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681675 Wortmannin - CAS 19545-26-7 - Calbiochem

Wortmannin, CAS 19545-26-7, is a cell-permeable, potent, selective, and irreversible inhibitor of PI3-Kinase (IC₅₀ = 5 nM). Does not affect any upstream signaling events.

Wortmannin - CAS 19545-26-7 - Calbiochem MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.

Synonyms: KY 12420, MLCK Inhibitor II

Primary Target: phosphatidylinositol-3-kinase
681675
Purchase on Sigma-Aldrich

Overview

Replacement Information

Key Spec Table

CAS #Empirical Formula
19545-26-7C₂₃H₂₄O₈

Products

Catalogue NumberPackaging Qty/Pack
681675-1MG Glass bottle 1 mg
Description
OverviewA cell-permeable, fungal metabolite that acts as a potent, selective, and irreversible inhibitor of phosphatidylinositol 3-kinase in purified preparations and cytosolic fractions (IC50 = 5 nM). Blocks the catalytic activity of PI 3-kinase without affecting the upstream signaling events. Preincubation of fibroblasts with wortmannin abolishes PDGF-mediated Ins(3,4,5)P3 formation (IC50 = 5 nM). Also blocks the metabolic effects of insulin in isolated rat adipocytes without affecting the insulin receptor tyrosine kinase activity. Inhibits MAP kinase activation induced by platelet activating factor in guinea pig neutrophils (200 - 300 nM). Also inhibits other kinases such as myosin light chain kinase (IC50 = 200 nM) and PI 4-kinase at concentrations higher than that required for inhibition of PI 3-kinase. Also blocks phospholipase D. A 10 mM (1 mg/233 µl) solution of Wortmannin (Cat. No. 681676) in DMSO is also available.
Catalogue Number681675
Brand Family Calbiochem®
SynonymsKY 12420, MLCK Inhibitor II
References
ReferencesCross, M.J., et al. 1995. J. Biol. Chem. 270, 25352.
Nakamura, I., et al. 1995. FEBS Lett. 361, 79.
Ferby, I.M., et al. 1994. J. Biol. Chem. 269, 30485.
Okada, T., et al. 1994. J. Biol. Chem. 269, 3568.
Wymann, M.P. and Arcaro, A. 1994. Biochem. J. 298, 517.
Arcaro, A. and Wymann, M.P. 1993. Biochem. J. 296, 297.
Nakanishi, S., et al. 1992. J. Biol. Chem. 267, 2157.
Bonser, R.W., et al. 1991. Br. J. Pharmacol. 103, 1237.
Product Information
CAS number19545-26-7
ATP CompetitiveN
FormWhite to off-white solid
Hill FormulaC₂₃H₂₄O₈
Chemical formulaC₂₃H₂₄O₈
ReversibleN
Structure formula ImageStructure formula Image
Quality LevelMQ100
Applications
Biological Information
Primary Targetphosphatidylinositol-3-kinase
Primary Target IC<sub>50</sub>5 nM against phosphatidylinositol 3-kinase; 5 nM against PDGF-mediated Ins(3,4,5)P3 formation; 200 nM against myosin light chain kinase
Purity≥98% by HPLC
Physicochemical Information
Cell permeableY
Dimensions
Materials Information
Toxicological Information
Safety Information according to GHS
RTECSCB9641000
Safety Information
R PhraseR: 26/27/28

Very toxic by inhalation, in contact with skin and if swallowed.
S PhraseS: 22-36/37/39-45

Do not breathe dust.
Wear suitable protective clothing, gloves and eye/face protection.
In case of accident or if you feel unwell, seek medical advice immediately (show the label where possible).
Product Usage Statements
Storage and Shipping Information
Ship Code Ambient Temperature Only
Toxicity Highly Toxic
Hazardous Materials Attention: Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.
Storage -20°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 2 months 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
681675-1MG 04055977225235

Documentation

Wortmannin - CAS 19545-26-7 - Calbiochem SDS

Title

Safety Data Sheet (SDS) 

Wortmannin - CAS 19545-26-7 - Calbiochem Certificates of Analysis

TitleLot Number
681675

References

Reference overview
Cross, M.J., et al. 1995. J. Biol. Chem. 270, 25352.
Nakamura, I., et al. 1995. FEBS Lett. 361, 79.
Ferby, I.M., et al. 1994. J. Biol. Chem. 269, 30485.
Okada, T., et al. 1994. J. Biol. Chem. 269, 3568.
Wymann, M.P. and Arcaro, A. 1994. Biochem. J. 298, 517.
Arcaro, A. and Wymann, M.P. 1993. Biochem. J. 296, 297.
Nakanishi, S., et al. 1992. J. Biol. Chem. 267, 2157.
Bonser, R.W., et al. 1991. Br. J. Pharmacol. 103, 1237.

Posters

Title
Human Kinome & InhibitorSelect™ Libraries

Citations

Title
  • Ying Zhang, Mingjuan Liao and Maria L. Dufau. (2006) Phosphatidylinositol 3-kinase/protein kinase Cγ-induced phosphorylation of Sp1 and p107 repressor release have a critical role in histone deacetylase inhibitor-mediated depression of transcription of the luteinizing hormone receptor gene. Molecular and Cellular Biology 26, 6748-6761.
  • Nadine N. Johnson-Farley, Tatyana Travkina and Daniel S. Cowen. (2005) Cumulative activatino of Akt and consequent inhibition of glycogen synthase kinase-3 by brain-derived neurotrophic factor and insulin-like growth factor-1 in cultured hippocampal neurons. Journal of Pharmacology and Experimental Therapeutics in press,.
  • Xu-Wen Liu, et al. (2005) Tissue inhibitor of metalloproteinase-1 protects human breast epithelial cells from extrinsic cell death: a potential oncogenic activity of tissue inhibitor of metalloproteinase-1. Cancer Research 65, 898-906.
  • Kuntebommanahalli N. Thimmaiah, et al. (2005) Identification of N10-Substituted Phenoxazines as Potent and Specific Inhibitors of Akt Signaling. Journal of Biological Chemistry in press,.
  • Yung-Luen Yu, et al. (2005) MAP kinase-mediated phosphorylation of GATA-1 promotes Bcl-XL expression and cell survival. Journal of Biological Chemistry 280, 29533-29542.
  • Hui Zeng, et al. (2005) Flagellin/TLR5 responses in epithelia reveal intertwined activation of inflammatory and apoptotic pathways. American Journal of Physiology Gastrointestinal and Liver Physiology in press,.
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    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.

    Revision22-March-2019 JSW
    SynonymsKY 12420, MLCK Inhibitor II
    DescriptionA fungal metabolite that acts as a potent, selective, cell-permeable and irreversible inhibitor of phosphatidylinositol 3-kinase (PI 3-kinase) in purified preparations and cytosolic fractions (IC50 = 5 nM). Preincubation of fibroblasts with wortmannin abolishes PDGF-mediated Ins(3,4,5)P3 formation (IC50 = 5 nM). Blocks the catalytic activity of PI 3-kinase without affecting the upstream signaling events. Also blocks the metabolic effects of insulin in isolated rat adipocytes without affecting the insulin receptor tyrosine kinase activity. Inhibits MAP kinase activation induced by platelet activating factor in guinea pig neutrophils (0.2-0.3 µM). Inhibits osteoclastic bone resorption. Inhibits other kinases, such as myosin light chain kinase (IC50 = 200 nM) and PI 4-kinase at concentrations 100-fold higher than that required for the inhibition of PI 3-kinase. Also blocks phospholipase D.
    FormWhite to off-white solid
    Intert gas (Yes/No) Packaged under inert gas
    CAS number19545-26-7
    RTECSCB9641000
    Chemical formulaC₂₃H₂₄O₈
    Structure formulaStructure formula
    Purity≥98% by HPLC
    SolubilityDMSO (25 mg/ml)
    Storage Protect from light
    -20°C
    Do Not Freeze Ok to freeze
    Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 2 months at -20°C.
    Toxicity Highly Toxic
    Merck USA index14, 10053
    ReferencesCross, M.J., et al. 1995. J. Biol. Chem. 270, 25352.
    Nakamura, I., et al. 1995. FEBS Lett. 361, 79.
    Ferby, I.M., et al. 1994. J. Biol. Chem. 269, 30485.
    Okada, T., et al. 1994. J. Biol. Chem. 269, 3568.
    Wymann, M.P. and Arcaro, A. 1994. Biochem. J. 298, 517.
    Arcaro, A. and Wymann, M.P. 1993. Biochem. J. 296, 297.
    Nakanishi, S., et al. 1992. J. Biol. Chem. 267, 2157.
    Bonser, R.W., et al. 1991. Br. J. Pharmacol. 103, 1237.
    Citation
  • Ying Zhang, Mingjuan Liao and Maria L. Dufau. (2006) Phosphatidylinositol 3-kinase/protein kinase Cγ-induced phosphorylation of Sp1 and p107 repressor release have a critical role in histone deacetylase inhibitor-mediated depression of transcription of the luteinizing hormone receptor gene. Molecular and Cellular Biology 26, 6748-6761.
  • Nadine N. Johnson-Farley, Tatyana Travkina and Daniel S. Cowen. (2005) Cumulative activatino of Akt and consequent inhibition of glycogen synthase kinase-3 by brain-derived neurotrophic factor and insulin-like growth factor-1 in cultured hippocampal neurons. Journal of Pharmacology and Experimental Therapeutics in press,.
  • Xu-Wen Liu, et al. (2005) Tissue inhibitor of metalloproteinase-1 protects human breast epithelial cells from extrinsic cell death: a potential oncogenic activity of tissue inhibitor of metalloproteinase-1. Cancer Research 65, 898-906.
  • Kuntebommanahalli N. Thimmaiah, et al. (2005) Identification of N10-Substituted Phenoxazines as Potent and Specific Inhibitors of Akt Signaling. Journal of Biological Chemistry in press,.
  • Yung-Luen Yu, et al. (2005) MAP kinase-mediated phosphorylation of GATA-1 promotes Bcl-XL expression and cell survival. Journal of Biological Chemistry 280, 29533-29542.
  • Hui Zeng, et al. (2005) Flagellin/TLR5 responses in epithelia reveal intertwined activation of inflammatory and apoptotic pathways. American Journal of Physiology Gastrointestinal and Liver Physiology in press,.
    		•