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ProductsBack/Beauvericin [26048-05-5]
Chemical Structure
Chemical Structure
Chemical Structure

Beauvericin [26048-05-5]

Research Use Only
AG-CN2-0043
AdipoGen Life Sciences
CAS Number26048-05-5
DownloadMSDS
Product group Chemicals
Estimated Purity>97%
Molecular Weight784
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Overview

  • Supplier
    AdipoGen Life Sciences
  • Product Name
    Beauvericin [26048-05-5]
  • Delivery Days Customer
    10
  • CAS Number
    26048-05-5
  • Certification
    Research Use Only
  • Estimated Purity
    >97%
  • Molecular Formula
    C45H57N3O9
  • Molecular Weight
    784
  • Scientific Description
    Antibiotic [4]. Mycotoxin. Apoptosis inducer [1, 3, 8, 9, 18]. Acyl-CoA:cholesterol acyltransferase (ACAT) inhibitor [2]. Anticancer compound [3, 7, 9]. Antihaptotactic and antimetastatic [10]. Antiangiogenic compound [10]. Antibacterial, antiprotozal, antiviral and antifungal compound [4, 11, 13, 15, 16]. Shows ionophoric properties [5, 17]. Cytotoxic [6, 7]. Genotoxic [14]. Potently interacts with ABCB1 and ABCG2 transport functions [12]. Causes mitochondrial dysfunction [17]. - Chemical. CAS: 26048-05-5. Formula: C45H57N3O9. MW: 784. Isolated from fungus Beauveria sp. Antibiotic. Apoptosis inducer. Acyl-CoA:cholesterol acyltransferase (ACAT) inhibitor. Anticancer compound. Antihaptotactic and antimetastatic. Antiangiogenic compound. Antibacterial, antiprotozal, antiviral and antifungal compound. Shows ionophoric properties. Cytotoxic. Genotoxic. Potently interacts with ABCB1 and ABCG2 transport functions. Causes mitochondrial dysfunction.
  • SMILES
    CC.CC(C)C1OC(=O)[C@H](CC2=CC=CC=C2)N(C)C(=O)C(OC(=O)[C@H](CC2=CC=CC=C2)N(C)C(=O)[C@H](OC(=O)[C@H](CC2=CC=CC=C2)N(C)C1=O)C(C)C)C(C)C
  • Storage Instruction
    -20°C,2°C to 8°C
  • UNSPSC
    12352200

References

  • Ionophore-induced apoptosis: role of DNA fragmentation and calcium fluxes: D.M. Ojcius, et al.; Exp. Cell Res. 197, 43 (1991)
  • Inhibition of acyl-CoA: cholesterol acyltransferase activity by cyclodepsipeptide antibiotics: H. Tomoda, et al.; J. Antibiot. (Tokyo) 45, 1626 (1992)
  • Bcl-2 is overexpressed and alters the threshold for apoptosis in a cholangiocarcinoma cell line: D.M. Harnois, et al.; Hepatology 26, 884 (1997)
  • Antimycobacterial and antiplasmodial cyclodepsipeptides from the insect pathogenic fungus Paecilomyces tenuipes BCC 1614: C. Nilanonta, et al.; Planta Med. 66, 756 (2000)
  • Beauvericin-induced channels in ventricular myocytes and liposomes: K. Kouri, et al.; Biochim. Biophys. Acta. 1609, 203 (2003)
  • Cytotoxic effects of the mycotoxin beauvericin to human cell lines of myeloid origin: L. Calò, et al.; Pharmacol. Res. 49, 73 (2004)
  • Beauvericin induces cytotoxic effects in human acute lymphoblastic leukemia cells through cytochrome c release, caspase 3 activation: the causative role of calcium: G.M. Jow, et al.; Cancer Lett. 216, 165 (2004)
  • Involvement of Bcl-2 family, cytochrome c and caspase 3 in induction of apoptosis by beauvericin in human non-small cell lung cancer cells: H.I. Lin, et al.; Cancer Lett. 230, 248 (2005)
  • Induction of calcium influx from extracellular fluid by beauvericin in human leukemia cells: B.F. Chen, et al.; BBRC 340, 134 (2006)
  • Search for cell motility and angiogenesis inhibitors with potential anticancer activity: beauvericin and other constituents of two endophytic strains of Fusarium oxysporum: J. Zhan, et al.; J. Nat. Prod. 70, 227 (2007)