SML2807

JP4-039

≥98% (HPLC)

• Synonym(s): 4-[[(3E,5S)-5-[[(1,1-Dimethylethoxy)carbonyl]amino]-7-methyl-1-oxo-3-octen-1-yl]amino]-2,2,6,6-tetramethyl-1-piperidinyloxy, JP 4-039
• Empirical Formula (Hill Notation): C₂₃H₄₂N₃O₄
• CAS Number: 1205492-16-5
• Molecular Weight: 424.60
• UNSPSC Code: 12352200
• NACRES: NA.77
• Assay: ≥98% (HPLC)
• Form: powder

Properties

• Quality Segment: 100
• assay: ≥98% (HPLC)
• form: powder
• color: faint yellow to dark orange
• solubility: DMSO: 2 mg/mL, clear
• storage temp.: −20°C
• SMILES string: O=C(C/C=C/[C@@H](NC(OC(C)(C)C)=O)CC(C)C)NC1CC(C)(C)N([O])C(C)(C)C1
• InChI: 1S/C23H42N3O4/c1-16(2)13-17(25-20(28)30-21(3,4)5)11-10-12-19(27)24-18-14-22(6,7)26(29)23(8,9)15-18/h10-11,16-18H,12-15H2,1-9H3,(H,24,27)(H,25,28)/b11-10+/t17-/m1/s1
• InChI key: AJHRJWQXDNEJAG-SXSDINLZSA-N

Description

Biochem/physiol Actions

JP4-039 is an electron-/reactive oxygen species (ROS)-scavenging GS-nitroxide composed of 4-amino-TEMPO and a truncated gramicidin S (GS) mitochrondria-targeting sequence. JP4-039 is a superior irradiation mitigator than XJB-5-131 (33% vs. 20% mice survial rate on day 35 with respective compound; 23.6 μmol/kg iv. 24 hr post 9.5 Gy whole body irradiation), while displaying weaker anti-ferroptotic potency (EC₅₀ = 3.58 μM/1.27 μM against 10 μM erastin-/2 μM RSL3-induced HT-1080 ferroptosis vs. 114 nM/68 nM with XJB-5-131) due to lower lipophilicity & mitochondria enrichment. Typical dosing range: 40 nM-10 μM in cultures and 10-20 mg/kg in mice (im., ip., iv.) in vivo.

Mitochondrial-targeted reactive oxygen species (ROS)-scavenging gramicidin S (GS)-nitroxide with in vitro and in vivo efficacy against irradiation-induced damage.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3