An antibiotic ionophore
Technical Support & Resources

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

Enniatin B1

Item No. 17245

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-valyl-(2R)-2-hydroxy-3-methylbutanoyl-N-methyl-L-valyl]
CAS Number
19914-20-6
Molecular Formula
C34H59N3O9
Formula Weight
653.9
Purity
≥85%
Formulation
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(C)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/C34H59N3O9/c1-16-22(12)25-34(43)46-27(20(8)9)30(39)36(14)23(17(2)3)32(41)44-26(19(6)7)29(38)35(13)24(18(4)5)33(42)45-28(21(10)11)31(40)37(25)15/h17-28H,16H2,1-15H3/t22-,23-,24-,25-,26+,27+,28+/m0/s1
InChi Key
UQCSETXJXJTMKO-UMURLBKASA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    1 mg

    $183

    Add

    5 mg

    $722

    Add
    Cayman Chemical
    Visit Our Cancer Resource Center
    Find Tools & Resources to Study the Hallmarks of Cancer
    • Cancer cell signaling & regulation
    • Cancer metabolism
    • Tumor microenvironment
    EXPLORE NOW
    Product Description

    Enniatins are cyclohexadepsipeptides commonly isolated from fungi and are known to have antibiotic properties. Many act as ionophores, forming pores in cellular membranes to allow selective ion transport.1,2 Enniatin B1 is one of four major analogs of the enniatin complex (Item No. 9002040). It has been shown to induce apoptosis in several cancer lines (EC50s ≤ 10 µM) and to decrease the activation of the cell proliferation kinase, ERK (p44/p42).3 Enniatin B1 also inhibits the multi-drug resistance transporter Pdr5p from S. cerevisiae and has been used to examine drug resistance mechanisms.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sy-Cordero, A.A., Pearce, C.J., and Oberlies, N.H. Revisiting the enniatins: A review of their isolation, biosynthesis, structure determination and biological activities. J. Antibiot. (Tokyo) 65(11), 541-549 (2012).

    2. 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).

    3. 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).

    4. Hiraga, K., Yamamoto, S., Fukuda, H., et al. Enniatin has a new function as an inhibitor of Pdr5p, one of the ABC transporters in Saccharomyces cerevisiae. Biochem. Bioph. Res. Commun. 328(4), 1119-1125 (2005).