SML2389

AP39

≥95% (HPLC)

• Synonym(s): (10-Oxo-10-(4-(3-thioxo-3H-1,2-dithiol-5-yl)phenoxy)decyl)triphenylphosphonium bromide, AP 39, AP-39
• Empirical Formula (Hill Notation): C₃₇H₃₈BrO₂PS₃
• CAS Number: 1429061-80-2
• Molecular Weight: 721.77
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• assay: ≥95% (HPLC)
• form: powder
• storage condition: (Add Desiccant)
• color: white to dark orange
• solubility: DMSO: 2 mg/mL, clear
• shipped in: wet ice
• storage temp.: −20°C
• SMILES string: O=C(OC1=CC=C(C2=CC(SS2)=S)C=C1)CCCCCCCCC[P+](C3=CC=CC=C3)(C4=CC=CC=C4)C5=CC=CC=C5.[Br-]
• InChI: 1S/C37H38O2PS3.BrH/c38-36(39-31-26-24-30(25-27-31)35-29-37(41)43-42-35)23-15-4-2-1-3-5-16-28-40(32-17-9-6-10-18-32,33-19-11-7-12-20-33)34-21-13-8-14-22-34;/h6-14,17-22,24-27,29H,1-5,15-16,23,28H2;1H/q+1;/p-1
• InChI key: PUEBFERUDPTIDR-UHFFFAOYSA-M

Description

Biochem/physiol Actions

AP39 is a anethole dithiolethione (ADT-OH)-derivatized hydrogen sulfide (H2S) donor with a lipophilic & positively charged triphenylphosphonium (TP) moiety for mitochondrially targeted H2S release. AP39 stimulates mitochondrial electron transport and cellular bioenergetic function, protecting against mitochondrial DNA damage and cell death upon oxidative stress induction (effective conc. 30–100 nM; bEnd.3 cells). AP39 in vivo efficacy (0.1-1 μmol/kg i.v.; 0.1-0.3 mg/kg i.p.) is demonstrated in varous rodent models, including neurological damage post cardiac arrest, renal injury post ischemia-reperfusion, burn-caused organ damage, as well as brain atrophy in APP/PS1 mice.

Mitochondrially targeted hydrogen sulfide (H2S) donor that protects against mitochondrial stress-induced cellular and tissue damage in vitro and in vivo.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable