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E7781

Sigma-Aldrich

Erastin

≥98% (HPLC), powder, antitumor agent

Sinônimo(s):

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 (Notação de Hill):
C30H31ClN4O4
Número CAS:
571203-78-6
Peso molecular:
547.04
Número MDL:
MFCD09837984
Código UNSPSC:
12352200
ID de substância PubChem:
329799073
NACRES:
NA.77

Nome do produto

Erastin, ≥98% (HPLC)

Ensaio

≥98% (HPLC)

Formulário

powder

cor

white to beige

solubilidade

DMSO: 5 mg/mL, clear (warmed)

temperatura de armazenamento

−20°C

cadeia de caracteres 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

chave InChI

BKQFRNYHFIQEKN-UHFFFAOYSA-N

Informações sobre genes

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

Descrição geral

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

Aplicação

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

Ações bioquímicas/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 e benefícios

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 classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

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

Escolha uma das versões mais recentes:

Certificados de análise (COA)

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

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Sigma-Aldrich

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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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Discover Bioactive Small Molecules for Apoptosis

Apoptosis, or programmed cell death (PCD), is a selective process for the removal of unnecessary, infected or transformed cells in various biological systems. As it plays a role in the homeostasis of multicellular organisms, apoptosis is tightly regulated through two principal pathways by a number of regulatory and effector molecules.

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