Demethylasterriquinone B1

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Cat.No. 1819 - Demethylasterriquinone B1 | C32H30N2O4 | CAS No. 78860-34-1
Description: Selective insulin RTK activator
Alternative Names: DAQ B1, L-783,281, DMAQ-B1
Chemical Name: 2-[2-(1,1-Dimethyl-2-propenyl)-1H-indol-3-yl]-3,6-dihydroxy-5-[7-(3-methyl-2-butenyl)-1H-indol-3-yl]-2,5-cyclohexadiene-1,4-dione
Purity: ≥98% (HPLC)
Datasheet
Citations
Literature
Pathways

Biological Activity

Selective insulin receptor (IR) activator (EC50 values are 3 - 6 μM for IRTK and 100 μM for IGF1R and EGFR). Increases IR β subunit tyrosine phosphorylation and activation of PI 3-kinase and Akt, but not ERK. Induces glucose uptake in adipocytes and skeletal muscle in vitro, without enhancing vascular proliferation. Binds GAPDH. Also activates Trk by interacting at a site distinct from the neurotrophin-binding site.

Technical Data

M. Wt 506.59
Formula C32H30N2O4
Storage Desiccate at -20°C
Purity ≥98% (HPLC)
CAS Number 78860-34-1
PubChem ID 3013166
InChI Key XMGNJVXBPZAETK-UHFFFAOYSA-N
Smiles CC(C)=CCC1=C2NC=C(C2=CC=C1)C1=C(O)C(=O)C(C2=C(NC3=CC=CC=C23)C(C)(C)C=C)=C(O)C1=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 50.66 100

Preparing Stock Solutions

The following data is based on the product molecular weight 506.59. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.97 mL 9.87 mL 19.74 mL
5 mM 0.39 mL 1.97 mL 3.95 mL
10 mM 0.2 mL 0.99 mL 1.97 mL
50 mM 0.04 mL 0.2 mL 0.39 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

Kim et al (2007) Glyceraldehyde 3-phosphate dehydrogenase is a cellular target of the insulin mimic demethylasterriquinone B1. J.Med.Chem. 50 3423 PMID: 17595071

Salituro et al (2001) Discovery of a small molecule insulin receptor activator. Recent Prog.Horm.Res. 56 107 PMID: 11237209

Weber et al (2000) A novel insulin mimetic without a proliferative effect on vascular smooth muscle cells. J.Vasc.Surg. 32 1118 PMID: 11107083

Webster et al (2003) Signaling effects of demethylasterriquinone B1, a selective insulin receptor modulator. Chembiochem 4 379 PMID: 12740809

Wilkie et al (2001) The non-peptidyl fungal metabolite L-783,281 activates TRK neurotrophin receptors. J.Neurochem. 78 1135 PMID: 11553687


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Keywords: Demethylasterriquinone B1, supplier, Selective, insulin, IRs, RTKs, activators, IGF, Receptors, Insulin-like, Receptor, Tyrosine, Kinases, DemethylasterriquinoneB1, DAQB1, L783281, DAQ, B1, L-783,281, DMAQ-B1, Insulin, and, insulin-like, Receptors, Tocris Bioscience

Citations for Demethylasterriquinone B1

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Literature in this Area

Kinases

Kinases Product Listing

A collection of over 400 products for kinase research, the listing includes inhibitors of:

  • Receptor Tyrosine Kinases
  • Protein Kinases A, C, D and G
  • PI-3 Kinase, Akt and mTOR
  • MAPK Signaling
  • Receptor Serine/Threonine Kinases
Peptides Involved in Appetite Modulation

Peptides Involved in Appetite Modulation Scientific Review

Written by Sonia Tucci, Lynsay Kobelis and Tim Kirkham, this review provides a synopsis of the increasing number of peptides that have been implicated in appetite regulation and energy homeostasis; putative roles of the major peptides are outlined and compounds available from Tocris are listed.

Angiogenesis in Cancer

Angiogenesis in Cancer Poster

Adapted from the 2015 Cancer Product Guide, Edition 3, this poster summarizes the pathogenesis of angiogenesis in cancer, as well as some of the main angiogenesis therapeutic targets.

Pathways for Demethylasterriquinone B1

Insulin

Insulin Signaling Pathway

Signaling through the insulin pathway is fundamental for the regulation of intracellular glucose levels. This pathway can become dysregulated in diabetes.

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