Key Documents

View All Documentation

E7781

Erastin

Name: Erastin
Brand: SIGMA

≥98% (HPLC), powder, ferroptosis inducer

Synonym(s):

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

Select a Size

Change View

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

Assay:

≥98% (HPLC)

Form:

powder

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

Properties

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)

Description

General description

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

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.

Still not finding the right product?

Explore all of our products under Erastin

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

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

Articles

Discover Bioactive Small Molecules for Cell Cycle

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

Bioactive Molecules for Apoptosis

Apoptosis regulation involves multiple pathways and molecules for cellular homeostasis.

RAS-RAF-MEK-dependent oxidative cell death involving voltage-dependent anion channels.

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

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

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

Global Trade Item Number

SKU	GTIN
E7781-5MG	04061833218563
E7781-1MG	04061833608470