Skip to Content
Merck

E7781

Erastin

≥98% (HPLC), powder, ferroptosis inducer

Synonym(s):

2-[1-[4-[2-(4-Chlorophenoxy)acetyl]-1-piperazinyl]ethyl]-3-(2-ethoxyphenyl)-4(3H)-Quinazolinone

Sign In to View Organizational & Contract Pricing.

Select a Size

All Photos(3)

About This Item

Empirical Formula (Hill Notation):
C30H31ClN4O4
CAS Number:
571203-78-6
Molecular Weight:
547.04
UNSPSC Code:
12352200
PubChem Substance ID:
329799073
NACRES:
NA.77
MDL number:
MFCD09837984

Product Name

Erastin, ≥98% (HPLC)

SMILES string

CCOc1ccccc1N2C(=O)c3ccccc3N=C2C(C)N4CCN(CC4)C(=O)COc5ccc(Cl)cc5

InChI key

BKQFRNYHFIQEKN-UHFFFAOYSA-N

InChI

1S/C30H31ClN4O4/c1-3-38-27-11-7-6-10-26(27)35-29(32-25-9-5-4-8-24(25)30(35)37)21(2)33-16-18-34(19-17-33)28(36)20-39-23-14-12-22(31)13-15-23/h4-15,21H,3,16-20H2,1-2H3

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 5 mg/mL, clear (warmed)

storage temp.

−20°C

Gene Information

human ... hRas(3265)
mouse ... hRas(15461)
rat ... hRas(293621)

Application

Erastin has been used:
  • as a positive control for inducing ferroptosis in hepatic stellate cell (HSC)
  • to induce ferroptosis and in transferrin internalization assay of human fibrosarcoma HT1080 cells
  • to induce ferroptosis of muscle-derived cell lines

Biochem/physiol Actions

Erastin is an antitumor agent selective for tumor cells bearing oncogenic RAS (i.e. HRAS, KRAS). Erastin produces ferroptosis, a non-apoptotic tumor cell death, by altering mitochondrial voltage-dependent anion channel (VDAC) gating allowing cations to enter mitochondria and leading to release of oxidative species causing oxidative cell death.
Erastin is an antitumor agent selective for tumor cells bearing oncogenic RAS.

Features and Benefits

This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

General description

Erastin is a cell-permeable piperazinyl-quinazolinone. It interacts with antiporter system Xc-.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000226790
0000226789
0000226789
0000226790
0000199817

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Sonam Dolma et al.
Cancer cell, 3(3), 285-296 (2003-04-05)
We used synthetic lethal high-throughput screening to interrogate 23,550 compounds for their ability to kill engineered tumorigenic cells but not their isogenic normal cell counterparts. We identified known and novel compounds with genotype-selective activity, including doxorubicin, daunorubicin, mitoxantrone, camptothecin, sangivamycin
Jiao Wu et al.
Nature, 572(7769), 402-406 (2019-07-26)
Ferroptosis, a cell death process driven by cellular metabolism and iron-dependent lipid peroxidation, has been implicated in diseases such as ischaemic organ damage and cancer1,2. The enzyme glutathione peroxidase 4 (GPX4) is a central regulator of ferroptosis, and protects cells
The ferroptosis inducer erastin promotes proliferation and differentiation in human peripheral blood mononuclear cells
Wang D, et al.
Biochemical and Biophysical Research Communications, 503(3), 1689-1695 (2018)
Antonio Bruni et al.
Cell death & disease, 9(6), 595-595 (2018-05-24)
Human islet transplantation has been hampered by donor cell death associated with the islet preparation procedure before transplantation. Regulated necrosis pathways are biochemically and morphologically distinct from apoptosis. Recently, ferroptosis was identified as a non-apoptotic form of iron-dependent regulated necrosis
Cell growth potential drives ferroptosis susceptibility in rhabdomyosarcoma and myoblast cell lines
Codenotti S, et al.
Journal of Cancer Research and Clinical Oncology, 144(9), 1717-1730 (2018)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service