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SML0843

Sigma-Aldrich

ISRIB

≥98% (HPLC), powder, integrated stress response inhibitor

Sinónimos:

Integrated Stress Response inhibitor, trans-N,N′-(Cyclohexane-1,4-diyl)bis(2-(4-chlorophenoxy)acetamide, trans-N,N′-1,4-Cyclohexanediylbis[2-(4-chlorophenoxy)-acetamide

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About This Item

Fórmula empírica (notación de Hill):
C22H24Cl2N2O4
Número de CAS:
1597403-47-8
Peso molecular:
451.34
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
329825607
NACRES:
NA.77

Nombre del producto

ISRIB, ≥98% (HPLC)

Nivel de calidad

100

Ensayo

≥98% (HPLC)

Formulario

powder

color

white to beige

solubilidad

DMSO: 1 mg/mL, clear (warmed)

temp. de almacenamiento

2-8°C

cadena SMILES

ClC1=CC=C(OCC(N[C@@H]2CC[C@@H](NC(COC3=CC=C(Cl)C=C3)=O)CC2)=O)C=C1

InChI

1S/C22H24Cl2N2O4/c23-15-1-9-19(10-2-15)29-13-21(27)25-17-5-7-18(8-6-17)26-22(28)14-30-20-11-3-16(24)4-12-20/h1-4,9-12,17-18H,5-8,13-14H2,(H,25,27)(H,26,28)/t17-,18-

Clave InChI

HJGMCDHQPXTGAV-IYARVYRRSA-N

Aplicación

ISRIB (integrated stress response inhibitor) has been used as an inhibitor of integrated stress response.

Acciones bioquímicas o fisiológicas

ISRIB (integrated stress response inhibitor) as a drug, imparts resistance to the cells against the downstream effects of eukaryotic initiation factor 2 (eIF2)α phosphorylation such as activating transcription factor 4 (ATF4) and eukaryotic translation initiation factor 4E (eIF4E)-binding protein 1 (4E-BP1) induction.
ISRIB is a blood- brain barrier penetrant, potent and selective inhibitor of integrated stress response (ISR) that impairs adaptation to ER stress. ISRIB is a potent inhibitor of PERK signaling, which potently reverses the effects of eIF2a phosphorylation and restores the cells translation capacity. ISRIB enhances cognitive memory in rodents.
ISRIB is a blood- brain barrier penetrant, potent and selective inhibitor of the inhibitor of PERK signaling; cognitive memory enhancer..

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
0000236877
0000189198
0000178621
116M4729V
046M4720V

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B Balakrishnan et al.
Biochimica et biophysica acta. Molecular basis of disease, 1865(11), 165516-165516 (2019-07-31)
Loss of galactose-1 phosphate uridylyltransferase (GALT) activity in humans results in Classic Galactosemia, and the GalT-deficient (GalT-/-) mouse mimics the patient condition. GalT-/- ovaries display elevated endoplasmic reticulum (ER) stress marker, BiP, and downregulated canonical phosphatidylinositol 3-kinase (Pi3k)/protein kinase B
Z D Kabir et al.
Molecular psychiatry, 22(8), 1096-1109 (2017-06-07)
CACNA1C, encoding the Ca
Caitlin M Rodriguez et al.
Nature neuroscience, 23(3), 386-397 (2020-02-19)
Repeat-associated non-AUG-initiated translation of expanded CGG repeats (CGG RAN) from the FMR1 5'-leader produces toxic proteins that contribute to neurodegeneration in fragile X-associated tremor/ataxia syndrome. Here we describe how unexpanded CGG repeats and their translation play conserved roles in regulating
Sara K Young-Baird et al.
Molecular cell, 77(4), 875-886 (2019-12-15)
Dysregulation of cellular protein synthesis is linked to a variety of diseases. Mutations in EIF2S3, encoding the γ subunit of the heterotrimeric eukaryotic translation initiation factor eIF2, cause MEHMO syndrome, an X-linked intellectual disability disorder. Here, using patient-derived induced pluripotent stem
Ye-Jin Park et al.
International journal of molecular sciences, 21(15) (2020-08-01)
Stress granules are membraneless organelles composed of numerous components including ribonucleoproteins. The stress granules are characterized by a dynamic complex assembly in response to various environmental stressors, which has been implicated in the coordinated regulation of diverse biological pathways, to
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