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553400 Radicicol, Diheterospora chlamydosporia - CAS 12772-57-5 - Calbiochem

553400
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Overview

Replacement Information

Key Spec Table

CAS #Empirical Formula
12772-57-5C₁₈H₁₇ClO₆

Products

Catalogue NumberPackaging Qty/Pack
553400-500UG Plastic ampoule 500 μg
Description
OverviewA cell-permeable, ATP-site binding, and irreversible antifungal macrocyclic lactone antibiotic that acts as a protein tyrosine kinase inhibitor. Inhibits p60v-src kinase activity (IC50 = 0.27 nM). Inhibits the expression of COX-2 (IC50 = 27 nM) without affecting COX-1 expression in LPS-stimulated macrophages. Disrupts K-Ras-activated signaling pathways by selectively depleting Raf kinase. Inhibits tyrosine phosphorylation of p53/56lyn in LPS-stimulated macrophages. Suppresses NIH/3T3 cell transformation by diverse oncogenes such as src, ras, and mos in part by blocking the key signal transduction intermediates such as MAP kinase and GAP-associated p62. Also exhibits anti-angiogenic activity in vivo. Inhibits Wnt-5A expression in dermal papilla cells (IC50 = 190 nM).
Catalogue Number553400
Brand Family Calbiochem®
References
ReferencesShinonaga, H., et al. 2009. Bioorg. Med. Chem. 17, In press.
Soga, S., et al. 1998. J. Biol. Chem. 273, 822.
Chanmugam, P., et al. 1995. J. Biol. Chem. 270, 5418.
Shimada, Y., et al. 1995. J. Antibiot. 48, 824.
Zhao, J.F., et al. 1995. Oncogene 11, 161.
Oikawa, T., et al. 1993. Eur. J. Pharmacol. 241, 221.
Kwon, H.J., et al. 1992. Cancer Res. 52, 6926.
Product Information
CAS number12772-57-5
FormWhite solid
Hill FormulaC₁₈H₁₇ClO₆
Chemical formulaC₁₈H₁₇ClO₆
Structure formula ImageStructure formula Image
Quality LevelMQ100
Applications
Biological Information
Primary Targetp60v-src kinase activity
Primary Target IC<sub>50</sub>0.27 nM
Secondary targetCOX-2 (IC₅₀ = 27 nM)
Purity≥98% by HPLC
Physicochemical Information
Dimensions
Materials Information
Toxicological Information
Safety Information according to GHS
RTECSRR1105000
Safety Information
R PhraseR: 20/21/22-36/37/38

Harmful by inhalation, in contact with skin and if swallowed.
Irritating to eyes, respiratory system and skin.
S PhraseS: 26-36

In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
Wear suitable protective clothing.
Product Usage Statements
Storage and Shipping Information
Ship Code Ambient Temperature Only
Toxicity Harmful
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 1 month at -20°C.
Packaging Information
Packaged under inert gas Packaged under inert gas
Transport Information
Supplemental Information
Specifications
Global Trade Item Number
Catalogue Number GTIN
553400-500UG 04055977193602

Documentation

Radicicol, Diheterospora chlamydosporia - CAS 12772-57-5 - Calbiochem SDS

Title

Safety Data Sheet (SDS) 

Radicicol, Diheterospora chlamydosporia - CAS 12772-57-5 - Calbiochem Certificates of Analysis

TitleLot Number
553400

References

Reference overview
Shinonaga, H., et al. 2009. Bioorg. Med. Chem. 17, In press.
Soga, S., et al. 1998. J. Biol. Chem. 273, 822.
Chanmugam, P., et al. 1995. J. Biol. Chem. 270, 5418.
Shimada, Y., et al. 1995. J. Antibiot. 48, 824.
Zhao, J.F., et al. 1995. Oncogene 11, 161.
Oikawa, T., et al. 1993. Eur. J. Pharmacol. 241, 221.
Kwon, H.J., et al. 1992. Cancer Res. 52, 6926.
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.

Revision10-March-2010 RFH
DescriptionA cell-permeable, ATP-site binding, and irreversible antifungal macrocyclic lactone antibiotic that acts as a protein tyrosine kinase inhibitor. Inhibits p60v-src kinase activity (IC50 = 0.27 µM). Inhibits the expression of COX-2 (IC50 = 27 nM) without affecting COX-1 expression in LPS-stimulated macrophages. Disrupts k-Ras-activated signaling pathway by selectively depleting Raf kinase. Inhibits tyrosine phosphorylation of p53/56lyn in LPS-stimulated macrophages. Suppresses NIH 3T3 cell transformation by diverse oncogenes, such as src, ras and mos, at least in part by blocking the key signal transduction intermediates, such as MAP kinase and GAP-associated p62. Also exhibits anti-angiogenic activity in vivo. Inhibits Wnt-5A expression in dermal papilla cells (IC50 = 190 nM).
FormWhite solid
Intert gas (Yes/No) Packaged under inert gas
CAS number12772-57-5
RTECSRR1105000
Chemical formulaC₁₈H₁₇ClO₆
Structure formulaStructure formula
Purity≥98% by HPLC
SolubilityDMSO (10 mg/ml) or methanol
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 1 month at -20°C.
Toxicity Harmful
Merck USA index14, 6253
ReferencesShinonaga, H., et al. 2009. Bioorg. Med. Chem. 17, In press.
Soga, S., et al. 1998. J. Biol. Chem. 273, 822.
Chanmugam, P., et al. 1995. J. Biol. Chem. 270, 5418.
Shimada, Y., et al. 1995. J. Antibiot. 48, 824.
Zhao, J.F., et al. 1995. Oncogene 11, 161.
Oikawa, T., et al. 1993. Eur. J. Pharmacol. 241, 221.
Kwon, H.J., et al. 1992. Cancer Res. 52, 6926.