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Details

Stereochemistry RACEMIC
Molecular Formula C30H31ClN4O4
Molecular Weight 547.045
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ERASTIN

SMILES

CCOC1=CC=CC=C1N2C(=O)C3=C(C=CC=C3)N=C2C(C)N4CCN(CC4)C(=O)COC5=CC=C(Cl)C=C5

InChI

InChIKey=BKQFRNYHFIQEKN-UHFFFAOYSA-N
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

HIDE SMILES / InChI

Molecular Formula C30H31ClN4O4
Molecular Weight 547.045
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Description

Erastin is antitumor agent, exhibiting selectivity for tumor cells bearing oncogenic RAS. Erastin is a ferroptosis activator; it induces oxidative, non-apoptotic cell death in tumors by acting directly on voltage-dependent anion channel 2 (VDAC2).

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

PubMed

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Erastin-induced cell death in human cancer cells involves DFO-sensitive ROS accumulation and can occur in cells lacking a functional electron transport chain (ETC). It was shown, that in erastin-treated (10 µM, 6 hrs) HT-1080 cells, observed no increase in MitoSOX-sensitive mitochondrial ROS production. KRAS-mutant 143B osteosarcoma cells incapable of ETC-dependent ROS formation, due to the depletion of mitochondrial DNA (mtDNA)-encoded transcripts, were as sensitive to erastin and RSL3 as matched mtDNA-wild-type (ρ+) cells.
Substance Class Chemical
Record UNII
ZJA3NS42T9
Record Status Validated (UNII)
Record Version