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SML1684

Sigma-Aldrich

GSK2850163

≥98% (HPLC)

Synonym(s):

(R)-2-(3,4-Dichlorobenzyl)-N-(4-methylbenzyl)-2,7-diazaspiro[4.5]decane-7-carboxamide

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About This Item

Empirical Formula (Hill Notation):
C24H29Cl2N3O
CAS Number:
2121989-91-9
Molecular Weight:
446.41
UNSPSC Code:
12352200
PubChem Substance ID:
329826014
NACRES:
NA.77
Pricing and availability is not currently available.

Quality Level

100

assay

≥98% (HPLC)

form

oil

color

colorless to light yellow

storage temp.

2-8°C

SMILES string

ClC1=CC(CN(C2)CC[C@]32CN(C(NCC4=CC=C(C)C=C4)=O)CCC3)=CC=C1Cl

InChI

1S/C24H29Cl2N3O/c1-18-3-5-19(6-4-18)14-27-23(30)29-11-2-9-24(17-29)10-12-28(16-24)15-20-7-8-21(25)22(26)13-20/h3-8,13H,2,9-12,14-17H2,1H3,(H,27,30)/t24-/m1/s1

InChI key

YFDASBFQKMHSSJ-XMMPIXPASA-N

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1 of 4

This Item
EMU001631EMU008051EMU017491
MISSION® esiRNA targeting mouse Ddr1

EMU045291

MISSION® esiRNA

MISSION® esiRNA targeting mouse Cacybp

EMU001631

MISSION® esiRNA

MISSION® esiRNA targeting mouse Ddx1

EMU008051

MISSION® esiRNA

MISSION® esiRNA targeting mouse Ctnna1

EMU017491

MISSION® esiRNA

Gene Information

mouse ... DDR1(12305), Ddr1(12305)

Gene Information

mouse ... CACYBP(12301), Cacybp(12301)

Gene Information

mouse ... DDX1(104721), Ddx1(104721)

Gene Information

mouse ... CTNNA1(12385), Ctnna1(12385)

product line

MISSION®

product line

MISSION®

product line

MISSION®

product line

MISSION®

Ensembl | mouse accession no.

ENSMUSG00000003534

Ensembl | mouse accession no.

ENSMUSG00000014226

Ensembl | mouse accession no.

ENSMUSG00000037149

Ensembl | mouse accession no.

ENSMUSG00000037815

esiRNA cDNA target sequence

TCTTCGGGTGGAGCTCTATGGCTGCCTCTGGCGGGATGGACTCCTGTCATATACAGCCCCCGTGGGGCAGACCATGCAGTTATCTGAGGTGATGGTACATCTCAATGATTCCACTTACGATGGATATACTGCTGGAGGGCTGCAGTATGGCGGTCTGGGCCAGCTGGCAGATGGCGTGGTGGGCCTGGATGATTTCAGGCAGAGCCAGGAGCTGCGGGTCTGGCCAGGCTATGACTATGTGGGATGGAGCAATCAGAGCTTCCCCACGGGCTACGTGGAGATGGAGTTTGAGTTTGATCGGTTGAGGACCTTCCAGACCATGCAGGTCCACTGTAACAACATGCACACTCTGGGAGCCCGCCTACCAGGTGGGGTGGAATGCCGGTTTAAAAGGGGTCCCGCCATGGCCTGGGAAGGAGAGCCTGTCCGCCATGCTCTGGGAGGCAGCCTTGGAGACCCCAGAGCCCGGGCCATCTCAGTGCCCCTGGGTGGCCACGTGGGCCGCTTTCTGCAGTGCAGATTCCTCTTTGCAGGTCCTTGGTTACTCTTCAGTGAGATCTCTTTCATCTCAGATGTGGTGAACGACTCCTCTG

esiRNA cDNA target sequence

CGATGATATGAAGCGAACCATTAATAAAGCGTGGGTGGAATCCAGAGAGAAGCAAGCCAGAGAAGACACGGAATTTTGAGGCTTTTAAAAGTCCGTATGGGAACTGTGATGTGGAATGCTCGTGTTCCAGTAAGGGGATGTTGTTGAACTGCACATATTTGTTCATGTGGGTATGTAGTTTTGACAGATAAATATTTACACCGCCTTTTAAGTAAAGATAGCAGATTCTCCATTTCTTACTGGAGGATTTGATTTAAATAAATAAGCTTATTAAACTGTTTCCTTCATTAGCACCCCAGACATTTCGTTTCAGAAAAGGCTATATGGCACTCTTACTGAAAATGTAAAAAGGAAGTCTTGCATAATGAAAATGTTATGTCACAGACTTTTGTTCTGGCTGGGA

esiRNA cDNA target sequence

GATCCTAGGAGGAGGGGATGTACTCATGGCTGCAGAAACAGGAAGTGGAAAAACTGGTGCATTTAGTATTCCCGTTATCCAGATAGTGTATGAAACTCTGAAAGACCAACAGGAAGGAAAGAAAGGGAAAACAACTATTAAAACTGGTGCTTCAGTGCTCAACAAGTGGCAGATGAACCCATATGATAGAGGGTCTGCTTTTGCAATTGGATCAGATGGTCTGTGTTGTCAGAGCAGAGAAGTGAAGGAGTGGCATGGATGCAGAGGAACTAGAGGACTGCTGAAAGGGAAGCACTACTATGAGGTGTCCTGTCATGACCAAGGGCTATGCAGAGTTGGGTGGTCTACCATGCAGGCTTCCTTAGACCTAGGTACTGACAAGTTTGGATTTGGCTTCGGTGGAACAGGAAAGA

esiRNA cDNA target sequence

TTTCCTGGAGACCAATGTCCCTCTATTAGTACTGATTGAAGCTGCAAAGAATGGAAATGAGAAAGAAGTTAAGGAATATGCCCAAGTTTTTCGTGAACATGCCAACAAACTGATTGAGGTTGCCAACCTGGCCTGTTCAATCTCCAACAATGAAGAAGGCGTGAAGCTTGTCCGAATGTCTGCAAGCCAGTTAGAAGCGCTGTGTCCTCAGGTTATCAATGCTGCATTGGCGTTGGCAGCAAAGCCGCAGAGTAAACTGGCCCAAGAGAACATGGATCTTTTTAAAGAGCAATGGGAAAAGCAAGTCCGTGTTCTCACAGATGCTGTTGATGACATTACTTCCATCGATGACTTCTTGGCTGTCTCAGAGAACCACATTTTAGAAGATGTGAACAAGTGTGTTATTGCTCTCCAAGAGAAAGACGTGGATGGG

NCBI accession no.

NP_031610

NCBI accession no.

NM_009786

NCBI accession no.

NM_134040

NCBI accession no.

NM_009818

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

Biochem/physiol Actions

GSK2850163 is a highly selective inhibitor of inositol requiring enzyme-1 alpha (IRE1α) with dual activity: it inhibits IRE1α kinase activity with an IC50 value of 20 nM and RNase activity with an IC50 value of 200 nM. IRE1α is a dual serine/threonine-protein kinase/endoribonuclease with two enzymatic domains: a trans-autophosphorylation domain and and endoribonuclease (RNase) domain. When activated, usually in response to endoplasmic reticulum (ER) stress such as the unfolded protein response (UPR), IRE1α oligomerizes and activates mRNA splicing of adaptive XBP1 transcription factor, which upregulates ER chaperones and ER associated degradation (ERAD) genes that promote degradation of ER unfolded proteins and facilitate recovery from ER stress. However, if ER stress is too high or chronic, IRE1α is hyperactivated, increasing many ER mRNAs, resulting in apoptosis. GSK2850163 interacts with IRE1α catalytic residues Lys599 and Glu612, displacing the kinase activation loop to the inactive DFG-out conformation. The rearrangement of the kinase domain-dimer interface also results in the RNAse domains rotating away from each other, inhibiting the RNase activity.
IRE1α-selective inhibitor of XBP1 splicing
IRE1α-selective inhibitor of XBP1 splicing.
Homoharringtonine is a cephalotaxine ester that is also known as (HHT; 4-methyl (2R)-2-hydroxy-2-(4-hydroxy-4-methylpentyl)butanedioate). In gefitinib-resistant lung cancer cells, homoharringtonine promotes apoptosis and prevents signal transducer and activator of transcription (STAT3) through IL-6 (interleukin-6) /JAK1 (janus kinase 1)/STAT3 signal pathway.[1] It plays an important role in the treatment of malaria.[2]

hcodes

H413

Hazard Classifications

Aquatic Chronic 4

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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    096M4751V

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    Chemistry and Biology, 439-439 (1998)
    Wei Cao et al.
    Scientific reports, 5, 8477-8477 (2015-07-15)
    Tyrosine kinase inhibitors (TKIs) are mostly used in non-small cell lung cancer (NSCLC) treatment. Unfortunately, treatment with Gefitinib for a period of time will result in drug resistance and cause treatment failure in clinic. Therefore, exploring novel compounds to overcome

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