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UC209

4-Hydroxywarfarin

Name: 4-Hydroxywarfarin
Brand: SIGMA

Synonym(s):

4-Hydroxy-3-[1´-(4´´-hydroxyphenyl)-3´-oxobutyl]-2H-1-benzopyran-2-one

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About This Item

Empirical Formula (Hill Notation):

C₁₉H₁₆O₅

CAS Number:

24579-14-4

Molecular Weight:

324.33

NACRES:

NA.77

PubChem Substance ID:

329827658

UNSPSC Code:

12161501

MDL number:

MFCD00272666

Form:

solid

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form

solid

color

off-white

solubility

DMSO: soluble, methanol: soluble

storage temp.

2-8°C

SMILES string

CC(=O)CC(c1ccc(O)cc1)C2=C(O)c3ccccc3OC2=O

InChI

1S/C19H16O5/c1-11(20)10-15(12-6-8-13(21)9-7-12)17-18(22)14-4-2-3-5-16(14)24-19(17)23/h2-9,15,21-22H,10H2,1H3

InChI key

RRZWAMPDGRWRPF-UHFFFAOYSA-N

Application

4-Hydroxywarfarin has been used to study its effects on the inhibition of CYP2C9-mediated S-warfarin metabolism.

Biochem/physiol Actions

Minor CYP3A4 metabolite od (S)-warfarin.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Preparation Note

4-Hydroxywarfarin is soluble in methanol and DMSO.

pictograms

GHS05,GHS07

signalword

Danger

hcodes

H302,H318

pcodes

P280 - P301 + P312 + P330 - P305 + P351 + P338 + P310

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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In vitro stimulation of warfarin metabolism by quinidine: increases in the formation of 4'- and 10-hydroxywarfarin.

J S Ngui et al.

Drug metabolism and disposition: the biological fate of chemicals, 29(6), 877-886 (2001-05-17)

It has been demonstrated that the activity of cytochrome P450 (CYP)3A4 in certain cases is stimulated by quinidine (positive heterotropic cooperativity). We report herein that the 4'- and 10-hydroxylation of S- and R-warfarin are enhanced in human liver microsomal incubations

Microbial models of mammalian metabolism: conversion of warfarin to 4'-hydroxywarfarin using Cunninghamella bainieri.

J D Rizzo et al.

Journal of pharmaceutical sciences, 78(3), 183-189 (1989-03-01)

Warfarin, an anticoagulant and "metabolic probe" for cytochrome P-450 isozyme multiplicity, is metabolized to 4'-hydroxywarfarin, a principle mammalian metabolite, using the fungus Cunninghamella bainieri (UI-3065). The metabolite was isolated from cell suspension cultures and characterized by analytical (TLC, HPLC, GC-MS)

Simultaneous determination of warfarin and 7-hydroxywarfarin in rat plasma by HPLC-FLD.

Aref Zayed et al.

Acta pharmaceutica (Zagreb, Croatia), 70(3), 343-357 (2020-02-20)

In this study, high-performance liquid chromatography with fluorescence detection (HPLC-FLD) has been used for the first time, for direct determination of warfarin and its major metabolite, 7-hydroxywarfarin, in rat plasma. The simple and sensitive method was developed using Fortis® reversed-phase

Introducing online multicolumn two-dimensional liquid chromatography screening for facile selection of stationary and mobile phase conditions in both dimensions.

Heather Wang et al.

Journal of chromatography. A, 1622, 460895-460895 (2020-05-16)

Baseline separation and analysis of multicomponent mixtures of closely related pharmaceuticals using single column selectivity can often be challenging, requiring the combination of orthogonal stationary and mobile phase methods to monitor all the species and optimize reaction outcomes. In recent

Contribution of three CYP3A isoforms to metabolism of R- and S-warfarin.

Drew R Jones et al.

Drug metabolism letters, 4(4), 213-219 (2010-07-10)

Effective coumadin (R/S-warfarin) therapy is complicated by inter-individual variability in metabolism. Recent studies have demonstrated that CYP3A isoforms likely contribute to patient responses and clinical outcomes. Despite a significant focus on CYP3A4, little is known about CYP3A5 and CYP3A7 metabolism

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Global Trade Item Number

SKU	GTIN
UC209-10MG	04061832931937
UC209-5MG	04061832931944

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