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239807 InSolution™ Cyclopamine-KAAD - Calbiochem

InSolution™ Cyclopamine-KAAD, CAS 306387-90-6, is a 1 mM solution in DMSO. A cell-permeable, potent analog of Cyclopamine. Inhibits Hedgehog signaling (IC50 = 20 nM) with lower toxicity.

InSolution™ Cyclopamine-KAAD - Calbiochem MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.

Synonyms: 3-Keto-N-(aminoethyl-aminocaproyl-dihydrocinnamoyl)cyclopamine

Primary Target: SmoA1
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239807
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Overview

Replacement Information

Key Spec Table

Empirical Formula
C₄₄H₆₃Nl₃O₄

Pricing & Availability

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239807-50UG
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      Description
      OverviewA cell-permeable potent analog of Cyclopamine (Cat. No. 239803) that specifically inhibits Hedgehog (Hh) signaling with similar or lower toxicity (IC50 = 20 nM in Shh-LIGHT2 assay; 50 nM in p2Ptch-/-cells; 500 nM in SmoA1-LIGHT cells). Binds to SmoA1 and promotes its exit from the endoplasmic reticulum. Suppresses both ShhNp-induced pathway activity and SmoA1-induced reporter activity. Reported to cause regression of murine tumor allografts in vivo and induce rapid cell death in human medulloblastoma. Shown to sensitize human glioma cells to TRAIL-induced apoptosis. The solid form of this compound (Cat. No. 239804) is also available.
      Catalogue Number239807
      Brand Family Calbiochem®
      Synonyms3-Keto-N-(aminoethyl-aminocaproyl-dihydrocinnamoyl)cyclopamine
      References
      ReferencesSiegelin, M.D. et al. 2009. Neurobiol. Dis. 34, 259.
      Watkins, D.N., et al. 2003. Nature 422, 313.
      Berman, D.M., et al. 2002. Science 297, 1559.
      Chen, J.K., et al. 2002. Proc. Natl. Acad. Sci. USA 99, 14071.
      Chen, J.K., et al. 2002. Genes Dev. 16, 2743.
      Frank-Kamenetsky, M., et al. 2002. J. Biol. 1, 10.
      Taipale, J., et al. 2000. Nature 406, 1005.
      Product Information
      FormLiquid
      FormulationA 1 mM (50 µg/72 µL) solution of Cyclopamine-KAAD (Cat. No. 239804) in DMSO.
      Hill FormulaC₄₄H₆₃Nl₃O₄
      Hygroscopic Hygroscopic
      Structure formula ImageStructure formula Image
      Quality LevelMQ100
      Applications
      ApplicationInSolution™ Cyclopamine-KAAD, CAS 306387-90-6, is a 1 mM solution in DMSO. A cell-permeable, potent analog of Cyclopamine. Inhibits Hedgehog signaling (IC50 = 20 nM) with lower toxicity.
      Biological Information
      Primary TargetSmoA1
      Purity≥70% by HPLC (sum of two isomers)
      Physicochemical Information
      Cell permeableY
      Dimensions
      Materials Information
      Toxicological Information
      Safety Information according to GHS
      Safety Information
      R PhraseR: 36/38

      Irritating to eyes and skin.
      S PhraseS: 26-36/37/39

      In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
      Wear suitable protective clothing, gloves and eye/face protection.
      Product Usage Statements
      Storage and Shipping Information
      Ship Code Dry Ice Only
      Toxicity Irritant
      Storage ≤ -70°C
      Protect from Light Protect from light
      Hygroscopic Hygroscopic
      Avoid freeze/thaw Avoid freeze/thaw
      Do not freeze Ok to freeze
      Special InstructionsFollowing initial thaw, aliquot and freeze (-70°C). Aliquots are stable for up to 6 months at -70°C.
      Packaging Information
      Packaged under inert gas Packaged under inert gas
      Transport Information
      Supplemental Information
      Specifications
      Global Trade Item Number
      Catalogue Number GTIN
      239807-50UG 04055977198928

      Documentation

      InSolution™ Cyclopamine-KAAD - Calbiochem SDS

      Title

      Safety Data Sheet (SDS) 

      InSolution™ Cyclopamine-KAAD - Calbiochem Certificates of Analysis

      TitleLot Number
      239807

      References

      Reference overview
      Siegelin, M.D. et al. 2009. Neurobiol. Dis. 34, 259.
      Watkins, D.N., et al. 2003. Nature 422, 313.
      Berman, D.M., et al. 2002. Science 297, 1559.
      Chen, J.K., et al. 2002. Proc. Natl. Acad. Sci. USA 99, 14071.
      Chen, J.K., et al. 2002. Genes Dev. 16, 2743.
      Frank-Kamenetsky, M., et al. 2002. J. Biol. 1, 10.
      Taipale, J., et al. 2000. Nature 406, 1005.
      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.

      Revision21-September-2012 JSW
      Synonyms3-Keto-N-(aminoethyl-aminocaproyl-dihydrocinnamoyl)cyclopamine
      DescriptionA cell-permeable potent analog of Cyclopamine (Cat. No. 239803) that specifically inhibits Hedgehog (Hh) signaling with similar or lower toxicity (IC50 = 20 nM in Shh-LIGHT2 assay; 50 nM in p2Ptch-/-cells; 500 nM in SmoA1-LIGHT cells). Binds to SmoA1 and promotes its exit from the endoplasmic reticulum. Suppresses both ShhNp-induced pathway activity and SmoA1-induced reporter activity. Reported to cause regression of murine tumor allografts in vivo and induce rapid cell death in human medulloblastoma. Shown to sensitize human glioma cells to TRAIL-induced apoptosis. The solid form of this compound (Cat. No. 239804) is also available.
      FormLiquid
      FormulationA 1 mM (50 µg/72 µL) solution of Cyclopamine-KAAD (Cat. No. 239804) in DMSO.
      Intert gas (Yes/No) Packaged under inert gas
      Structure formulaStructure formula
      Purity≥70% by HPLC (sum of two isomers)
      Storage Protect from light
      Avoid freeze/thaw
      ≤ -70°C
      Hygroscopic
      Do Not Freeze Ok to freeze
      Special InstructionsFollowing initial thaw, aliquot and freeze (-70°C). Aliquots are stable for up to 6 months at -70°C.
      Toxicity Irritant
      ReferencesSiegelin, M.D. et al. 2009. Neurobiol. Dis. 34, 259.
      Watkins, D.N., et al. 2003. Nature 422, 313.
      Berman, D.M., et al. 2002. Science 297, 1559.
      Chen, J.K., et al. 2002. Proc. Natl. Acad. Sci. USA 99, 14071.
      Chen, J.K., et al. 2002. Genes Dev. 16, 2743.
      Frank-Kamenetsky, M., et al. 2002. J. Biol. 1, 10.
      Taipale, J., et al. 2000. Nature 406, 1005.