A ferroptosis inducer
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Piperazine Erastin

Item No. 36934

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[[4-[2-(4-chlorophenoxy)acetyl]-1-piperazinyl]methyl]-3-[2-(1-methylethoxy)-5-(1-piperazinylmethyl)phenyl]-4(3H)-quinazolinone
CAS Number
1538593-71-3
Molecular Formula
C35H41ClN6O4
Formula Weight
645.2
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: insolDMSO: 10 mg/mlEthanol: insolPBS (pH 7.2): insol
λmax
227 nm
SMILES
O=C1C2=C(N=C(CN3CCN(CC3)C(COC4=CC=C(C=C4)Cl)=O)N1C5=CC(CN6CCNCC6)=CC=C5OC(C)C)C=CC=C2
InChi Code
InChI=1S/C35H41ClN6O4/c1-25(2)46-32-12-7-26(22-39-15-13-37-14-16-39)21-31(32)42-33(38-30-6-4-3-5-29(30)35(42)44)23-40-17-19-41(20-18-40)34(43)24-45-28-10-8-27(36)9-11-28/h3-12,21,25,37H,13-20,22-24H2,1-2H3
InChi Key
XGKULGPEBBYKCA-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

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    1 mg

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    5 mg

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    10 mg

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    Cayman Chemical
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    Product Description

    Piperazine erastin is an inducer of ferroptosis.1,2 It inhibits glutamate release in human CCF-STTG1 astrocytoma cells (IC50 = 0.8 µM), indicating inhibition of the system xc- cystine/glutamate transporter, and decreases glutathione (GSH) levels in HT-1080 fibrosarcoma cells when used at a concentration of 10 µM. Piperazine erastin inhibits the growth of BJeLR cells overexpressing the H-Ras activating mutation H-RasG12V (IC50 = 0.3 µM).1 It increases hepatic mRNA expression of the gene encoding Cox-2 and prevents tumor formation in an HT-1080 mouse xenograft model when administered at a dose of 60 mg/kg.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Larraufie, M.-H., Yang, W.S., Jiang, E., et al. Incorporation of metabolically stable ketones into a small molecule probe to increase potency and water solubility. Bioorg. Med. Chem. Lett. 25(21), 4787-4792 (2015).

    2. Yang, W.S., SriRamaratnam, R., Welsch, M.E., et al. Regulation of ferroptotic cancer cell death by GPX4. Cell 156(1-2), 317-331 (2014).