Ceapin-A7
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MedKoo CAT#: 463833

CAS#: 2323027-38-7

Description: Ceapin-A7 is a novel ATF6 inhibitor, mediating a neomorphic interaction between ATF6 and the peroxisomal membrane protein ABCD3, keeping ATF6 in a trafficking-incompetent oligomeric state.

Chemical Structure

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Ceapin-A7
CAS# 2323027-38-7
Product data Instruction

Theoretical Analysis

MedKoo Cat#: 463833
Name: Ceapin-A7
CAS#: 2323027-38-7
Chemical Formula: C20H12F6N4O3
Exact Mass: 470.08
Molecular Weight: 470.331
Elemental Analysis: C, 51.07; H, 2.57; F, 24.24; N, 11.91; O, 10.20

Price and Availability

Size Price Availability Quantity
10mg USD 285 2 Weeks
25mg USD 595 2 Weeks
50mg USD 950 2 Weeks
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Synonym: Ceapin-A7; Ceapin A7; CP-A7; CPA7; CP A7;

IUPAC/Chemical Name: N-(1-(2,4-bis(trifluoromethyl)benzyl)-1H-pyrazol-4-yl)-5-(furan-2-yl)isoxazole-3-carboxamide

InChi Key: UJTDYOXTXGBHEG-UHFFFAOYSA-N

InChi Code: InChI=1S/C20H12F6N4O3/c21-19(22,23)12-4-3-11(14(6-12)20(24,25)26)9-30-10-13(8-27-30)28-18(31)15-7-17(33-29-15)16-2-1-5-32-16/h1-8,10H,9H2,(H,28,31)

SMILES Code: O=C(C1=NOC(C2=CC=CO2)=C1)NC3=CN(CC4=CC=C(C(F)(F)F)C=C4C(F)(F)F)N=C3

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Product Data:
Product Data
Instruction:
View handling instruction
Biological target: Ceapin-A7 is a selective blocker of ATF6α signaling in response to ER stress, with an IC50 of 0.59 μM.
In vitro activity: Since changes in cell viability may be due to cytostatic and/or cytotoxic effects, it was next determined whether Ceapin-A7 displayed increased apoptosis in response to ER stress. To this end, cells were stained with annexin V, which measures phosphoserine flipping as a marker for apoptotic cells, and 7-aminoactinomycin D (7AAD), a membrane impermeable dye taken up only by cells with compromised plasma membranes as a marker for late apoptotic / necrotic cell death. Cells were treated with or without ER stressor at different concentrations in the absence or presence of Ceapin-A7 and analyzed the cells by flow cytometry (Figure 6C). Cells treated with Ceapin-A7 alone showed no difference in cell death compared to vehicle alone, consistent with previous work demonstrating that homozygous ATF6α knockout mice are viable and fertile. At low concentrations of ER stress (10 nM Tg), inhibition of ATF6α did not enhance cytotoxicity, however as the concentration of ER stressor was increased (30 nM and 90 nM), ATF6α inhibition resulted in a two-fold increase in apoptotic cells compared to cells treated with ER stressor alone. Thus human cells treated with ER stress and Ceapin-A7 phenocopy the results obtained using genetic ablation of ATF6α in mouse models. Ceapins therefore define a first-in-class series of ATF6α inhibitors that selectively blocks ATF6α and not ATF6β, SREBP or other UPR branches without relying on inhibition of the proteases that are also used by other critical signaling pathways. Reference: Elife. 2016 Jul 20;5:e11878. https://www.ncbi.nlm.nih.gov/pmc/articles/pmid/27435960/
In vivo activity:

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 100.0 212.62

Preparing Stock Solutions

The following data is based on the product molecular weight 470.33 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol: 1. Gallagher CM, Garri C, Cain EL, Ang KK, Wilson CG, Chen S, Hearn BR, Jaishankar P, Aranda-Diaz A, Arkin MR, Renslo AR, Walter P. Ceapins are a new class of unfolded protein response inhibitors, selectively targeting the ATF6α branch. Elife. 2016 Jul 20;5:e11878. doi: 10.7554/eLife.11878. PMID: 27435960; PMCID: PMC4954757. 2. Xue F, Lu J, Buchl SC, Sun L, Shah VH, Malhi H, Maiers JL. Coordinated signaling of activating transcription factor 6α and inositol-requiring enzyme 1α regulates hepatic stellate cell-mediated fibrogenesis in mice. Am J Physiol Gastrointest Liver Physiol. 2021 May 1;320(5):G864-G879. doi: 10.1152/ajpgi.00453.2020. Epub 2021 Mar 17. PMID: 33728997; PMCID: PMC8202196.
In vivo protocol:

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