An internal standard for the quantification of acenocoumarol
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Unlabeled Version(s)
10010569Acenocoumarol
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Acenocoumarol-d4

Item No. 35477

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-hydroxy-3-[1-(4-nitrophenyl-2,3,5,6-d4)-3-oxobutyl]-2H-1-benzopyran-2-one
CAS Number
2937878-24-3
Synonyms
  • (±)-Acenocoumarin-d4
  • (±)-Nicoumalone-d4
Molecular Formula
C19H11D4NO6
Formula Weight
357.4
Purity
≥99% deuterated forms (d1-d4)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Acetonitrile: solubleDMSO: soluble
SMILES
OC(C1=CC=CC=C1O2)=C(C(CC(C)=O)C3=C([2H])C([2H])=C([N+]([O-])=O)C([2H])=C3[2H])C2=O
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/i6D,7D,8D,9D
InChi Key
VABCILAOYCMVPS-YKVCKAMESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    500 µg

    $134

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    1 mg

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    Product Description

    Acenocoumarol-d4 is intended for use as an internal standard for the quantification of acenocoumarol (Item No. 10010569) by GC- or LC-MS. 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 al. VKORC1 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 al. Evaluation 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 al. Anticoagulant activity of the enantiomers of acenocoumarol. Br. J. Clin. Pharmacol. 5(2), 187-188 (1978).