A coumarin
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4-Hydroxycoumarin

Item No. 33568

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-hydroxy-2H-1-benzopyran-2-one
CAS Number
1076-38-6
Synonyms
  • Benzotetronic Acid
  • 4-Coumarinol
  • NSC 11889
Molecular Formula
C9H6O3
Formula Weight
162.1
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH 7.2) (1:5): 0.16 mg/ml
λmax
213, 269, 280, 305 nm
SMILES
O=C1OC2=C(C(O)=C1)C=CC=C2
InChi Code
InChI=1S/C9H6O3/c10-7-5-9(11)12-8-4-2-1-3-6(7)8/h1-5,10H
InChi Key
VXIXUWQIVKSKSA-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Cayman Chemical
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    Product Description

    4-Hydroxycoumarin is a coumarin that has been found in C. corniculatus.1 It inhibits vitamin K1 (Item No. 21051) epoxidation and prothrombin synthesis by 18 and 67%, respectively, in cell-free assays when used at a concentration of 6.2 mM.2 4-Hydroxycoumarin has been used in the synthesis of anticoagulants, as well as antithrombotic, anti-inflammatory, antibacterial, and antifungal agents.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Vickery, M., and Vickery, B. Coumarins and related compounds in members of the Connaraceae. Toxicol. Lett. 5(2), 115-118 (1980).

    2. Bell, R.G., and Stark, P. Inhibition of prothrombin synthesis and epoxidation of vitamin K1 by anticoagulants in vitro. Biochem. Biophys. Res. Commun. 72(2), 619-625 (1976).

    3. Jung, J.-C., and Park, O.-S. Synthetic approaches and biological activities of 4-hydroxycoumarin derivatives. Molecules 14(11), 4790-4803 (2009).

    4. Chohan, Z.H., Shaikh, A.U., Rauf, A., et al. Antibacterial, antifungal and cytotoxic properties of novel N-substituted sulfonamides from 4-hydroxycoumarin. J. Enzyme Inhib. Med. Chem. 21(6), 741-748 (2006).