Millipore Sigma Vibrant Logo
Attention: We have moved. EMD Millipore products are no longer available for purchase on emdmillipore.com.Learn More

509164 Windorphen - CAS 19881-70-0 - Calbiochem

A cell-permeable, selective inhibitor p300 histone acetytransferase (IC₅₀ = 4.2 µM)

Windorphen - CAS 19881-70-0 - Calbiochem MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.

Synonyms: Wnt inhibitor dorsalizing, Histone Acetyltransferase Inhibitor XII, HAT Inhibitor XII, Wnt Pathway Inhibitor XXII, (E) & (Z)-3-Chloro-2,3-bis(4-methoxyphenyl)acrylaldehyde, WD

Primary Target: p300 HAT
View Products on Sigmaaldrich.com
509164
Purchase on Sigma-Aldrich

Overview

Replacement Information

Key Specifications Table

CAS #Empirical Formula
19881-70-0C₁₇H₁₅ClO₃

Products

Catalog NumberPackaging Qty/Pack
5.09164.0001 Glass bottle 25 mg
Description
OverviewThe racemic mixture of a cell-permeable (4-methoxyphenyl)chloroacrylaldehyde compound whose (Z)-isomer (isomer content 12-15%) acts as a p300-selective histone acetytransferase (HAT) inhibitor (IC50 = 4.2 µM using racemic mixture with 13% Z-isomer) and selectively disrupts β-catenin association with p300, but not CBP or LEF1/TCF4, exhibiting much reduced potency against KAT5, CBP, MYST4, MYST2 (IC50 ≥38 µM) and little or no inhibitory efficacy toward GCN5 and PCAF HAT activity (IC50 >100 µM). Shown to selectively prevents human & mouse β-catenin-, zebrafish β-catenin-1-, but not zebrafish β-catenin-2-, mediated transcription activity without affecting β-catenin activation or nuclear translocation. Induces apoptosis in Wnt signaling-dependent cancer cultures (IC50 15 to 22 µM; 72 h) in vitro without affecting the viability of Wnt-independent H460 (up to 200 µM & 72 h) and selectively abrogates Wnt signaling in ventral & lateral regions, but not within dorsal organizer, in 5.3 hpf epiboly stage zebrafish embryos in vivo. A great complement to the selective β-catenin-CBP interaction blocker ICG-001 (Cat. no. 504712). (E)-isomer is available separately (Cat. no. 509166) as negative control.
Catalogue Number509164
Brand Family Calbiochem®
SynonymsWnt inhibitor dorsalizing, Histone Acetyltransferase Inhibitor XII, HAT Inhibitor XII, Wnt Pathway Inhibitor XXII, (E) & (Z)-3-Chloro-2,3-bis(4-methoxyphenyl)acrylaldehyde, WD
References
ReferencesHao. J., et al. 2013 Cell Rep. 4, 898.
Product Information
CAS number19881-70-0
FormOff-white powder
Hill FormulaC₁₇H₁₅ClO₃
Chemical formulaC₁₇H₁₅ClO₃
ReversibleY
Structure formula ImageStructure formula Image
Quality LevelMQ100
Applications
Biological Information
Primary Targetp300 HAT
Purity≥98% by HPLC
Physicochemical Information
Cell permeableY
Dimensions
Materials Information
Toxicological Information
Safety Information according to GHS
Safety Information
Product Usage Statements
Storage and Shipping Information
Ship Code Ambient Temperature Only
Toxicity Standard Handling
Storage +2°C to +8°C
Protect from Light Protect from light
Do not freeze Ok to freeze
Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
Packaging Information
Packaged under inert gas Packaged under inert gas
Transport Information
Supplemental Information
Specifications
Global Trade Item Number
Catalog Number GTIN
5.09164.0001 04055977261509

Documentation

Windorphen - CAS 19881-70-0 - Calbiochem SDS

Title

Safety Data Sheet (SDS) 

References

Reference overview
Hao. J., et al. 2013 Cell Rep. 4, 898.

Technical Info

Title
White Paper - The Message in the Marks: Deciphering Cancer Epigenetics
Data Sheet

Note that this data sheet is not lot-specific and is representative of the current specifications for this product. Please consult the vial label and the certificate of analysis for information on specific lots. Also note that shipping conditions may differ from storage conditions.

Revision13-May-2014 JSW
SynonymsWnt inhibitor dorsalizing, Histone Acetyltransferase Inhibitor XII, HAT Inhibitor XII, Wnt Pathway Inhibitor XXII, (E) & (Z)-3-Chloro-2,3-bis(4-methoxyphenyl)acrylaldehyde, WD
DescriptionA cell-permeable bis(4-methoxyphenyl)chloroacrylaldehyde whose (Z)-isomer (isomeric content 12-15%) acts as a p300-selective histone acetytransferase (HAT) inhibitor (IC50 = 4.2 µM) and selectively disrupts β-catenin association with p300, but not CBP or LEF1/TCF4, exhibiting much reduced potency against KAT5, CBP, MYST4, MYST2 (IC50 = 38.2, 51.3, 59.5, 62.2 µM, respectively) and little or no inhibitory efficacy toward GCN5 and PCAF HAT activity (IC50 >100 µM). Shown to preferentially suppress human and mouse β-catenin-, zebrafish β-catenin-1-, but not zebrafish β-catenin-2-, mediated transcription activity in various reporter assays (20 µM) without affecting β-catenin activation or nuclear translocation. Induces apoptosis in Wnt signaling-dependent cancer cultures (IC50 in µM = 15.0/SW480, 19.2/RKO, 21.8/DU135, and 19.0/PC3; 72 h) in vitro without affecting the viability of Wnt-independent human lung cander cell line H460 (up to 200 µM & 72 h) and selectively abrogates Wnt signaling in ventral & lateral regions, but not within dorsal organizer, in 5.3 hpf epiboly stage zebrafish embryos in vivo, indicating that the Zebrafish β-catenin-1 & -2 regulate separate Wnt signaling events during zebrafish embryo development by associating with distinct binding partners. A great complement to the selective β-catenin-CBP interaction blocker ICG-001 (Cat. no. 504712). Pure (E)-isomer is available separately (Cat. no. xxxxxx) as a negative control.
FormOff-white powder
Intert gas (Yes/No) Packaged under inert gas
CAS number19881-70-0
Chemical formulaC₁₇H₁₅ClO₃
Structure formulaStructure formula
Purity≥98% by HPLC
SolubilityDMSO (50 mg/ml). Use only fresh DMSO for reconstitution.
Storage Protect from light
+2°C to +8°C
Do Not Freeze Ok to freeze
Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
Toxicity Standard Handling
ReferencesHao. J., et al. 2013 Cell Rep. 4, 898.