A plant metabolite with diverse biological activities
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3-Butylidenephthalide

Item No. 34983

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-butylidene-1(3H)-isobenzofuranone
CAS Number
551-08-6
Synonyms
  • NSC 325307
Molecular Formula
C12H12O2
Formula Weight
188.2
Purity
≥98%
Formulation (Request formulation change)
A neat liquid
Solubility(Learn about Variance in Solubility)
Chloroform: Slightly solubleEthanol: SolubleEthyl Acetate: Slightly soluble
λmax
216, 235, 260, 270, 311 nm
SMILES
O=C1OC(C2=C1C=CC=C2)=CCCC
InChi Code
InChI=1S/C12H12O2/c1-2-3-8-11-9-6-4-5-7-10(9)12(13)14-11/h4-8H,2-3H2,1H3
InChi Key
WMBOCUXXNSOQHM-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    25 g

    $42

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    50 g

    $80

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    100 g

    $118

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    Cayman Chemical
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    Product Description

    3-Butylidenephthalide is a plant metabolite that has been found in L. jeholense and has diverse biological activities.1,2,3,4 3-Butylidenephthalide (60 µg/ml) induces apoptosis and inhibits migration and the epithelial-to-mesenchymal transition (EMT) in 5637, BFTC-905, T24, and TCCSUP human bladder cancer cells.1 In vivo, 3-butylidenephthalide (100 and 200 mg/kg) reduces tumor volume in a BFTC-905 mouse xenograft model. 3-Butylidenephthalide (400 mg/kg) increases life span and reduces spinal motor neuron loss in an SOD1G93A mouse model of amyotrophic lateral sclerosis (ALS).2 It also reduces undegradable polyglutamine (polyQ) accumulation and cerebral atrophy, as well as improves motor coordination in a mouse model of spinocerebellar ataxia type 3 (SCA3), effects that can be reversed by the autophagy inhibitors bafilomycin A1 (Item No. 11038) and wortmannin (Item No. 10010591).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Chiu, S.-C., Chiu, T.-L., Huang, S.-Y., et al. Potential therapeutic effects of N-butylidenephthalide from Radix Angelica Sinensis (Danggui) in human bladder cancer cells. BMC Complement. Altern. Med. 17(1), 523 (2017).

    2. Zhou, Q.-M., Zhang, J.-J., Li, S., et al. n-butylidenephthalide treatment prolongs life span and attenuates motor neuron loss in SOD1G93A mouse model of amyotrophic lateral sclerosis. CNS Neurosci. Ther. 23(5), 375-385 (2017).

    3. Lee, J.-H., Lin, S.-Y., Liu, J.-W., et al. n-Butylidenephthalide modulates autophagy to ameliorate neuropathological progress of spinocerebellar ataxia type 3 through mTOR pathway. Int. J. Mol. Sci. 22(12), 6339 (2021).

    4. Luo, C., Li, D.-L., Wang, Y., et al. Bioactivities of 3-butylidenephthalide and n-butylbenzene from the essential oil of Ligusticum jeholense against stored-product insects. J. Oleo Sci. 68(9), 931-937 (2019).