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Merck

E7781

Sigma-Aldrich

Erastin

≥98% (HPLC), powder, ferroptosis inducer

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C30H31ClN4O4
Número de CAS:
Peso molecular:
547.04
Número MDL:
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
NACRES:
NA.77

Nombre del producto

Erastin, ≥98% (HPLC)

Ensayo

≥98% (HPLC)

Formulario

powder

color

white to beige

solubilidad

DMSO: 5 mg/mL, clear (warmed)

temp. de almacenamiento

−20°C

cadena SMILES

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

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

Clave InChI

BKQFRNYHFIQEKN-UHFFFAOYSA-N

Información sobre el gen

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

Descripción general

Erastin is a cell-permeable piperazinyl-quinazolinone. It interacts with antiporter system Xc-.[1]

Aplicación

Erastin has been used:
  • as a positive control for inducing ferroptosis in hepatic stellate cell (HSC)[2]
  • to induce ferroptosis and in transferrin internalization assay of human fibrosarcoma HT1080 cells[3]
  • to induce ferroptosis of muscle-derived cell lines[4]

Acciones bioquímicas o fisiológicas

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.

Características y beneficios

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.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

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


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Los clientes también vieron

Nicholas Yagoda et al.
Nature, 447(7146), 864-868 (2007-06-15)
Therapeutics that discriminate between the genetic makeup of normal cells and tumour cells are valuable for treating and understanding cancer. Small molecules with oncogene-selective lethality may reveal novel functions of oncoproteins and enable the creation of more selective drugs. Here
Ferroptosis is an autophagic cell death process
Gao M, et al.
Cell research, 26(9), 1021-1021 (2016)
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)

Artículos

Apoptosis regulation involves multiple pathways and molecules for cellular homeostasis.

Cell cycle phases (G1, S, G2, M) regulate cell growth, DNA replication, and division in proliferating cells.

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