17834-04-7
Chemical Structure
8-Hydroxywarfarin
Synonym(s): 8-OH Warfarin
- CAS No.: 17834-04-7
- Formula:C19H16O5
- Molecular Weight:324.33
IUPAC Name: 4,8-dihydroxy-3-(3-oxo-1-phenylbutyl)-2H-chromen-2-one
InChIKey: BHBOXPNWDGYJNB-UHFFFAOYSA-N
SMILES: O=C1C(C(CC(C)=O)C2=CC=CC=C2)=C(C3=C(O1)C(O)=CC=C3)O
Biological Activity: 8-Hydroxywarfarin (8-OH Warfarin) is a CYP2C9 inhibitor. 8-Hydroxywarfarin inactivates the anticoagulant activity of Warfarin (HY-B0687) via 8-hydroxylation. 8-Hydroxywarfarin serves as a glucuronidation substrate for UGT1A1, UGT1A8, UGT1A9, as well as wild-type/mutant UGT1A10. This reaction enhances its polarity, solubility and excretion efficiency, and the process is independent of phenylalanine90 of UGT1A10. 8-Hydroxywarfarin can be used in studies related to thromboembolic diseases[1][2].
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8-Hydroxywarfarin | 8-Hydroxywarfarin (8-OH Warfarin) is a CYP2C9 inhibitor. 8-Hydroxywarfarin inactivates the anticoagulant activity of Warfarin (HY-B0687) via 8-hydroxylation. 8-Hydroxywarfarin serves as a glucuronidation substrate for UGT1A1, UGT1A8, UGT1A9, as well as wild-type/mutant UGT1A10. This reaction enhances its polarity, solubility and excretion efficiency, and the process is independent of phenylalanine90 of UGT1A10. 8-Hydroxywarfarin can be used in studies related to thromboembolic diseases. | |||||||||||||||||||||
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8-Hydroxy warfarin-d5 | 8-Hydroxy warfarin-d5 can be used as an internal standard for the quantification of Warfarin and its known metabolites. | |||||||||||||||||||||
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- [1]. Miller GP, et al. Identification of hydroxywarfarin binding site in human UDP glucuronosyltransferase 1a10: phenylalanine90 is crucial for the glucuronidation of 6- and 7-hydroxywarfarin but not 8-hydroxywarfarin. Drug Metab Dispos. 2008 Nov;36(11):2211-8. [Content Brief]
- [2]. Zielinska A, et al. Glucuronidation of monohydroxylated warfarin metabolites by human liver microsomes and human recombinant UDP-glucuronosyltransferases. The Journal of pharmacology and experimental therapeutics. 2008 Jan;324(1):139-48. [Content Brief]
