An antibiotic
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Walrycin B

Item No. 21566

Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1,6-dimethyl-3-[4-(trifluoromethyl)phenyl]-pyrimido[5,4-e]-1,2,4-triazine-5,7(1H,6H)-dione
CAS Number
878419-78-4
Molecular Formula
C14H10F3N5O2
Formula Weight
337.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 5 mg/mlEthanol: 0.1 mg/ml
λmax
291, 416 nm
SMILES
CN1C(C(C(N2C)=O)=NC(C3=CC=C(C(F)(F)F)C=C3)=N1)=NC2=O
InChi Code
InChI=1S/C14H10F3N5O2/c1-21-12(23)9-11(19-13(21)24)22(2)20-10(18-9)7-3-5-8(6-4-7)14(15,16)17/h3-6H,1-2H3
InChi Key
XRVMPTWWKLKLPB-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Cayman Chemical
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    Product Description

    Walrycin B is an antibiotic that has activity against Gram-positive bacteria (MICs = 0.39 and 3.13 μg/ml for B. subtilis and S. aureus, respectively) via inhibition of WalR, a response regulator that is essential to bacterial viability.1 It inhibits WalR-induced repression of EGFP signaling in a reporter assay in a concentration-dependent manner. Walrycin B alters expression of WalR regulon genes, decreasing ydjM, yocH, and ycvE and increasing yoeB and yjeA expression in B. subtilis. It also halts transcription of isaA and ssaA in S. aureus. Overexpression of WalR induces a 4- and 2-fold increase in the MIC against B. subtilis and S. aureus, respectively, indicating cell death is induced specifically through inhibition of WalR by walrycin B.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Gotoh, Y., Doi, A., Furuta, E., et al. Novel antibacterial compounds specifically targeting the essential WalR response regulator. J. Antibiot. (Tokyo) 63(3), 127-134 (2010).