6,8-Bis(benzylthio)-octanoic acid

SIGMA/SML0404 - ≥98% (HPLC)

Synonym: 6,8-Bis[(phenylmethyl)thio-octanoic acid; CPI-613

CAS Number: 95809-78-2
Empirical Formula (Hill Notation): C₂₂H₂₈O₂S₂
Molecular Weight: 388.59
MDL Number: MFCD22420826
Linear Formula: C₂₂H₂₈O₂S₂
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-SML0404-5MG	5 mg	$119.00 1/EA		Add To Favorites
45-SML0404-25MG	25 mg	$472.00 1/EA		Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

assay	≥98% (HPLC)
color	white to beige
form	powder
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
Quality Level	100
SMILES string	OC(=O)CCCCC(CCSCc1ccccc1)SCc2ccccc2
solubility	DMSO: 15 mg/mL (clear solution)
storage temp.	2-8°C

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.
Biochem/physiol Actions:	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.
Biochem/physiol Actions:	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
Packaging:	5, 25 mg in glass bottle

Symbol	GHS09
Signal word	Warning
Hazard statements	H410
Precautionary statements	P273 - P501
Hazard Codes	N
Risk Statements	50/53
Safety Statements	60-61
RIDADR	UN 3077 9 / PGIII
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥98% (HPLC)
Storage Temp.	2-8°C
UNSPSC	12352106

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