A furanocoumarin with diverse biological activities.
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Isomer(s)
26254Bergapten
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Isobergapten

Item No. 34141

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-methoxy-2H-furo[2,3-h]-1-benzopyran-2-one
CAS Number
482-48-4
Synonyms
  • 5-methoxy Angelicin
Molecular Formula
C12H8O4
Formula Weight
216.2
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: soluble
λmax
223, 251, 267, 311 nm
SMILES
O=C1OC2=C(C=C1)C(OC)=CC3=C2C=CO3
InChi Code
InChI=1S/C12H8O4/c1-14-9-6-10-8(4-5-15-10)12-7(9)2-3-11(13)16-12/h2-6H,1H3
InChi Key
AJSPSRWWZBBIOR-UHFFFAOYSA-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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    5 mg

    $72

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    10 mg

    $135

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    Product Description

    Isobergapten is a furanocoumarin that has been found in H. persicum and has diverse biological activities.1,2,3 It inhibits α-glucosidase and scavenges DPPH (Item No. 14805) radicals in cell-free assays (IC50s = 0.385 and 28.6 µM, respectively).1 Isobergapten is active against S. aureus, B. cereus, P. aeruginosa, and S. entritidis (MICs = 125 µg/ml for all).2 It reduces tumor growth in a B16/F10 murine melanoma model when administered at a dose of 0.5 mg/kg in combination with ultraviolet A (UVA) radiation.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Dehghan, H., Sarrafi, Y., Salehi, P., et al. α-Glucosidase inhibitory and antioxidant activity of furanocoumarins from Heracleum persicum. Med. Chem. Res. 26, 849-855 (2017).

    2. Dehghan, H., Rezaee, P., and Aliahmadi, A. Bioassay screening of 12 Iranian plants and detection of antibacterial compounds from Heracleum persicum using a TLC bioautography method. J. Liq. Chromatogr. R. T. 43, 381-387 (2020).

    3. Sumiyoshi, M., Sakanaka, M., Taniguchi, M., et al. Anti-tumor effects of various furocoumarins isolated from the roots, seeds and fruits of Angelica and Cnidium species under ultraviolet A irradiation. J. Nat. Med. 68(1), 83-94 (2014).