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509164 Windorphen - CAS 19881-70-0 - Calbiochem

509164
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Overview

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Key Specifications Table

Empirical FormulaCAS #
C₁₇H₁₅ClO₃ 19881-70-0

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      Glass bottle 25 mg
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      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, (E) & (Z)-3-Chloro-2,3-bis(4-methoxyphenyl)acrylaldehyde, WD, HAT Inhibitor XII, Wnt Pathway Inhibitor XXII
      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

      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.
      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, (E) & (Z)-3-Chloro-2,3-bis(4-methoxyphenyl)acrylaldehyde, WD, HAT Inhibitor XII, Wnt Pathway Inhibitor XXII
      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 +2°C to +8°C
      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.
      Toxicity Standard Handling
      ReferencesHao. J., et al. 2013 Cell Rep. 4, 898.