A schisandrin C derivative with diverse biological activities
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Bifendate

Item No. 39926

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
7,7′-dimethoxy-[4,4′-bi-1,3-benzodioxole]-5,5′-dicarboxylic acid, 5,5′-dimethyl ester
CAS Number
73536-69-3
Synonyms
  • Bifendatatum
  • DDB
  • Dimethyl diphenyl bicarboxylate
Molecular Formula
C20H18O10
Formula Weight
418.4
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Acetonitrile: SolubleMethanol: Soluble
SMILES
O=C(C1=CC(OC)=C2C(OCO2)=C1C(C(C(OC)=O)=C3)=C(OCO4)C4=C3OC)OC
InChi Code
InChI=1S/C20H18O10/c1-23-11-5-9(19(21)25-3)13(17-15(11)27-7-29-17)14-10(20(22)26-4)6-12(24-2)16-18(14)30-8-28-16/h5-6H,7-8H2,1-4H3
InChi Key
JMZOMFYRADAWOG-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    50 mg

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    250 mg

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    Cayman Chemical
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    Product Description

    Bifendate is a derivative of schisandrin C (Item No. 27475) that has been found in S. chinensis and has diverse biological activities.1,2,3 It reduces lysosomal function and prevents autophagosome-lysosome fusion induced by the mTOR inhibitor Torin 2 (Item No. 14185) in HeLa cells when used at concentrations of 10 and 50 µM.1 Bifendate (45 µM) reduces MDA-MB-231 breast cancer cell migration in a scratch assay.2 Intragastric administration of bifendate (0.03-1 g/kg) reduces hepatic total cholesterol and triglyceride levels in a mouse model of high-fat diet-induced hypercholesterolemia.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yuan, W., Jian, F., and Rong, Y. Bifendate inhibits autophagy at multiple steps and attenuates oleic acid-induced lipid accumulation. Biochem. Biophys. Res. Commun. 631, 115-123 (2022).

    2. Qiu, J., Chen, W., Jiang, Y., et al. Assessment of a bifendate derivative bearing a 6,7- dihydro-dibenzo[c,e]azepine scaffold as a potential anti-metastatic agent. Medchemcomm 9(11), (2018).

    3. Pan, S.-Y., Yang, R., Dong, H., et al. Bifendate treatment attenuates hepatic steatosis in cholesterol/bile salt- and high-fat diet-induced hypercholesterolemia in mice. Eur. J. Pharmacol. 552(1-3), 170-175 (2006).