An ionophore antibiotic
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Enniatin A1

Item No. 17457

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
cyclo[(2R)-2-hydroxy-3-methylbutanoyl-N-methyl-L-isoleucyl-(2R)-2-hydroxy-3-methylbutanoyl-N-methyl-L-isoleucyl-(2R)-2-hydroxy-3-methylbutanoyl-N-methyl-L-valyl]
CAS Number
4530-21-6
Molecular Formula
C35H61N3O9
Formula Weight
667.9
Purity
≥99%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: SolubleDMSO: SolubleEthanol: SolubleMethanol: Soluble
SMILES
C[C@@H](CC)[C@]([H])(N(C)C([C@@H](C(C)C)OC([C@H]([C@H](CC)C)N(C)C1=O)=O)=O)C(O[C@]([H])(C(C)C)C(N(C)[C@@H](C(C)C)C(O[C@@H]1C(C)C)=O)=O)=O
InChi Code
InChI=1S/C35H61N3O9/c1-16-22(11)25-34(43)46-27(19(5)6)30(39)36(13)24(18(3)4)33(42)45-28(20(7)8)31(40)37(14)26(23(12)17-2)35(44)47-29(21(9)10)32(41)38(25)15/h18-29H,16-17H2,1-15H3/t22-,23-,24-,25-,26-,27+,28+,29+/m0/s1
InChi Key
OWUREPXBPJFMOK-CIRFPNLUSA-N
Origin
Fungus/Fusarium sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Enniatin A1 is one of four major analogs in the enniatin complex (Item No. 9002040 class). Its ionophoric activity has been described.1 Additionally, enniatin A1 has been found to induce apoptosis in cancer cells (EC50 = 5 µM in H4IIE rat hepatoma cells), decreasing the activation of the cell proliferation kinase, ERK (p44/p42) and inhibiting TNF-α-induced NF-κB activation.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kamyar, M.R., Rawnduzi, P., Studenik, C.R., et al. Investigation of the electrophysiological properties of enniatins. Arch. Biochem. Biophys. 429(2), 215-223 (2004).

    2. Wätjen, W., Debbab, A., Hohlfeld, A., et al. Enniatins A1, B and B1 from an endophytic strain of Fusarium tricinctum induce apoptotic cell death in H4IIE hepatoma cells accompanied by inhibition of ERK phosphorylation. Mol. Nutr. Food Res. 53(4), 431-440 (2009).