A coumarin with diverse biological activities
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Enantiomer(s)
38742Bergaptol
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Xanthotoxol

Item No. 27801

Technical Information
Formal Name
9-hydroxy-7H-furo[3,2-g][1]benzopyran-7-one
CAS Number
2009-24-7
Synonyms
  • 8-Hydroxypsoralen
  • NSC 401269
  • Xanthotol
Molecular Formula
C11H6O4
Formula Weight
Purity
≥98%
A crystalline solid
λmax
219, 251, 269, 284, 310 nm
SMILES
OC1=C(OC=C2)C2=CC(C=C3)=C1OC3=O
InChi Code
InChI=1S/C11H6O4/c12-8-2-1-6-5-7-3-4-14-10(7)9(13)11(6)15-8/h1-5,13H
InChi Key
JWVYQQGERKEAHW-UHFFFAOYSA-N
Origin
Plant/Angelicae dahuricae radix
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Xanthotoxol is a coumarin and a major component in C. monnieri that has diverse biological activities.1,2,3,4,5 It inhibits proliferation of HeLa and HepG2 cells in vitro (IC50s = 23.59 and 15.57 μM, respectively).1 Xanthotoxol increases histamine release from mast cells and decreases secretion of TNF-α, IL-4, and IL-1β from RBL-2H3 cells induced by DNP-human serum albumin (DNP-HSA).2 It is nematocidal against M. incognita (IC50 = 68 mg/L).3 In vivo, xanthotoxol inhibits predatory mouse and rat killing behavior in dogs and cats when administered at doses ranging from 3 to 100 mg/kg and 5 to 20 mg/kg, respectively.4 It reduces amphetamine-induced hypermobility in mice and hamsters. Xanthotoxol (5 and 10 mg/kg) reduces brain edema, neutrophil infiltration, blood-brain barrier disruption, production of IL-1β, TNF-α, IL-8, and nitric oxide (NO), and levels of intercellular adhesion molecule-1 (ICAM-1) and E-selectin in a rat model of focal cerebral ischemia.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bai, Y., Li, D., Zhou, T., et alCoumarins from the roots of Angelica dahurica with antioxidant and antiproliferative activities. J. Funct. Foods 20, 453-462 (2016).

    2. Li, D., and Wu, L. Coumarins from the roots of Angelica dahurica cause anti-allergic inflammation. Exp. Ther. Med. 14(1), 874-880 (2017).

    3. Caboni, P., Saba, M., Oplos, C., et alNematicidal activity of furanocoumarins from parsley against Meloidogyne spp. Pest. Manag. Sci. 71(8), 1099-1105 (2015).

    4. Sethi, O.P., Anand, K.K., and Gulati, O.D. Evaluation of xanthotoxol for central nervous system activity. J. Ethnopharmacol. 36(3), 239-247 (1992).

    5. He, W., Chen, W., Zhou, Y., et alXanthotoxol exerts neuroprotective effects via suppression of the inflammatory response in a rat model of focal cerebral ischemia. Cell. Mol. Neurobiol. 33(5), 715-722 (2013).