E7781

Erastin

Name: Erastin
Brand: SIGMA
Price: 246 CAD

≥98% (HPLC), powder, ferroptosis inducer

Synonym(s):

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

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1 MG

$246.00

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About This Item

Empirical Formula (Hill Notation):

C₃₀H₃₁ClN₄O₄

CAS Number:

571203-78-6

Molecular Weight:

547.04

MDL number:

MFCD09837984

UNSPSC Code:

12352200

PubChem Substance ID:

329799073

NACRES:

NA.77

Key Documents

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Product Name

Erastin, ≥98% (HPLC)

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 5 mg/mL, clear (warmed)

storage temp.

−20°C

SMILES string

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

InChI key

BKQFRNYHFIQEKN-UHFFFAOYSA-N

Gene Information

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

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This Item	SML2794	329600	SML2231
Sigma-Aldrich E7781 Erastin	Sigma-Aldrich SML2794 Erastin2	Sigma-Aldrich 329600 Erastin	Sigma-Aldrich SML2231 Erasin
form powder	form powder	form solid	form powder
assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)
storage temp. −20°C	storage temp. 2-8°C	storage temp. −20°C	storage temp. 2-8°C
solubility DMSO: 5 mg/mL, clear (warmed)	solubility DMSO: 2 mg/mL, clear	solubility DMSO: 50 mg/mL	solubility DMSO: 2 mg/mL, clear
color white to beige	color white to beige	color white	color white to beige
Gene Information human ... hRas(3265) mouse ... hRas(15461) rat ... hRas(293621)	Gene Information -	Gene Information -	Gene Information -

General description

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

Application

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]

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Intercellular interaction dictates cancer cell ferroptosis via NF2-YAP signalling.

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

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)

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)

Identification of genotype-selective antitumor agents using synthetic lethal chemical screening in engineered human tumor cells.

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

Ferroptosis-inducing agents compromise in vitro human islet viability and function.

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

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