A coumarin with diverse biological activities
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Osthole

Item No. 19195

Technical Information
Formal Name
7-methoxy-8-(3-methyl-2-buten-1-yl)-2H-1-benzopyran-2-one
CAS Number
484-12-8
Synonyms
  • 7-Methoxy-8-(3-methyl-2-butenyl)coumarin
  • NSC 31868
Molecular Formula
C15H16O3
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 25 mg/mlDMF:PBS (pH 7.2) (1:3): 0.25 mg/mlDMSO: 25 mg/mlEthanol: 20 mg/ml
λmax
257, 321 nm
SMILES
O=C1C=CC2=CC=C(OC)C(C/C=C(C)\C)=C2O1
InChi Code
InChI=1S/C15H16O3/c1-10(2)4-7-12-13(17-3)8-5-11-6-9-14(16)18-15(11)12/h4-6,8-9H,7H2,1-3H3
InChi Key
MBRLOUHOWLUMFF-UHFFFAOYSA-N
Origin
Plant/Cnidium monnieri
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Osthole is a coumarin that has been found in C. monnieri and has diverse biological activities.1,2,3 It decreases secretion of hepatitis B surface antigen (HBsAg) from Huh7 cells transfected with hepatitis B virus (HBV) DNA by 70% when used at a concentration of 20 µg/ml.1 Osthole induces bone morphogenetic protein 2 (BMP2) production in and differentiation of MG-63 and hFOB osteoblast-like cells.2 It induces vasorelaxation in isolated rat blood vessels, ileum, corpus cavernosum, and trachea.3 Osthole inhibits migration and invasion of MCF-7, MDA-MB-231, H1299, and A549 cancer cells in vitro and increases survival in an SMMC-7721 hepatocellular carcinoma mouse xenograft model. It also has hepatoprotective effects in mouse models of hepatitis induced by concanavalin A (Item No. 14951) and alcoholic fatty liver disease.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Huang, R.L., Chen, C.C., Huang, Y.L., et alOsthole increases glycosylation of hepatitis B surface antigen and suppresses the secretion of hepatitis B virus in vitro. Hepatology 24(3), 508-515 (1996).

    2. Kuo, P.L., Hsu, Y.L., Chang, C.H., et alOsthole-mediated cell differentiation through bone morphogenetic protein-2/p38 and extracellular signal-regulated kinase ½ pathway in human osteoblast cells. J. Pharmacol. Exp. Ther. 314(3), 314-1290 (2005).

    3. Zhang, Z.R., Leung, W.N., Cheung, H.Y., et alOsthole: A review on its bioactivities, pharmacological properties, and potential as alternative medicine. Evid. Based Complement. Alternat. Med. 919616 (2016).