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Catalog No. BCN4007
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20mg $298 In stock
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Quality Control of (Z)-Butylidenephthalide

Chemical structure


Biological Activity of (Z)-Butylidenephthalide

1. (Z)-Butylidenephthalide has antitumor effect, can effectively inhibit the tumor growth in the glioma.

(Z)-Butylidenephthalide Dilution Calculator

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Chemical Properties of (Z)-Butylidenephthalide

Cas No. 72917-31-8 SDF Download SDF
Synonyms Butylidenephthalide; 3-Butylidenephthalide
Chemical Name (3Z)-3-butylidene-2-benzofuran-1-one
Standard InChI InChI=1S/C12H12O2/c1-2-3-8-11-9-6-4-5-7-10(9)12(13)14-11/h4-8H,2-3H2,1H3/b11-8-
Type of Compound Miscellaneous Appearance Oil
Formula C12H12O2 M.Wt 188.2
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other courier with RT , or blue ice upon request.

Preparing Stock Solutions of (Z)-Butylidenephthalide

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 5.3135 mL 26.5675 mL 53.135 mL 106.2699 mL 132.8374 mL
5 mM 1.0627 mL 5.3135 mL 10.627 mL 21.254 mL 26.5675 mL
10 mM 0.5313 mL 2.6567 mL 5.3135 mL 10.627 mL 13.2837 mL
50 mM 0.1063 mL 0.5313 mL 1.0627 mL 2.1254 mL 2.6567 mL
100 mM 0.0531 mL 0.2657 mL 0.5313 mL 1.0627 mL 1.3284 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

Preparation of (Z)-Butylidenephthalide

This product is isolated and purified from the roots of Angelica sinensis

References on (Z)-Butylidenephthalide

Metabolic conversion from co-existing ingredient leading to significant systemic exposure of Z-butylidenephthalide, a minor ingredient in Chuanxiong Rhizoma in rats.[Pubmed: 22554277]

The present study demonstrates how PK study can reveal potential importance of a low content ingredient to the herbal bioactivities using (Z)-Butylidenephthalide (BuPh), a bioactive phthalide present in a significantly low quantity in medicinal herb Chuanxiong Rhizoma, as an example. PK of (Z)-Butylidenephthalide was investigated in rats using Chuanxiong extract, fraction containing (Z)-Butylidenephthalide and ligustilide, and pure (Z)-Butylidenephthalide, respectively. The results demonstrated that remarkable blood concentrations of (Z)-Butylidenephthalide were observed after administration of the herbal extract and its systemic exposure was significantly different between (Z)-Butylidenephthalide given in pure and mixed forms. More interestingly, AUC of (Z)-Butylidenephthalide via intake of fraction (9.3-fold) and extract (4.5-fold) was significantly greater than that obtained from pure Z-butylidenephthalide, which was further evidenced to be mainly due to metabolic conversion from ligustilide, a major component in Chuanxiong. Our findings revealed that although it naturally occurred in low amount, (Z)-Butylidenephthalide reached significant systemic concentrations via metabolic conversion from ligustilide.

Local interstitial delivery of z-butylidenephthalide by polymer wafers against malignant human gliomas.[Pubmed: 21565841 ]

We have shown that the natural compound (Z)-Butylidenephthalide (Bdph), isolated from the chloroform extract of Angelica sinensis, has antitumor effects. Because of the limitation of the blood-brain barrier, the (Z)-Butylidenephthalide dosage required for treatment of glioma is relatively high. To solve this problem, we developed a local-release system with (Z)-Butylidenephthalide incorporated into a biodegradable polyanhydride material, p(CPP-SA; Bdph-Wafer), and investigated its antitumor effects. On the basis of in vitro release kinetics, we demonstrated that the (Z)-Butylidenephthalide-Wafer released 50% of the available (Z)-Butylidenephthalide by the sixth day, and the release reached a plateau phase (90% of (Z)-Butylidenephthalide) by the 30th day. To investigate the in situ antitumor effects of the Bdph-Wafer on glioblastoma multiforme (GBM), we used 2 xenograft animal models-F344 rats (for rat GBM) and nude mice (for human GBM)-which were injected with RG2 and DBTRG-05MG cells, respectively, for tumor formation and subsequently treated subcutaneously with (Z)-Butylidenephthalide-Wafers. We observed a significant inhibitory effect on tumor growth, with no significant adverse effects on the rodents. Moreover, we demonstrated that the antitumor effect of (Z)-Butylidenephthalide on RG2 cells was via the PKC pathway, which upregulated Nurr77 and promoted its translocation from the nucleus to the cytoplasm. Finally, to study the effect of the interstitial administration of z-butylidenephthalide in cranial brain tumor, Bdph-Wafers were surgically placed in FGF-SV40 transgenic mice. Our (Z)-Butylidenephthalide-Wafer significantly reduced tumor size in a dose-dependent manner. In summary, our study showed that p(CPP-SA) containing (Z)-Butylidenephthalide delivered a sufficient concentration of Bdph to the tumor site and effectively inhibited the tumor growth in the glioma.

Optimization of pressurized liquid extraction for Z-ligustilide, Z-butylidenephthalide and ferulic acid in Angelica sinensis.[Pubmed: 16242882]

We carried out a comparative study to evaluate PLE as a possible alternative to current extraction methods like Soxhlet and sonication for simultaneous extraction of Z-ligustilide, (Z)-Butylidenephthalide and ferulic acid in A. sinensis. The operating parameters for PLE including extraction solvent, particle size, pressure, temperature, static extraction time, flush volume and numbers of extraction were optimized by using univariate approach coupled with central composite design (CCD) in order to obtain the highest extraction efficiency. Determination of Z-ligustilide, (Z)-Butylidenephthalide and ferulic acid were carried out by means of high performance liquid chromatography with diode-array detector. The results showed that PLE was a simple, high efficient and automated method with lower solvent consumption compared to conventional extraction methods such as Soxhlet and sonication. PLE could be used for simultaneous extraction of Z-ligustilide, (Z)-Butylidenephthalide and ferulic acid in A. sinensis.


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