A coumarin with diverse biological activities
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Daphnoretin

Item No. 26408

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
7-hydroxy-6-methoxy-3-[(2-oxo-2H-1-benzopyran-7-yl)oxy]-2H-1-benzopyran-2-one
CAS Number
2034-69-7
Synonyms
  • NSC 291852
Molecular Formula
C19H12O7
Formula Weight
352.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 25 mg/mlEthanol: partially solublePBS (pH >10.2): Partially soluble
λmax
267, 346 nm
SMILES
O=C1OC2=C(C=CC(OC3=CC4=C(C=C(O)C(OC)=C4)OC3=O)=C2)C=C1
InChi Code
InChI=1S/C19H12O7/c1-23-16-6-11-7-17(19(22)26-15(11)9-13(16)20)24-12-4-2-10-3-5-18(21)25-14(10)8-12/h2-9,20H,1H3
InChi Key
JRHMMVBOTXEHGJ-UHFFFAOYSA-N
Origin
Plant/Wikstroemia indica
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    25 mg

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    Product Description

    Daphnoretin is a coumarin that has been found in W. indica and has diverse biological activities.1,2,3 It induces aggregation of washed rabbit platelets (EC50 = 17.2 μM), an effect that is reversed by the protein kinase C (PKC) inhibitor staurosporine (Item No. 81590).1 Daphnoretin is active against respiratory syncytial virus (RSV) in a plaque reduction assay using HEp-2 cells (IC50 = 5.87 μg/ml).2 It halts the cell cycle at the G2/M phase, induces apoptosis, and inhibits proliferation of human osteosarcoma (HOS) cells (IC50 = 3.89 μM).3 Daphnoretin also reduces proliferation, invasion, and migration of HCT116 colon cancer cells in a concentration-dependent manner.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Feng, N.K.O., Chang, Y.L., Kuo, Y.H., et al. Daphnoretin, a new protein kinase C activator isolated from Wikstroemia indica C.A. Mey. Biochem J. 295(Pt 1), 321-327 (1993).

    2. Ho, W.-S., Xue, J.-Y., Sun, S.S.M., et al. Antiviral activity of daphnoretin isolated from Wikstroemia indica. Phytother. Res. 24(5), 657-661 (2010).

    3. Gu, S., and He, J. Daphnoretin induces cell cycle arrest and apoptosis in human osteosarcoma (HOS) cells. Molecules 17(1), 598-612 (2012).

    4. Yu, S., Guo, H., Gao, X., et al. Daphnoretin: An invasion inhibitor and apoptosis accelerator for colon cancer cells by regulating the Akt signal pathway. Biomed. Pharmacother. 111, 1013-1021 (2019).