509164 | Windorphen - CAS 19881-70-0 - Calbiochem

509164
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      Overview

      Replacement Information

      Key Specifications Table

      Empirical FormulaCAS #
      C₁₇H₁₅ClO₃ 19881-70-0

      Pricing & Availability

      Catalog NumberAvailability Packaging Qty/Pack Price Quantity
      5.09164.0001
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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
          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

          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 (EMD)
          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.