A volatile compound with diverse biological activities
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Isomer(s)
31398Anethol
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Estragole

Item No. 29824

Technical Information
Formal Name
1-methoxy-4-(2-propen-1-yl)-benzene
CAS Number
140-67-0
Synonyms
  • 4-Allylanisole
  • Methyl Chavicol
  • NSC 404113
Molecular Formula
C10H12O
Formula Weight
Purity
≥98%
A liquid
DMF: 10 mg/mlEthanol: Partially soluble
λmax
226, 278, 285 nm
SMILES
COC1=CC=C(CC=C)C=C1
InChi Code
InChI=1S/C10H12O/c1-3-4-9-5-7-10(11-2)8-6-9/h3,5-8H,1,4H2,2H3
InChi Key
ZFMSMUAANRJZFM-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Estragole is a volatile compound that has been found in basil oil and has diverse biological activities.1,2,3,4 It induces mortality in 100% of adult C. capitata, B. dorsalis, and B. cucurbitae fruit flies exposed to wicks impregnated with estragole at concentrations greater than or equal to 2.5%.1 Estragole (60 mg/kg) reduces carrageenan-induced paw edema in mice.2 It increases survival in a mouse model of infection with the ME49 strain of T. gondii when administered at a dose of 100 mg/kg per day.3 Estragole (2.5 µmol/g, p.o., twice per week) increases the percentage of hepatoma-bearing mice and the average number of hepatomas per mouse in male, but not female, mice when administered prior to weaning.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Chang, C.L., Cho, I.K., and Li, Q.X. Insecticidal activity of basil oil, trans-anethole, estragole, and linalool to adult fruit flies of Ceratitis capitata, Bactrocera dorsalis, and Bactrocera cucurbitae. J. Econ. Entomol. 102(1), 203-209 (2009).

    2. Rodrigues, L.B., Oliveira Brito Pereira Bezerra Martins, A., Cesário, F.R., et alAnti-inflammatory and antiedematogenic activity of the Ocimum basilicum essential oil and its main compound estragole: In vivo mouse models. Chem. Biol. Interact. 257, 14-25 (2016).

    3. Oliveira, C.B., Meurer, Y.S., Medeiros, T.L., et alAnti-toxoplasma activity of estragole and thymol in murine models of congenital and noncongenital toxoplasmosis. J. Parasitol. 102(3), 369-376 (2016).

    4. Miller, E.C., Swanson, A.B., Phillips, D.H., et alStructure-activity studies of the carcinogenicities in the mouse and rat of some naturally occurring and synthetic alkenylbenzene derivatives related to safrole and estragole. Cancer Res. 43(3), 1124-1134 (1983).