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E7781

Sigma-Aldrich

Erastin

≥98% (HPLC), powder, antitumor agent

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:
571203-78-6
Peso molecular:
547.04
Número MDL:
MFCD09837984
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
329799073
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-.

Aplicación

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

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.

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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Certificados de análisis (COA)

Lot/Batch Number
096M4747V
105M4728V
025M4781V
015M4730V
044M4774V

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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
Ding Wang et al.
Biochemical and biophysical research communications, 480(4), 602-607 (2016-10-30)
Dopamine is a neurotransmitter that has many functions in the nervous and immune systems. Ferroptosis is a non-apoptotic form of regulated cell death that is involved in cancer and neurodegenerative diseases. However, the role of dopamine in ferroptosis remains unidentified.
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)
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
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