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AB287102

Emricasan

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(4 Publications)

MW 569.5 Da, Purity >98%. An irreversible pan-caspase inhibitor. In a mouse model of α-Fas-induced acute liver injury, the orally-administered caspase inhibitor Emricasan was retained in the liver for prolonged periods with a low systemic exposure.

View Alternative Names

A830040C14Rik, ALPS2B, APOPAIN, Amyotrophic lateral sclerosis 2 chromosomal region candidate gene 12 protein, Apoptosis related cysteine peptidase, Apoptotic cysteine protease, Apoptotic protease Mch-5, Beta-interferon, CAP 4, CASP3_HUMAN, CASP8_HUMAN, CC3, CED 3, CPP-32, CPP32B, Casp3a, Caspase 3, apoptosis-related cysteine peptidase, Caspase 3, apoptosis-related cysteine protease, Caspase 3, apoptosis-related cysteine protease a, Caspase 8, Caspase 8 apoptosis related cysteine peptidase, Caspase IIX, Caspase-3, Caspase-3 subunit p12, Caspase-8 subunit p10, Cysteine protease CPP32, EC 3.4.22.56, FADD-homologous ICE/CED-3-like protease, FADD-like ICE, FLICE, FLJ17672, Fibroblast interferon, ICE-like apoptotic protease 5, ICE3, IFB, IFF, IFN-beta, IFNB 1, IFNB_HUMAN, Interferon beta, Interferon beta 1 fibroblast, Interferon beta precursor, LICE, MACH, MACH alpha 1/2/3 protein, MACH beta 1/2/3/4 protein, MACH5, MCH 5, MGC78473, MGC96956, MORT1-associated CED-3 homolog, OTTHUMP00000163717, OTTHUMP00000163720, OTTHUMP00000163724, OTTHUMP00000163725, OTTHUMP00000165052, OTTHUMP00000165053, OTTHUMP00000165054, OTTHUMP00000165062, OTTHUMP00000165063, OTTHUMP00000165064, OTTHUMP00000206552, OTTHUMP00000206582, PARP cleavage protease, Procaspase3, Protein Yama, SCA-1, SREBP cleavage activity 1, Yama, Yama protein, mldy

Key facts

CAS number

254750-02-2

Purity

>98%

Form

Solid

form

Molecular weight

569.5 Da

Molecular formula

C<sub>2</sub><sub>6</sub>H<sub>2</sub><sub>7</sub>F<sub>4</sub>N<sub>3</sub>O<sub>7</sub>

PubChem

12000240

Nature

Synthetic

Solubility

~30 mg/ml in DMSO

Biochemical name

Emricasan

Biological description

An irreversible pan-caspase inhibitor. In a mouse model of α-Fas-induced acute liver injury, the orally-administered caspase inhibitor Emricasan was retained in the liver for prolonged periods with a low systemic exposure.

Canonical smiles

CC(C(=O)NC(CC(=O)O)C(=O)COC1=C(C(=CC(=C1F)F)F)F)NC(=O)C(=O)NC2=CC=CC=C2C(C)(C)C

Isomeric smiles

C[C@@H](C(=O)N[C@@H](CC(=O)O)C(=O)COC1=C(C(=CC(=C1F)F)F)F)NC(=O)C(=O)NC2=CC=CC=C2C(C)(C)C

InChi

InChI=1S/C26H27F4N3O7/c1-12(31-24(38)25(39)32-16-8-6-5-7-13(16)26(2,3)4)23(37)33-17(10-19(35)36)18(34)11-40-22-20(29)14(27)9-15(28)21(22)30/h5-9,12,17H,10-11H2,1-4H3,(H,31,38)(H,32,39)(H,33,37)(H,35,36)/t12-,17-/m0/s1

InChiKey

SCVHJVCATBPIHN-SJCJKPOMSA-N

IUPAC Name

(3S)-3-[[(2S)-2-[[2-(2-tert-butylanilino)-2-oxoacetyl]amino]propanoyl]amino]-4-oxo-5-(2,3,5,6-tetrafluorophenoxy)pentanoic acid

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Product details

This product is manufactured by BioVision, an Abcam company and was previously called B2596 Emricasan. B2596-5 is the same size as the 5 mg size of ab287102.
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Properties and storage information

Shipped at conditions
Blue Ice
Appropriate short-term storage conditions
-20°C
Appropriate long-term storage conditions
-20°C
Storage information
It is important to note that this product is reported to be light sensitive|Store in the dark
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Supplementary information

This supplementary information is collated from multiple sources and compiled automatically.

Interferon beta Caspase-3 and Caspase-8 each play distinct mechanical roles in cellular processes. Interferon beta a type I interferon acts in antiviral defense and immune regulation with a mass of approximately 20 kDa. It is expressed in various cells such as fibroblasts and epithelial cells. Caspase-3 and Caspase-8 with masses of around 32 kDa and 55 kDa respectively are central executors in the apoptotic process. Caspase-3 also known as CPP32 and Caspase-8 frequently found in signals initiated by death receptors reside in the cytosol across different tissues.
Biological function summary

These proteins contribute to essential processes within the cell and immune system. Interferon beta plays a significant role in innate and adaptive immune responses by stimulating the antiviral state and regulating the activity of immune cells. It is not part of a complex. Caspase-3 acts as an executioner caspase cleaving cellular components to trigger apoptosis. Caspase-8 initiates the extrinsic apoptosis pathway by activating downstream caspases like Caspase-3 often forming part of the death-inducing signaling complex (DISC) upon activation by death receptors.

Pathways

Their biological roles fit into important signal cascades. Interferon beta operates within the JAK-STAT pathway modulating gene expression in response to pathogen invasion. Caspase-3 and Caspase-8 integrate into the apoptosis pathway. Caspase-8 connects the extrinsic pathway triggered by receptors like Fas (CD95) while Caspase-3 forms a node for executing apoptosis once activated either extrinsically or by the intrinsic pathway involving proteins like cytochrome c.

Interferon beta connects closely to autoimmune diseases like multiple sclerosis modulating immune attacks on the nervous system. Caspase-3 and Caspase-8 play roles in neurodegenerative diseases and cancer. In cancers defects in apoptosis often involve dysregulation of Caspase-8 affecting interactions with proteins such as FLIP. Caspase-3 through its role in apoptosis relates to programmed cell death pathway disruptions underlying neurodegeneration in conditions like Alzheimer's disease.
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Product protocols

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Publications (4)

Recent publications for all applications. Explore the full list and refine your search

Liver international : official journal of the International Association for the Study of the Liver 35:953-66 PubMed24750664

2014

The pan-caspase inhibitor Emricasan (IDN-6556) decreases liver injury and fibrosis in a murine model of non-alcoholic steatohepatitis.

Applications

Unspecified application

Species

Unspecified reactive species

Fernando J Barreyro,Silvia Holod,Paola V Finocchietto,Alejandra M Camino,Jorge B Aquino,Alejandra Avagnina,María C Carreras,Juan J Poderoso,Gregory J Gores

Transplantation 94:30-5 PubMed22706322

2012

Caspase inhibitor IDN6556 facilitates marginal mass islet engraftment in a porcine islet autotransplant model.

Applications

Unspecified application

Species

Unspecified reactive species

Michael D McCall,Allison M Maciver,Tatsuya Kin,Juliet Emamaullee,Rena Pawlick,Ryan Edgar,A M James Shapiro

The Journal of pharmacology and experimental thera 309:634-40 PubMed14742742

2004

Characterization of IDN-6556 (3-[2-(2-tert-butyl-phenylaminooxalyl)-amino]-propionylamino]-4-oxo-5-(2,3,5,6-tetrafluoro-phenoxy)-pentanoic acid): a liver-targeted caspase inhibitor.

Applications

Unspecified application

Species

Unspecified reactive species

Niel C Hoglen,Long-Shiuh Chen,Craig D Fisher,Brad P Hirakawa,Todd Groessl,Patricia C Contreras

Liver transplantation : official publication of the American Association for the Study of Liver Diseases and the International Liver Transplantation Society 9:278-84 PubMed12619025

2003

The caspase inhibitor IDN-6556 prevents caspase activation and apoptosis in sinusoidal endothelial cells during liver preservation injury.

Applications

Unspecified application

Species

Unspecified reactive species

Shiho Natori,Hajime Higuchi,Patricia Contreras,Gregory J Gores
View all publications
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