UC213
(R)-(+)-Warfarin
≥97% (HPLC)
别名:
R-(+)-3-Acetonybenzyl)-4-hydroxycoumarin, R-(+)-4-Hydroxy-3-(3-oxo-1-phenybutyl)-2H-1-benzopyran-2-one
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关于此项目
经验公式（希尔记法）:
C19H16O4
化学文摘社编号:
分子量:
308.33
UNSPSC Code:
12161501
PubChem Substance ID:
EC Number:
226-908-9
MDL number:
Assay:
≥97% (HPLC)
Form:
solid
assay
≥97% (HPLC)
form
solid
color
white to pale yellow
mp
≥170 °C
solubility
DMF: soluble, DMSO: soluble, ethanol: soluble
storage temp.
2-8°C
SMILES string
[H][C@@](CC(C)=O)(c1ccccc1)C2=C(O)c3ccccc3OC2=O
InChI
1S/C19H16O4/c1-12(20)11-15(13-7-3-2-4-8-13)17-18(21)14-9-5-6-10-16(14)23-19(17)22/h2-10,15,21H,11H2,1H3/t15-/m1/s1
InChI key
PJVWKTKQMONHTI-OAHLLOKOSA-N
Gene Information
human ... CYP2C9(1559)
General description
The chiral carbon at position 9 produces two enantiomers, R- and S-warfarin. Commercially available warfarin (Coumadin or Jantoven) is a racemic mixture of S- and R-enantiomers.
Application
(R)-(+)-warfarin has been used to investigate whether enantiomers of warfarin stereoselectively interact with pregnane X nuclear receptor (PXR) to upregulate main drug/xenobiotic-metabolizing enzymes cytochrome P450 3A4 (CYP3A4) and cytochrome P450 2C9 (CYP2C9). It has also been used in HepG2 cells to study protein profiles
Biochem/physiol Actions
CYP1A2/3A4 substrate; anticoagulant.
Warfarin acts as a vitamin K antagonist. It is widely used to treat thromboembolic disorders. (R)-warfarin interacts with pregnane X receptor (PXR) and induces cytochrome P450 3A4 (CYP3A4) and CYP2C9 mRNAs expression in primary human hepatocyte cultures.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Preparation Note
(+)-Warfarin is soluble in DMF, DMSO and ethanol.
signalword
Danger
Hazard Classifications
Acute Tox. 1 Dermal - Acute Tox. 1 Inhalation - Acute Tox. 2 Oral - Aquatic Chronic 2 - Repr. 1A - STOT RE 1
target_organs
Blood
存储类别
6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable