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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: 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, 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

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

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®
Synonyms2,5-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, 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
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
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
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
Global Trade Item Number
Catalogue Number GTIN
260010 0