SML0404

6,8-Bis(benzylthio)-octanoic acid

≥98% (HPLC), E1α pyruvate dehydrogenase modulator, powder

• Synonym(s): 6,8-Bis[(phenylmethyl)thio-octanoic acid, CPI-613
• Empirical Formula (Hill Notation): C₂₂H₂₈O₂S₂
• CAS Number: 95809-78-2
• Molecular Weight: 388.59
• UNSPSC Code: 12352106
• PubChem Substance ID: 329825400
• NACRES: NA.77
• MDL number: MFCD22420826
• Assay: ≥98% (HPLC)
• Form: powder

Properties

• Product Name: 6,8-Bis(benzylthio)-octanoic acid, ≥98% (HPLC)
• Quality Segment: 100
• assay: ≥98% (HPLC)
• form: powder
• color: white to beige
• solubility: DMSO: 15 mg/mL (clear solution)
• storage temp.: 2-8°C
• SMILES string: OC(=O)CCCCC(CCSCc1ccccc1)SCc2ccccc2
• InChI: 1S/C22H28O2S2/c23-22(24)14-8-7-13-21(26-18-20-11-5-2-6-12-20)15-16-25-17-19-9-3-1-4-10-19/h1-6,9-12,21H,7-8,13-18H2,(H,23,24)
• InChI key: ZYRLHJIMTROTBO-UHFFFAOYSA-N

Description

Application

6,8-Bis(benzylthio)-octanoic acid has been used as pyruvate dehydrogenase (PDH) inhibitor:

• to study its effects on neurite outgrowth in primary mouse dorsal root ganglia cells
• to induce α-smooth muscle actin (αSMA) and pro-collagen I expression and to assess PDH enzyme activity in whole-cell lysates
• to validate basal respiration in tissue respirometry

Biochem/physiol Actions

6,8-Bis(benzylthio)-octanoic acid (CPI-613) is a lipoate analog. It acts as a mitochondrial disrupter by blocking the mitochondrial enzymes pyruvate dehydrogenase and α-ketoglutarate dehydrogenase.

6,8-Bis(benzylthio)-octanoic acid is an E1α pyruvate dehydrogenase (PDH) modulator that prevents cancer cells from metabolizing glucose for energy. 6,8-Bis(benzylthio)-octanoic acid has been granted orphan drug status by the US FDA for pancreatic cancer.

6,8-Bis(benzylthio)-octanoic acid is an E1α pyruvate dehydrogenase (PDH) modulator.

Other Notes

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

Safety Information

• pictograms: GHS09
• signalword: Warning
• hcodes: H410
• pcodes: P273 - P391 - P501
• Hazard Classifications: Aquatic Acute 1 - Aquatic Chronic 1
• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable