An anticoagulant and vitamin K antagonist
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Labeled Version(s)
35477Acenocoumarol-d4
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Acenocoumarol

Item No. 10010569

Technical Information
Formal Name
4-hydroxy-3-[1-(4-nitrophenyl)-3-oxobutyl]-2H-1-benzopyran-2-one
CAS Number
152-72-7
Synonyms
  • (±)-Acenocoumarin
  • (±)-Nicoumalone
  • G-23350
Molecular Formula
C19H15NO6
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 20 mg/mlDMF:PBS (pH 7.2) (1:3): 0.25 mg/mlDMSO: 10 mg/mlEthanol: 0.2 mg/ml
λmax
283 nm
SMILES
CC(=O)CC(c1ccc(cc1)[N+](=O)[O-])c1c(=O)oc2ccccc2c1O
InChi Code
InChI=1S/C19H15NO6/c1-11(21)10-15(12-6-8-13(9-7-12)20(24)25)17-18(22)14-4-2-3-5-16(14)26-19(17)23/h2-9,15,22H,10H2,1H3
InChi Key
VABCILAOYCMVPS-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Acenocoumarol is an anticoagulant and vitamin K antagonist.1 It inhibits the reduction of vitamin K1 epoxide to vitamin K1 by vitamin K1 epoxide reductase (VKOR) (IC50 = 1.5 and 5.8 nM for VKORC1 and VKORC1L1, respectively).1 Acenocoumarol also inhibits a variety of VKOR mutants in cell-based reporter assays (IC50s = 0.54-11.21 nM).2 It prolongs prothrombin time in rat blood when administered at a dose of 1.5 mg/kg.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Czogalla, K.J., Liphardt, K., Höning, K., et alVKORC1 and VKORC1L1 have distinctly different oral anticoagulant dose-response characteristics and binding sites. Blood Adv. 2(6), 691-702 (2018).

    2. Chen, X., Jin, D.-Y., Stafford, D.W., et alEvaluation of oral anticoagulants with vitamin K epoxide reductase in its native milieu. Blood 132(18), 1974-1984 (2018).

    3. Meinertz, T., Kasper, W., Kahl, C., et alAnticoagulant activity of the enantiomers of acenocoumarol. Br. J. Clin. Pharmacol. 5(2), 187-188 (1978).