All Photos(1)
Synonym(s):
3-(α-Acetonylbenzyl)-4,7-dihydrocoumarin, 4-7-Dihydroxy-3-(3-oxo-1-phenylbutyl)-2H-1-benzopyran-2-one
Empirical Formula (Hill Notation):
C19H16O5
CAS Number:
Molecular Weight:
324.33
MDL number:
UNSPSC Code:
12161501
PubChem Substance ID:
NACRES:
NA.77
Recommended Products
form
solid
Quality Level
color
white
mp
220 °C
solubility
DMSO: soluble
storage temp.
2-8°C
SMILES string
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
InChI key
SKFYEJMLNMTTJA-UHFFFAOYSA-N
Application
7-Hydroxywarfarin can be used for the metabolic assays of (S)-warfarin.
Biochem/physiol Actions
CYP2C9 metabolite of (S)-warfarin.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Preparation Note
7-Hydroxywarfarin is soluble in DMSO.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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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
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
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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