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260010 Demethylasterriquinone B1 - CAS 78860-34-1 - Calbiochem

MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.

Synonyms: L-783,281, DMAQ-B1, DAQ B1, 2-[2-(1,1-Dimethylallyl)-1H-indol-3-yl]-3,6-dihydroxy-5-[7-(3-methylbut-2-enyl)-1H-indol-3-yl][1,4]benzoquinone, 2,5-Dihydroxy-3-[7-(3-methyl-but-2-enyl)-1H-indol-3-yl]-6-[2-(1,1-dimethyl-allyl)-1H-indol-3-yl]-[1,4]benzoquinone

Primary Target: Insulin receptor (IR) tyrosine kinase activity
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      Overview

      Replacement Information

      Key Spec Table

      CAS #Empirical Formula
      78860-34-1C₃₂H₃₀N₂O₄
      Description
      Overview

      This product has been discontinued.



      A cell-permeable unsymmetrical bis-indolylquinone insulin mimic with anti-diabetic activity in animal models. Selectively stimulates insulin receptor (IR) tyrosine kinase activity (EC50 ~ 6 µM in CHO•IR cells), while showing little effect towards IGF-1R, EGFR, or PDGFR. Also acts as an agonist for the neurotrophin receptors TrkA, B, and C in both cortical neurons and dorsal root ganglion neurons (~ 20 µM). DMAQ-B1 and insulin show differential effects on cellular gene expression profiles and DMAQ-B1 is a more selective agonist than insulin for the IR-mediated activation of PI-3 kinase/Akt pathway.
      Catalogue Number260010
      Brand Family Calbiochem®
      SynonymsL-783,281, DMAQ-B1, DAQ B1, 2-[2-(1,1-Dimethylallyl)-1H-indol-3-yl]-3,6-dihydroxy-5-[7-(3-methylbut-2-enyl)-1H-indol-3-yl][1,4]benzoquinone, 2,5-Dihydroxy-3-[7-(3-methyl-but-2-enyl)-1H-indol-3-yl]-6-[2-(1,1-dimethyl-allyl)-1H-indol-3-yl]-[1,4]benzoquinone
      References
      ReferencesWebster, N.J., et al. 2003. Chembiochem 4, 379.
      Pirrung, M.C., et al. 2002. J. Org. Chem. 6, 23.
      Westerlund, J., et al. 2002. Diabetes 51, S50.
      Roper, M.G., et al. 2002. Diabetes 51, S43.
      Air, E.L., et al. 2002. Nat. Med. 8, 179.
      Wilkie, N., et al. 2001. J. Neurochem. 78, 1135.
      Salituro, G.M., et al. 2001. Recent Prog. Horm. Res. 56, 107.
      Liu, K., et al. 2000. J. Med. Chem. 43, 3487.
      Zhang, B., et al. 1999. Science 284, 974.
      Product Information
      CAS number78860-34-1
      ATP CompetitiveN
      FormBluish black solid
      Hill FormulaC₃₂H₃₀N₂O₄
      Chemical formulaC₃₂H₃₀N₂O₄
      ReversibleN
      Structure formula ImageStructure formula Image
      Quality LevelMQ100
      Applications
      Biological Information
      Primary TargetInsulin receptor (IR) tyrosine kinase activity
      Primary Target IC<sub>50</sub>EC50 ~ 6 µM stimulating insulin receptor (IR) tyrosine kinase activity in CHO•IR cells
      Purity≥95% 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 Shipped with Blue Ice or with Dry Ice
      Toxicity Irritant
      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 3 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
      260010 0

      Documentation

      Demethylasterriquinone B1 - CAS 78860-34-1 - Calbiochem SDS

      Title

      Safety Data Sheet (SDS) 

      Demethylasterriquinone B1 - CAS 78860-34-1 - Calbiochem Certificates of Analysis

      TitleLot Number
      260010

      References

      Reference overview
      Webster, N.J., et al. 2003. Chembiochem 4, 379.
      Pirrung, M.C., et al. 2002. J. Org. Chem. 6, 23.
      Westerlund, J., et al. 2002. Diabetes 51, S50.
      Roper, M.G., et al. 2002. Diabetes 51, S43.
      Air, E.L., et al. 2002. Nat. Med. 8, 179.
      Wilkie, N., et al. 2001. J. Neurochem. 78, 1135.
      Salituro, G.M., et al. 2001. Recent Prog. Horm. Res. 56, 107.
      Liu, K., et al. 2000. J. Med. Chem. 43, 3487.
      Zhang, B., et al. 1999. Science 284, 974.
      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.

      Revision15-June-2008 RFH
      SynonymsL-783,281, DMAQ-B1, DAQ B1, 2-[2-(1,1-Dimethylallyl)-1H-indol-3-yl]-3,6-dihydroxy-5-[7-(3-methylbut-2-enyl)-1H-indol-3-yl][1,4]benzoquinone, 2,5-Dihydroxy-3-[7-(3-methyl-but-2-enyl)-1H-indol-3-yl]-6-[2-(1,1-dimethyl-allyl)-1H-indol-3-yl]-[1,4]benzoquinone
      DescriptionA cell-permeable unsymmetrical bis-indolylquinone insulin mimic with anti-diabetic activity in animal models. Selectively stimulates insulin receptor (IR) tyrosine kinase activity (EC50 ~6 µM in CHO•IR cells), while showing little effect towards IGF-1R, EGFR, or PDGFR. Also acts as an agonist for the neurotrophin receptors TrkA, B, and C in both cortical neurons and dorsal root ganglion neurons (~20 µM). DMAQ-B1 and insulin show differential effects on cellular gene expression profiles and DMAQ-B1 is a more selective agonist than insulin for the IR-mediated activation of PI-3 kinase/Akt pathway.
      FormBluish black solid
      Intert gas (Yes/No) Packaged under inert gas
      CAS number78860-34-1
      Chemical formulaC₃₂H₃₀N₂O₄
      Structure formulaStructure formula
      Purity≥95% by HPLC
      SolubilityDMSO (50 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 3 months at -20°C.
      Toxicity Irritant
      ReferencesWebster, N.J., et al. 2003. Chembiochem 4, 379.
      Pirrung, M.C., et al. 2002. J. Org. Chem. 6, 23.
      Westerlund, J., et al. 2002. Diabetes 51, S50.
      Roper, M.G., et al. 2002. Diabetes 51, S43.
      Air, E.L., et al. 2002. Nat. Med. 8, 179.
      Wilkie, N., et al. 2001. J. Neurochem. 78, 1135.
      Salituro, G.M., et al. 2001. Recent Prog. Horm. Res. 56, 107.
      Liu, K., et al. 2000. J. Med. Chem. 43, 3487.
      Zhang, B., et al. 1999. Science 284, 974.