

Item No. 9000632

Technical Information
Formal Name
4,6-dihydroxy-3-(3-oxo-1-phenylbutyl)-2H-1-benzopyran-2-one
CAS Number
17834-02-5
Molecular Formula
C19H16O5
Formula Weight
Purity
≥98%
A solid
DMSO: SolubleMethanol: Soluble
SMILES
O=C1OC2=CC=C(O)C=C2C(O)=C1C(C3=CC=CC=C3)CC(C)=O
InChi Code
InChI=1S/C19H16O5/c1-11(20)9-14(12-5-3-2-4-6-12)17-18(22)15-10-13(21)7-8-16(15)24-19(17)23/h2-8,10,14,21-22H,9H2,1H3
InChi Key
IQWPEJBUOJQPDE-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    6-hydroxy Warfarin is a metabolite of (+)-warfarin (Item No. 13526), which is a weaker vitamin K antagonist than (-)-warfarin (Item No. 13531).1,2,3 Both isomers of warfarin are metabolized by the cytochrome P450 isoform 2C9 (CYP2C9); however, stereoselective metabolism also occurs, with CYP1A1 and CYP1A2 primarily responsible for metabolism of (+)-warfarin to 6-hydroxy warfarin.1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Zhang, Z., Fasco, M.J., Huang, Z., et alHuman cytochromes P4501A1 and P4501A2: R-warfarin metabolism as a probe. Drug. Metab. Dispos. 23(12), 1339-1346 (1995).

    2. Kaminsky, L.S., and Zhang, Z.-Y. Human P450 metabolism of warfarin. Pharmacol. Ther. 73(1), 67-74 (1997).

    3. Hirsh, J., Fuster, V., Ansell, J., et alAmerican heart association/american college of cardiology foundation guide to warfarin therapy. J. Am. Coll. Cardiol. 41(9), 1633-1652 (2003).