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UC211

Sigma-Aldrich

7-Hydroxywarfarin

Synonyme(s) :

3-(α-Acetonylbenzyl)-4,7-dihydrocoumarin, 4-7-Dihydroxy-3-(3-oxo-1-phenylbutyl)-2H-1-benzopyran-2-one

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About This Item

Formule empirique (notation de Hill):
C19H16O5
Numéro CAS:
17834-03-6
Poids moléculaire :
324.33
Numéro MDL:
MFCD00272668
Code UNSPSC :
12161501
ID de substance PubChem :
329827660
Nomenclature NACRES :
NA.77

Forme

solid

Couleur

white

Pf

220 °C

Solubilité

DMSO: soluble

Température de stockage

2-8°C

Chaîne SMILES 

CC(CC(C1=C(O)C(C=CC(O)=C2)=C2OC1=O)C3=CC=CC=C3)=O

InChI

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

Clé InChI

SKFYEJMLNMTTJA-UHFFFAOYSA-N

Application

7-Hydroxywarfarin can be used for the metabolic assays of (S)-warfarin.

Actions biochimiques/physiologiques

CYP2C9 metabolite of (S)-warfarin.

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Notes préparatoires

7-Hydroxywarfarin is soluble in DMSO.

Pictogrammes

CorrosionExclamation mark
GHS05,GHS07

Mention d'avertissement

Danger

Mentions de danger

H302,H318

Classification des risques

Acute Tox. 4 Oral - Eye Dam. 1

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

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

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Consulter la Bibliothèque de documents

Tsukasa Uno et al.
Therapeutic drug monitoring, 29(3), 333-339 (2007-05-29)
A simple and sensitive column-switching high-performance liquid chromatographic method for the simultaneous determination of warfarin enantiomers and their metabolites, 7-hydroxywarfarin enantiomers, in human plasma is described. Warfarin enantiomers, 7-hydroxywarfarin enantiomers, and an internal standard, diclofenac sodium, were extracted from 1
Tae Inoue et al.
Drug metabolism and disposition: the biological fate of chemicals, 36(12), 2429-2433 (2008-09-12)
Chimeric mice having humanized livers were constructed by transplantation of human hepatocytes. In this study, we investigated whether these mice have a capacity for drug metabolism similar to that of humans by examining hydroxylation of S-warfarin, which is predominantly metabolized
D Lang et al.
Journal of chromatography. B, Biomedical applications, 672(2), 305-309 (1995-10-20)
The formation of 7-hydroxywarfarin in incubations of (S)-warfarin with human liver microsomes reflects their cytochrome P-4502C9 activity. This paper describes a rapid high-performance liquid chromatographic method for the determination of 7-hydroxywarfarin with high sensitivity, selectivity, and a simple sample clean-up
Masahiro Utoh et al.
Biochemical pharmacology, 95(2), 110-114 (2015-03-25)
Cynomolgus monkeys are widely used as non-human primate species in preclinical studies, due to their close evolutionary relationship to humans. Monkey cytochrome P450 2C19 (formerly known as P450 2C75), highly homologous to human P450 2C19, has been identified to be
H Takahashi et al.
Journal of chromatography. B, Biomedical sciences and applications, 701(1), 71-80 (1997-12-06)
Enantiomers of warfarin and 7-hydroxywarfarin in human plasma and urine, respectively, were determined by high-performance liquid chromatography using a cellulose-derivative column with UV or fluorescent detection, and their absolute configuration was determined simultaneously by a circular dichroism spectropolarimeter connected in
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