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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 Specifications Table

Empirical Formula
C₄₄H₆₃Nl₃O₄

Products

Catalog NumberPackaging Qty/Pack
239807-50UG Glass bottle 50 μg
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
Catalog 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.