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Ferrostatin-1 (Standard)

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Description
Ferrostatin-1 (Standard) is the analytical standard of Ferrostatin-1. This product is intended for research and analytical applications. Ferrostatin-1 (Fer-1), a potent and selective ferroptosis inhibitor, suppresses Erastin-induced ferroptosis in HT-1080 cells (EC50=60 nM). Ferrostatin-1, a synthetic antioxidant, acts via a reductive mechanism to prevent damage to membrane lipids and thereby inhibits cell death. Ferrostatin-1 exhibits antifungal activity[1][2][3].
CAS Number
347174-05-4
Target
Ferroptosis; Fungal; Reference Standards
Related Pathways
Anti-infection; Apoptosis; Others
Field of Research
Cancer
Smiles
O=C(OCC)C1=CC=C(NC2CCCCC2)C(N)=C1
Molecular Formula
C15H22N2O2
Molecular Weight
262.35
References & Citations
[1]Dixon SJ, et al. Ferroptosis: an iron-dependent form of nonapoptotic cell death. Cell. 2012;149 (5) :1060-1072.|[2]Skouta R, Dixon SJ, Wang J, et al. Ferrostatins inhibit oxidative lipid damage and cell death in diverse disease models. J Am Chem Soc. 2014;136 (12) :4551-4556.|[3]Horwath MC, et al. Antifungal Activity of the Lipophilic Antioxidant Ferrostatin-1. Chembiochem. 2017;18 (20) :2069-2078.|[4]Liu P, Feng Y, et al. Ferrostatin-1 alleviates lipopolysaccharide-induced acute lung injury via inhibiting ferroptosis. Cell Mol Biol Lett. 2020;25:10. Published 2020 Feb 27.|[5]Melania Guerrero Hue, et al. FP282 FERROPTOSIS-MEDIATED CELL DEATH IS DECREASED BY CURCUMIN IN RENAL DAMAGE ASSOCIATED TO RHABDOMYOLYSIS, Nephrology Dialysis Transplantation, Volume 34, Issue Supplement_1, June 2019, gfz106.FP282.|[6]Zhang M, et al. Ferrostatin-1 attenuates hypoxic-ischemic brain damage in neonatal rats by inhibiting ferroptosis. Transl Pediatr. 2023 Nov 28;12 (11) :1944-1970.|[7]Cheon YI, et al. Effect of deferoxamine and ferrostatin-1 on salivary gland dysfunction in ovariectomized rats. Aging (Albany NY) . 2023 Apr 6;15 (7) :2418-2432.|[8]Morrow J P, et al. Poly (2-oxazoline) -Ferrostatin-1 drug conjugates inhibit ferroptotic cell death[J]. Journal of Controlled Release, 2022, 350: 193-203.|[9]Xie Q, et al. Ferrostatin-1 improves BMSC survival by inhibiting ferroptosis. Arch Biochem Biophys. 2023 Mar 1;736:109535. |[10]Chu J, et al. Ferrostatin-1 protects HT-22 cells from oxidative toxicity[J]. Neural regeneration research, 2020, 15 (3) : 528-536.|[11]Xie J, et al. Ferrostatin‑1 alleviates oxalate‑induced renal tubular epithelial cell injury, fibrosis and calcium oxalate stone formation by inhibiting ferroptosis. Mol Med Rep. 2022 Aug;26 (2) :256.|[12]Ling M, et al. Ferrostatin-1 alleviates ventilator-induced lung injury by inhibiting ferroptosis[J]. International Immunopharmacology, 2023, 120: 110356.|[13]Li S, et al. Ferrostatin-1 alleviates angiotensin II (Ang II) -induced inflammation and ferroptosis in astrocytes[J]. International immunopharmacology, 2021, 90: 107179.|[14]Liu N, et al. Activation of the reverse transsulfuration pathway through NRF2/CBS confers erastin-induced ferroptosis resistance[J]. British journal of cancer, 2020, 122 (2) : 279-292.|[15]Zhang Z, et al. CGI1746 targets σ1R to modulate ferroptosis through mitochondria-associated membranes[J]. Nature Chemical Biology, 2024, 20 (6) : 699-709.|[16]Hanke N, et al. Inhibition of autophagy rescues HT22 hippocampal neurons from erastin-induced ferroptosis[J]. Neural regeneration research, 2023, 18 (7) : 1548-1552.|[17]Wang X, et al. Melatonin alleviates acute sleep deprivation-induced memory loss in mice by suppressing hippocampal ferroptosis[J]. Frontiers in pharmacology, 2021, 12: 708645.|[18]Du J, et al. Identification of Frataxin as a regulator of ferroptosis[J]. Redox biology, 2020, 32: 101483.|[19]Cheff D M, et al. The ferroptosis inducing compounds RSL3 and ML162 are not direct inhibitors of GPX4 but of TXNRD1[J]. Redox Biology, 2023, 62: 102703.|[20]Y Teng, et al. "Ferrostatin 1 ameliorates UVB‐induced damage of HaCaT cells by regulating ferroptosis." Experimental Dermatology 33.2 (2024) : e15018.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Ferrostatin-1

Ferrostatin-1 is an ethyl ester resulting from the formal condensation of the carboxy group of 3-amino-4-(cyclohexylamino)benzoic acid with ethanol. It is a potent inhibitor of ferroptosis, a distinct non-apoptotic form of cell death caused by lipid peroxidation. It is also a radical-trapping antioxidant and has the ability to reduce the accumulation of lipid peroxides and chain-carrying peroxyl radicals. It has a role as a ferroptosis inhibitor, an antioxidant, an antifungal agent, a radical scavenger, a neuroprotective agent and a radiation protective agent. It is an ethyl ester, a substituted aniline and a primary arylamine.

CAS Number347174-05-4
PubChem CID4068248
IUPAC Nameethyl 3-amino-4-(cyclohexylamino)benzoate
Molecular FormulaC15H22N2O2
Molecular Weight262.35
XLogP3.3
Topological Polar Surface Area64.4
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count5
Heavy Atom Count19
Formal Charge0
Complexity290
SMILES
CCOC(=O)C1=CC(=C(C=C1)NC2CCCCC2)N
InChI
InChI=1S/C15H22N2O2/c1-2-19-15(18)11-8-9-14(13(16)10-11)17-12-6-4-3-5-7-12/h8-10,12,17H,2-7,16H2,1H3
InChIKey
UJHBVMHOBZBWMX-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Ferrostatin-1
CAS: 347174-05-4
CID: 4068248
Formula: C15H22N2O2
MW: 262.35
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight262.35
XLogP33.3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count5
Exact Mass262.168127949
Monoisotopic Mass262.168127949
Topological Polar Surface Area64.4 Ų
Heavy Atom Count19
Formal Charge0
Complexity290
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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