A mycotoxin which induces apoptosis
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Beauvericin

Item No. 11426

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
cyclo[(2R)-2-hydroxy-3-methylbutanoyl-N-methyl-L-phenylalanyl-(2R)-2-hydroxy-3-methylbutanoyl-N-methyl-L-phenylalanyl-(2R)-2-hydroxy-3-methylbutanoyl-N-methyl-L-phenylalanyl]
CAS Number
26048-05-5
Molecular Formula
C45H57N3O9
Formula Weight
784.0
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH 7.2)(1:2): 0.3 mg/ml
SMILES
O=C([C@H](CC1=CC=CC=C1)N(C([C@@H](C(C)C)OC([C@H](CC2=CC=CC=C2)N(C)C([C@@H](C(C)C)OC([C@H](CC3=CC=CC=C3)N4C)=O)=O)=O)=O)C)O[C@H](C(C)C)C4=O
InChi Code
InChI=1S/C45H57N3O9/c1-28(2)37-40(49)46(7)35(26-32-21-15-11-16-22-32)44(53)56-39(30(5)6)42(51)48(9)36(27-33-23-17-12-18-24-33)45(54)57-38(29(3)4)41(50)47(8)34(43(52)55-37)25-31-19-13-10-14-20-31/h10-24,28-30,34-39H,25-27H2,1-9H3/t34-,35-,36-,37+,38+,39+/m0/s1
InChi Key
GYSCAQFHASJXRS-FFCOJMSVSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Beauvericin is a mycotoxin originally derived from B. bassiana, a common fungal parasite of arthropods. It is also produced by the fungus Fusarium, a pathogen of insects and plants.1 Beauvericin is cytotoxic against insect cells, killing the insect cell line SF-9 with a 50% cytotoxic concentration of 2.5 μM.2 In mammalian cells, beauvericin induces apoptosis with an IC50 value of 4.5 μM.1,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Logrieco, A., Moretti, A., Castella, G., et al. Beauvericin production by Fusarium species. Appl. Environ. Microbiol. 64(8), 3084-3088 (1998).

    2. Calo, L., Fornelli, F., Nenna, S., et al. Beauvericin cytotoxicity to the invertebrate cell line SF-9. J. Appl. Genet. 44(4), 515-520 (2003).

    3. Tonshin, A.A., Teplova, V.V., Andersson, M.A., et al. The Fusarium mycotoxins enniatins and beauvericin cause mitochondrial dysfunction by affecting the mitochondrial volume regulation, oxidative phosphorylation and ion homeostasis. Toxicology 276, 49-57 (2010).