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SML0404

Sigma-Aldrich

6,8-Bis(benzylthio)-octanoic acid

≥98% (HPLC)

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C22H28O2S2
Número de CAS:
95809-78-2
Peso molecular:
388.59
Número MDL:
MFCD22420826
Código UNSPSC:
12352106
ID de la sustancia en PubChem:
329825400
NACRES:
NA.77

Nivel de calidad

100

Ensayo

≥98% (HPLC)

Formulario

powder

color

white to beige

solubilidad

DMSO: 15 mg/mL (clear solution)

temp. de almacenamiento

2-8°C

cadena SMILES

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)

Clave InChI

ZYRLHJIMTROTBO-UHFFFAOYSA-N

Aplicación

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

Acciones bioquímicas o fisiológicas

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.

Otras notas

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

Pictogramas

Environment
GHS09

Palabra de señalización

Warning

Frases de peligro

H410

Consejos de prudencia

P273 - P391 - P501

Clasificaciones de peligro

Aquatic Acute 1 - Aquatic Chronic 1

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number
0000164783
0000164782
037M4605V
026M4616V
025M4601V

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Sigma-Aldrich

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