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Merck
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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

Niveau de qualité

200

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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D J Black et al.
Drug metabolism and disposition: the biological fate of chemicals, 24(4), 422-428 (1996-04-01)
Consistent with expectations based on human in vitro microsomal experiments, administration of fluconazole (400 mg/day) for 6 days to six human volunteers significantly reduced the cytochrome P450 (P450)-dependent metabolic clearance of the warfarin enantiomers. In particular, P4502C9 catalyzed 6- and
Xuemin Jiang et al.
British journal of clinical pharmacology, 57(5), 592-599 (2004-04-20)
M: The aim of this study was to investigate the effect of St John's wort and ginseng on the pharmacokinetics and pharmacodynamics of warfarin. This was an open-label, three-way crossover randomized study in 12 healthy male subjects, who received a
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
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
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
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