A natural phthalide
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Sedanolide

Item No. 17166

Technical Information
Formal Name
3-butyl-3a,4,5,6-tetrahydro-1(3H)-isobenzofuranone
CAS Number
6415-59-4
Molecular Formula
C12H18O2
Formula Weight
Purity
≥95%
Formulation
A crystalline solid
DMF: 5 mg/mlDMSO: 5 mg/mlEthanol: 30 mg/mlEthanol:PBS(pH 7.2) (1:1): 0.5 mg/ml
λmax
219 nm
SMILES
O=C1OC(CCCC)C2CCCC=C21
InChi Code
InChI=1S/C12H18O2/c1-2-3-8-11-9-6-4-5-7-10(9)12(13)14-11/h7,9,11H,2-6,8H2,1H3
InChi Key
UPJFTVFLSIQQAV-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Sedanolide is a natural phthalide first isolated from seed oil of the Umbelliferae family, including celery. It induces the expression of glutathione S-transferase and reduces chemical-induced carcinogenesis in mice.1 Sedanolide inhibits cyclooxygenases-1 and -2 at 250 pg/ml and blocks topoisomerase-I and-II activity at 100 µg/ml.2 It is mosquitocidal, nematicidal, and antifungal but shows no cytotoxicity against normal mammalian cells.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Zheng, C.Q., Kenney, P.M., Zhang, J., et alChemoprevention of benzo[a]pyrene-induced forestomach cancer in mice by natural phthalides from celery seed oil. Nutr. Cancer 19, 77-86 (1993).

    2. Momin, R.A., and Nair, M.G. Antioxidant, cyclooxygenase and topoisomerase inhibitory compounds from Apium graveolens Linn. seeds. Phytomedicine 9(4), 312-318 (2002).

    3. Momin, R.A., and Nair, M.G. Mosquitocidal, nematicidal, and antifungal compounds from Apium graveolens L. seeds. J. Agric. Food Chem. 49(1), 142-145 (2001).

    4. Woods, J.A., Jewell, C., and O'Brien, N.M. Sedanolide, a natural phthalide from celery seed oil: Effect on hydrogen peroxide and tert-butyl hydroperoxide-induced toxicity in HepG2 and CaCo-2 human cell lines. In Vitr. Mol. Toxicol. 14(3), 233-240 (2001).